
Tuesday, July 1, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Cape May Diamond Hunting
10:00 AM - 11:00 AMJoin us at Sunset Beach and discover Cape May Diamonds—hi...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Tie Dye Tuesday at the Rusty Nail
1:00 PM - 3:00 PMCreate your own tie dye shirt at the Rusty Nail!

DJ Torey Whom at the Rusty Nail
1:30 PM - 4:30 PMHead to the Nail for a set of music by DJ Torey Whom.

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

Smokin’ Tuesdays at the Rusty Nail
5:00 PM - 7:00 PMEvery Tuesday, get your groove on to lively music and wor...

Greg Jones at The Rusty Nail
5:00 PM - 9:00 PMHead to The Rusty Nail for a set of music by Greg Jones!

Don Evans at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of great blues clas...

Jon Divello at The Pridwin
8:00 PM - 10:00 PMRelax and enjoy a set of music by local artist, Jon Divello.

Acoustic Concert Series in The Grove
8:00 PM - 9:00 PMEvery Tuesday night, The Pridwin’s outdoor amphitheater s...
Wednesday, July 2, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Art from Nature
10:00 AM - 11:00 AMJoin us at Beach Plum Farm where we will use the nature a...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

DJ Tony Steff at the Rusty Nail
1:30 PM - 4:30 PMFeaturing a vibrant mix, DJ Tony Steff will play jams tha...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Bingo With Blue
4:30 PM - 6:00 PMJoin Blue the Pig in the Congress Hall Ballroom for Bingo...

Wednesday Night BBQs
5:00 PM - 9:00 PMOur beloved Wednesday Night BBQs return this summer! Exec...

What He Say at The Rusty Nail
5:00 PM - 9:00 PMHead to The Rusty Nail for an energetic set of local Cape...

Gene Casey & The Lone Sharks at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local band, Gene Casey ...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Thursday, July 3, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Shell Hunt & Craft
10:00 AM - 11:00 AMJoin us on an adventure to gather shells, and choose your...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

DJ Chelsea Lee at the Rusty Nail
1:30 PM - 4:30 PMFeaturing a vibrant mix, DJ Chelsea will play jams that k...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

The Honeyhawks at the Rusty Nail
5:00 PM - 9:00 PMHead down to the Rusty Nail for a lively set by the The H...

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Chris Tedesco at Baron’s Cove
6:30 PM - 9:30 PMHead to the lounge for a set of music by Chris Tedesco!

Gregg Carpenter in The Brown Room
7:00 PM - 11:00 PMHead to The Brown Room for a set of music by Gregg Carpen...

Dive-In-Movie
8:30 PM - 10:30 PMFloat and relax under the stars at our Dive-in-Movie night!

DJ Torey Whom at the Boiler Room
9:30 PM - 1:00 AMHead to the Boiler Room for a set of music by DJ Torey Whom.
Friday, July 4, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Falconry at the Farm
10:00 AM - 11:30 PMJoin us at Beach Plum Farm for a thrilling and immersive ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Gregg Carpenter in The Brown Room
12:00 PM - 4:00 PMHead to The Brown Room for a set of music by Gregg Carpen...

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Max Davey Duo at The Rusty Nail
1:30 PM - 4:30 PMHead to The Rusty Nail for a set by the Max Davey Duo!

DJ Tony Steff at the Rusty Nail
1:30 PM - 4:30 PMFeaturing a vibrant mix, DJ Tony Steff will play jams tha...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Friday Night Traditional at Baron’s Cove
2:00 PM - 5:00 PMHead to the lounge for a set of music by Brad Penuel & hi...

Don Evans Trio at the Rusty Nail
5:00 PM - 9:00 PMHead over to the Rusty Nail for a set of great blues clas...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Fourth of July Celebration at Congress Hall
6:30 PM - 9:30 PMOur grand Fourth of July Celebration returns! For 209 sum...

The Stingers at The Pridwin
7:00 PM - 10:00 PMRelax and enjoy a set of music by local band, The Stingers

Robert Bruey at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by Robert Bruey!

Denis Brousse in the Brown Room
9:30 PM - 1:00 AMJoin us in the Brown Room for a set of music by Denis Bro...
Saturday, July 5, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Sag Harbor Farmers Market with East End Farmers Markets
9:00 AM - 1:00 PMJust a short drive from Baron's Cove, take a stroll throu...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Beach Volleyball
12:00 PM - 1:00 PMWe're serving up some fun on the beach!

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

The Joe Napoli Duo at the Rusty Nail
1:30 PM - 4:30 PMHead to the Rusty Nail for a set by musician Joe Napoli.

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Greg Jones in The Brown Room
2:00 PM - 6:00 PMHead to The Brown Room for a set of music by Greg Jones!

Cornhole Tournament
4:00 PM - 5:00 PMToss your way to victory in this timeless lawn game!

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Terry & Dave Duo at The Rusty Nail
5:00 PM - 9:00 PMHead to the Nail for a set played by Terry & Dave!

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Darin MacDonald in the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Darin M...

Robert Bruey at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by Robert Bruey!

Jon Divello Duo at Baron's Cove
7:00 PM - 10:00 PMRelax and enjoy a set of music by local artist, Jon Divello.

Alfredo Merat at The Pridwin
7:00 PM - 10:00 PMRelax and enjoy a set of music by the Alfredo Merat

Billy D Light Trio in the Boiler Room
9:30 PM - 1:00 AMHead down to The Boiler Room for a set of music by the Bi...

Don Evans Trio in the Boiler Room
9:30 PM - 1:00 AMHead down to the Boiler Room for a set of great blues cla...
Sunday, July 6, 2025

Surfside Sunday
Stop by the Nail this Sunday for $2 off Surfside cans and...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Rise and Revive: Dynamic Movement Stretch Class
8:00 AM - 9:00 AMStart your day with an energizing full-body stretch desig...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Independence Weekend Sandcastle Building Contest
10:00 AM - 12:00 PMJoin us on the Congress Hall Beach and celebrate Independ...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Beach Games
12:00 PM - 1:00 PMJoin us on the Congress Hall Beach for some friendly comp...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Twisted Livin' at the Rusty Nail
1:30 PM - 4:30 PMHead down to The Rusty Nail for a set of music by Twisted...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Chad Morales at the Brown Room
2:00 PM - 6:00 PMHead over to The Brown Room for a set of music by Chad Mo...

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Bossa Nova Trio at The Pridwin
4:00 PM - 8:00 PMRelax and enjoy a set of music by local band, the Bossa N...

Terry & Dave’s Sing Along at The Rusty Nail
5:00 PM - 9:00 PMHead to the Nail for a little bit of sing-along fun led b...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Chad Morales at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Chad Mo...

Don Evans at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of great blues clas...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...

Yachtzee Trio in the Boiler Room
9:30 PM - 1:00 AMHead down to The Boiler Room for an energetic set of clas...
Monday, July 7, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Mahjong Mondays
8:00 AM - 8:00 PMHead to The Nook for a round of Mahjong, the classic game...

Sand Art
10:00 AM - 11:00 AMMake your own sand art at the Sandpiper to take home.

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

DJ Mike Dempsey at the Rusty Nail
1:30 PM - 4:30 PMHead to the Nail for a set of music by DJ Mike Dempsey.

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Matt DiVenti at the Rusty Nail
5:00 PM - 9:00 PMHead over to The Rusty Nail for a set of music by Matt Di...

Saltwater Sessions at Beach Plum Farm
5:00 PM - 8:00 PMHead to Beach Plum Farm every Monday this summer for a ca...

Monday Night Carnival at Congress Hall
5:30 PM - 8:30 PMJoin us on the Grand Lawn for Congress Hall's Monday Nigh...

Jeff LeBlanc at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local artist, Jeff LeBl...

Monday Night Movie in the Nook
8:30 PM - 10:00 PMHead down to the Nook for a family-friendly movie selecti...
Tuesday, July 8, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Cape May Diamond Hunting
10:00 AM - 11:00 AMJoin us at Sunset Beach and discover Cape May Diamonds—hi...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Tie Dye Tuesday at the Rusty Nail
1:00 PM - 3:00 PMCreate your own tie dye shirt at the Rusty Nail!

DJ Torey Whom at the Rusty Nail
1:30 PM - 4:30 PMHead to the Nail for a set of music by DJ Torey Whom.

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

Smokin’ Tuesdays at the Rusty Nail
5:00 PM - 7:00 PMEvery Tuesday, get your groove on to lively music and wor...

Greg Jones at The Rusty Nail
5:00 PM - 9:00 PMHead to The Rusty Nail for a set of music by Greg Jones!

Don Shough at the Brown Room
7:00 PM - 11:00 PMHead to the Brown Room for a tasteful set played by Don S...

Jon Divello at The Pridwin
8:00 PM - 10:00 PMRelax and enjoy a set of music by local artist, Jon Divello.

Acoustic Concert Series in The Grove
8:00 PM - 9:00 PMEvery Tuesday night, The Pridwin’s outdoor amphitheater s...
Wednesday, July 9, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Art from Nature
10:00 AM - 11:00 AMJoin us at Beach Plum Farm where we will use the nature a...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

DJ Tony Steff at the Rusty Nail
1:30 PM - 4:30 PMFeaturing a vibrant mix, DJ Tony Steff will play jams tha...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Bingo With Blue
4:30 PM - 6:00 PMJoin Blue the Pig in the Congress Hall Ballroom for Bingo...

Wednesday Night BBQs
5:00 PM - 9:00 PMOur beloved Wednesday Night BBQs return this summer! Exec...

What He Say at The Rusty Nail
5:00 PM - 9:00 PMHead to The Rusty Nail for an energetic set of local Cape...

Gene Casey & The Lone Sharks at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local band, Gene Casey ...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Thursday, July 10, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Shell Hunt & Craft
10:00 AM - 11:00 AMJoin us on an adventure to gather shells, and choose your...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

DJ Chelsea Lee at the Rusty Nail
1:30 PM - 4:30 PMFeaturing a vibrant mix, DJ Chelsea will play jams that k...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

The Honeyhawks at the Rusty Nail
5:00 PM - 9:00 PMHead down to the Rusty Nail for a lively set by the The H...

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Chris Tedesco at Baron’s Cove
6:30 PM - 9:30 PMHead to the lounge for a set of music by Chris Tedesco!

AMO at Baron’s Cove
6:30 PM - 9:30 PMHead to the lounge for a set of music by AMO!

Gregg Carpenter in The Brown Room
7:00 PM - 11:00 PMHead to The Brown Room for a set of music by Gregg Carpen...

Dive-In-Movie
8:30 PM - 10:30 PMFloat and relax under the stars at our Dive-in-Movie night!

DJ Torey Whom at the Boiler Room
9:30 PM - 1:00 AMHead to the Boiler Room for a set of music by DJ Torey Whom.
Friday, July 11, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Falconry at the Farm
10:00 AM - 11:30 PMJoin us at Beach Plum Farm for a thrilling and immersive ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Crops & Clues
10:00 AM - 11:00 AMExplore Beach Plum Farm on a clue-filled treasure hunt!

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Water Games
12:00 PM - 1:00 PMBeat the heat on the Grand Lawn at Congress Hall!

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Max Davey Duo at The Rusty Nail
1:30 PM - 4:30 PMHead to The Rusty Nail for a set by the Max Davey Duo!

Don Evans Duo at the Rusty Nail
1:30 PM - 4:30 PMHead over to the Rusty Nail for a set of great blues clas...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Shell Hunt & Craft
4:00 PM - 5:00 PMJoin us on an adventure to gather shells, and choose your...

Camille Peruto at the Rusty Nail
5:00 PM - 9:00 PMHead to the Rusty Nail for a set by musician Camille Peruto.

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Brad Penuel Duo at The Pridwin
7:00 PM - 10:00 PMRelax and enjoy a set of music by local band, the Brad Pe...
Lis Bockelman at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Lis Boc...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...

Farm Field Astronomy
9:00 PM - 10:00 PMGaze up at Beach Plum Farm, where we'll cast our eyes to ...

Twisted Livin' in the Boiler Room
9:30 PM - 1:00 AMHead down to The Boiler Room for a set of music by Twiste...
Saturday, July 12, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Sag Harbor Farmers Market with East End Farmers Markets
9:00 AM - 1:00 PMJust a short drive from Baron's Cove, take a stroll throu...

Brunch with the Craft Studio at Baron’s Cove
10:00 AM - 12:00 PMBring the family to a Saturday brunch at Baron's, where y...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Beach Volleyball
12:00 PM - 1:00 PMWe're serving up some fun on the beach!

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

Max Davey Duo at The Rusty Nail
1:30 PM - 4:30 PMHead to The Rusty Nail for a set by the Max Davey Duo!

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Ray Gervato in the Brown Room
2:00 PM - 6:00 PMJoin us in the Brown Room for an acoustic set by Ray Gerv...

Cornhole Tournament
4:00 PM - 5:00 PMToss your way to victory in this timeless lawn game!

Family BBQ & Fireworks Extravaganza
5:00 PM - 9:30 PMJoin us July 12th for an all-American Shelter Island cele...

Dave Kelly at the Rusty Nail
5:00 PM - 9:00 PMHead over to the Rusty Nail for a set of music by Dave Ke...

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

The Stingers at The Pridwin
6:00 PM - 10:00 PMRelax and enjoy a set of music by local band, The Stingers

Darin MacDonald in the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Darin M...

Robert Bruey at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by Robert Bruey!

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

Billy D Light Trio in the Boiler Room
9:30 PM - 1:00 AMHead down to The Boiler Room for a set of music by the Bi...
Sunday, July 13, 2025

Surfside Sunday
Stop by the Nail this Sunday for $2 off Surfside cans and...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Rise and Revive: Dynamic Movement Stretch Class
8:00 AM - 9:00 AMStart your day with an energizing full-body stretch desig...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Soccer on the Lawn
10:00 AM - 11:00 AMHead to the Grand Lawn at Congress Hall for a good old-fa...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Beach Games
12:00 PM - 1:00 PMJoin us on the Congress Hall Beach for some friendly comp...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Hang Loose at the Rusty Nail
1:30 PM - 4:30 PMHead down to the Rusty Nail for a high-energy set by band...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Walt Sapsai at the Brown Room
2:00 PM - 6:00 PMHead over to The Brown Room for a set of music by Walt Sa...

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Alfredo Europa at The Pridwin
4:00 PM - 8:00 PMRelax and enjoy a vibrant set of music by Alfredo Europa!

Terry & Dave’s Sing Along at The Rusty Nail
5:00 PM - 9:00 PMHead to the Nail for a little bit of sing-along fun led b...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Chad Morales at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Chad Mo...

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Monday, July 14, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Mahjong Mondays
8:00 AM - 8:00 PMHead to The Nook for a round of Mahjong, the classic game...

Sand Art
10:00 AM - 11:00 AMMake your own sand art at the Sandpiper to take home.

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

DJ Mike Dempsey at the Rusty Nail
1:30 PM - 4:30 PMHead to the Nail for a set of music by DJ Mike Dempsey.

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Matt DiVenti at the Rusty Nail
5:00 PM - 9:00 PMHead over to The Rusty Nail for a set of music by Matt Di...

Saltwater Sessions at Beach Plum Farm
5:00 PM - 8:00 PMHead to Beach Plum Farm every Monday this summer for a ca...

Monday Night Carnival at Congress Hall
5:30 PM - 8:30 PMJoin us on the Grand Lawn for Congress Hall's Monday Nigh...

Chris Tedesco at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by Chris Tedesco!

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

Monday Night Movie in the Nook
8:30 PM - 10:00 PMHead down to the Nook for a family-friendly movie selecti...
Tuesday, July 15, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Cape May Diamond Hunting
10:00 AM - 11:00 AMJoin us at Sunset Beach and discover Cape May Diamonds—hi...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Chefs in Training with Chef Todd
10:00 AM - 11:00 PMKids can cook, too! Join Executive Chef Todd Ruiz at The ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Tie Dye Tuesday at the Rusty Nail
1:00 PM - 3:00 PMCreate your own tie dye shirt at the Rusty Nail!

DJ Torey Whom at the Rusty Nail
1:30 PM - 4:30 PMHead to the Nail for a set of music by DJ Torey Whom.

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

Smokin’ Tuesdays at the Rusty Nail
5:00 PM - 7:00 PMEvery Tuesday, get your groove on to lively music and wor...

Greg Jones at The Rusty Nail
5:00 PM - 9:00 PMHead to The Rusty Nail for a set of music by Greg Jones!

Don Evans at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of great blues clas...

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

Jon Divello at The Pridwin
8:00 PM - 10:00 PMRelax and enjoy a set of music by local artist, Jon Divello.

Acoustic Concert Series in The Grove
8:00 PM - 9:00 PMEvery Tuesday night, The Pridwin’s outdoor amphitheater s...
Wednesday, July 16, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Art from Nature
10:00 AM - 11:00 AMJoin us at Beach Plum Farm where we will use the nature a...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

DJ Tony Steff at the Rusty Nail
1:30 PM - 4:30 PMFeaturing a vibrant mix, DJ Tony Steff will play jams tha...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Bingo With Blue
4:30 PM - 6:00 PMJoin Blue the Pig in the Congress Hall Ballroom for Bingo...

Wednesday Night BBQs
5:00 PM - 9:00 PMOur beloved Wednesday Night BBQs return this summer! Exec...

What He Say at The Rusty Nail
5:00 PM - 9:00 PMHead to The Rusty Nail for an energetic set of local Cape...

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Thursday, July 17, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Shell Hunt & Craft
10:00 AM - 11:00 AMJoin us on an adventure to gather shells, and choose your...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

DJ Chelsea Lee at the Rusty Nail
1:30 PM - 4:30 PMFeaturing a vibrant mix, DJ Chelsea will play jams that k...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

The Honeyhawks at the Rusty Nail
5:00 PM - 9:00 PMHead down to the Rusty Nail for a lively set by the The H...

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Chris Tedesco at Baron’s Cove
6:30 PM - 9:30 PMHead to the lounge for a set of music by Chris Tedesco!

Gregg Carpenter in The Brown Room
7:00 PM - 11:00 PMHead to The Brown Room for a set of music by Gregg Carpen...

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

Dive-In-Movie
8:30 PM - 10:30 PMFloat and relax under the stars at our Dive-in-Movie night!

DJ Torey Whom at the Boiler Room
9:30 PM - 1:00 AMHead to the Boiler Room for a set of music by DJ Torey Whom.
Friday, July 18, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Falconry at the Farm
10:00 AM - 11:30 PMJoin us at Beach Plum Farm for a thrilling and immersive ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Crops & Clues
10:00 AM - 11:00 AMExplore Beach Plum Farm on a clue-filled treasure hunt!

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Water Games
12:00 PM - 1:00 PMBeat the heat on the Grand Lawn at Congress Hall!

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

The Joe Napoli Duo at the Rusty Nail
1:30 PM - 4:30 PMHead to the Rusty Nail for a set by musician Joe Napoli.

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Shell Hunt & Craft
4:00 PM - 5:00 PMJoin us on an adventure to gather shells, and choose your...

Camille Peruto at the Rusty Nail
5:00 PM - 9:00 PMHead to the Rusty Nail for a set by musician Camille Peruto.

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

Ken Shiles in the Brown Room
7:00 PM - 11:00 PMHead to The Brown Room for a set of music by Ken Shiles!

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...

Don Evans Trio in the Boiler Room
9:30 PM - 1:00 AMHead down to the Boiler Room for a set of great blues cla...
Saturday, July 19, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Sag Harbor Farmers Market with East End Farmers Markets
9:00 AM - 1:00 PMJust a short drive from Baron's Cove, take a stroll throu...

Brunch with the Craft Studio at Baron’s Cove
10:00 AM - 12:00 PMBring the family to a Saturday brunch at Baron's, where y...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Beach Volleyball
12:00 PM - 1:00 PMWe're serving up some fun on the beach!

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

Charlie Wigo at The Rusty Nail
1:30 PM - 4:30 PMCharlie Wigo is the front man of Dead Reckoning, a beachs...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Cornhole Tournament
4:00 PM - 5:00 PMToss your way to victory in this timeless lawn game!

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Darin MacDonald in the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Darin M...

Brad Penuel Duo at The Pridwin
7:00 PM - 10:00 PMRelax and enjoy a set of music by local band, the Brad Pe...

AMO at Baron’s Cove
7:00 PM - 10:00 PMHead to the lounge for a set of music by AMO!

The Dane Anthony Band in the Boiler Room
9:30 PM - 1:00 AMHead down to The Boiler Room for a set of music by the Da...
Sunday, July 20, 2025

Surfside Sunday
Stop by the Nail this Sunday for $2 off Surfside cans and...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Rise and Revive: Dynamic Movement Stretch Class
8:00 AM - 9:00 AMStart your day with an energizing full-body stretch desig...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Soccer on the Lawn
10:00 AM - 11:00 AMHead to the Grand Lawn at Congress Hall for a good old-fa...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Beach Games
12:00 PM - 1:00 PMJoin us on the Congress Hall Beach for some friendly comp...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

The Part Timers at the Rusty Nail
1:30 PM - 4:30 PMHead over to the Rusty Nail, grab a cocktail and enjoy th...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Chad Morales at the Brown Room
2:00 PM - 6:00 PMHead over to The Brown Room for a set of music by Chad Mo...

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Bossa Nova Trio at The Pridwin
4:00 PM - 8:00 PMRelax and enjoy a set of music by local band, the Bossa N...

Terry & Dave’s Sing Along at The Rusty Nail
5:00 PM - 9:00 PMHead to the Nail for a little bit of sing-along fun led b...

Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth R...

Chad Morales at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Chad Mo...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Monday, July 21, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Mahjong Mondays
8:00 AM - 8:00 PMHead to The Nook for a round of Mahjong, the classic game...

Sand Art
10:00 AM - 11:00 AMMake your own sand art at the Sandpiper to take home.

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Saltwater Sessions at Beach Plum Farm
5:00 PM - 8:00 PMHead to Beach Plum Farm every Monday this summer for a ca...

Monday Night Carnival at Congress Hall
5:30 PM - 8:30 PMJoin us on the Grand Lawn for Congress Hall's Monday Nigh...

Monday Night Movie in the Nook
8:30 PM - 10:00 PMHead down to the Nook for a family-friendly movie selecti...
Tuesday, July 22, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Cape May Diamond Hunting
10:00 AM - 11:00 AMJoin us at Sunset Beach and discover Cape May Diamonds—hi...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Tie Dye Tuesday at the Rusty Nail
1:00 PM - 3:00 PMCreate your own tie dye shirt at the Rusty Nail!

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

Smokin’ Tuesdays at the Rusty Nail
5:00 PM - 7:00 PMEvery Tuesday, get your groove on to lively music and wor...

Acoustic Concert Series in The Grove
8:00 PM - 9:00 PMEvery Tuesday night, The Pridwin’s outdoor amphitheater s...
Wednesday, July 23, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Art from Nature
10:00 AM - 11:00 AMJoin us at Beach Plum Farm where we will use the nature a...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Bingo With Blue
4:30 PM - 6:00 PMJoin Blue the Pig in the Congress Hall Ballroom for Bingo...

Wednesday Night BBQs
5:00 PM - 9:00 PMOur beloved Wednesday Night BBQs return this summer! Exec...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Thursday, July 24, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Shell Hunt & Craft
10:00 AM - 11:00 AMJoin us on an adventure to gather shells, and choose your...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Dive-In-Movie
8:30 PM - 10:30 PMFloat and relax under the stars at our Dive-in-Movie night!
Friday, July 25, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Falconry at the Farm
10:00 AM - 11:30 PMJoin us at Beach Plum Farm for a thrilling and immersive ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Crops & Clues
10:00 AM - 11:00 AMExplore Beach Plum Farm on a clue-filled treasure hunt!

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Water Games
12:00 PM - 1:00 PMBeat the heat on the Grand Lawn at Congress Hall!

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Shell Hunt & Craft
4:00 PM - 5:00 PMJoin us on an adventure to gather shells, and choose your...

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Saturday, July 26, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Sag Harbor Farmers Market with East End Farmers Markets
9:00 AM - 1:00 PMJust a short drive from Baron's Cove, take a stroll throu...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Beach Volleyball
12:00 PM - 1:00 PMWe're serving up some fun on the beach!

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Cornhole Tournament
4:00 PM - 5:00 PMToss your way to victory in this timeless lawn game!

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...
Sunday, July 27, 2025

Surfside Sunday
Stop by the Nail this Sunday for $2 off Surfside cans and...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Rise and Revive: Dynamic Movement Stretch Class
8:00 AM - 9:00 AMStart your day with an energizing full-body stretch desig...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Soccer on the Lawn
10:00 AM - 11:00 AMHead to the Grand Lawn at Congress Hall for a good old-fa...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Beach Games
12:00 PM - 1:00 PMJoin us on the Congress Hall Beach for some friendly comp...

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Monday, July 28, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Mahjong Mondays
8:00 AM - 8:00 PMHead to The Nook for a round of Mahjong, the classic game...

Sand Art
10:00 AM - 11:00 AMMake your own sand art at the Sandpiper to take home.

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Art in the Grove
1:00 PM - 3:00 PMFind inspiration in the Grove, the Pridwin's outdoor amph...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Saltwater Sessions at Beach Plum Farm
5:00 PM - 8:00 PMHead to Beach Plum Farm every Monday this summer for a ca...

Monday Night Carnival at Congress Hall
5:30 PM - 8:30 PMJoin us on the Grand Lawn for Congress Hall's Monday Nigh...

Monday Night Movie in the Nook
8:30 PM - 10:00 PMHead down to the Nook for a family-friendly movie selecti...
Tuesday, July 29, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Cape May Diamond Hunting
10:00 AM - 11:00 AMJoin us at Sunset Beach and discover Cape May Diamonds—hi...

Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! ...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Tie Dye Tuesday at the Rusty Nail
1:00 PM - 3:00 PMCreate your own tie dye shirt at the Rusty Nail!

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

Smokin’ Tuesdays at the Rusty Nail
5:00 PM - 7:00 PMEvery Tuesday, get your groove on to lively music and wor...

Acoustic Concert Series in The Grove
8:00 PM - 9:00 PMEvery Tuesday night, The Pridwin’s outdoor amphitheater s...
Wednesday, July 30, 2025

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtakin...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at the Sandpiper
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Art from Nature
10:00 AM - 11:00 AMJoin us at Beach Plum Farm where we will use the nature a...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Congress Hall History Tour
11:00 AM - 12:00 PMOn a Congress Hall History Tour, you'll be guided through...

Bubbles on the Lawn
12:00 PM - 1:00 PMGet ready to pop, chase and laugh your way through a sea ...

Culinary Gardening
1:00 PM - 2:00 PMJoin us for a hands-on experience where you'll learn to g...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Bingo With Blue
4:30 PM - 6:00 PMJoin Blue the Pig in the Congress Hall Ballroom for Bingo...

Wednesday Night BBQs
5:00 PM - 9:00 PMOur beloved Wednesday Night BBQs return this summer! Exec...

Evening Wind Down Yoga
7:30 PM - 8:30 PMStretch with the tides and exhale your day with a practic...
Thursday, July 31, 2025

Rise with the Sun Yoga
6:00 AM - 7:00 AMStart your day by connecting to the rising sun and harnes...

Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a wor...

Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of co...

Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing ...

Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with ...

Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and sta...

Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the...

Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peacef...

Gentle Stretch Class
9:00 AM - 9:50 AMIntegrating yoga movements and gentle stretching, this cl...

Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...

Aqua Aerobics at Beach Plum Farm
10:00 AM - 11:00 AMStart your morning off right with a low impact aerobics c...

Kids’ Crafts on the Lawn
10:00 AM - 11:00 AMJoin us for Kids’ Crafts on the Grand Lawn at Congress H...

Shell Hunt & Craft
10:00 AM - 11:00 AMJoin us on an adventure to gather shells, and choose your...

Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our ...

Hula Hoops on the Lawn
12:00 PM - 1:00 PMGet outside and enjoy the ultimate throwback activity!

Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through...

Pool Games
2:00 PM - 3:00 PMJump into excitement at Congress Hall’s pool!

Treasure Dive
4:00 PM - 5:00 PMStrap on your goggles and splash into the Congress Hall P...

Oysters & Bubbles
4:00 PM - 6:00 PMA combination as beautiful as the Crescent Beach sunset! ...

Blue’s Clubhouse
5:00 PM - 9:00 PMKids aged 5-12 will love Blue's Clubhouse, our structured...

Summer Harvest Dinners at Beach Plum Farm
6:00 PM - 8:00 PMCelebrate the flavors of summer with our Farm-to-Table Di...

The Kona Big Wave Luau at the Rusty Nail
6:30 PM - 9:30 PMThe Rusty Nail Luau returns this July! Dip your toes in t...

Dive-In-Movie
8:30 PM - 10:30 PMFloat and relax under the stars at our Dive-in-Movie night!