Sunday, May 25, 2025
Surfside Sunday
Stop by the Nail this Sunday for $2 off Surfside cans and $40 buckets all day long!
Beach Bootcamp with Donna Valentine
7:00 AM - 8:00 AMJoin Donna Valentine on the Congress Hall Beach for a workout fit for all levels!
Guest Bicycles
7:00 AM - 8:00 PMExplore Shelter Island by bike! The Pridwin’s fleet of complimentary guest bicycles are available on a first-come, first-serve basis.
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Beach Yoga
8:00 AM - 9:00 AMJoin us on the Congress Hall Beach and find balance with guided routines for all levels.
Cornhole
8:00 AM - 8:00 PMA Pridwin favorite! Choose a side, pick up a bag, and start a game of friendly competition—set before a gorgeous waterfront background.
Croquet
8:00 AM - 8:00 PMEnjoy a classic game of croquet at The Pridwin, where the charm of this timeless lawn game meets stunning waterfront views.
Rise and Revive: Dynamic Movement Stretch Class
8:00 AM - 9:00 AMStart your day with an energizing full-body stretch designed to wake up your muscles and boost circulation.
Fishing
8:00 AM - 8:00 PMFishing off the dock at The Pridwin Hotel offers a peaceful and rewarding experience for anglers of all skill levels.
Chicken Class with Chef Todd
10:00 AM - 11:00 PMInteract with our friendly flock and offer them a snack! The eggs they lay are a key ingredient in The Pridwin’s culinary creations.
Kayaks & Paddle Boards
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, with views that offer a completely unique perspective of this beautiful destination.
Guided Beach Plum Farm Walking Tour
11:00 AM - 12:00 PMJoin us at Beach Plum Farm and take a stroll through our sun-kissed backfields.
Congress Hall History Tour
1:30 PM - 2:30 PMOn a Congress Hall History Tour, you'll be guided through this grand hotel's storied past.
Hang Loose at the Rusty Nail
1:30 PM - 4:30 PMHead down to the Rusty Nail for a high-energy set by band, Hang Loose.
Dave Kelly in the Brown Room
2:00 PM - 6:00 PMHead over to The Brown Room for a set of music by Dave Kelly.
Bossa Nova Trio at The Pridwin
4:00 PM - 8:00 PMRelax and enjoy a set of music by local band, the Bossa Nova Trio.
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 by a dynamic duo!
Kenneth Richardson at the Ebbitt Room
6:00 PM - 10:00 PMEnjoy live music performed by acclaimed pianist Kenneth Richardson every week, Thursday through Sunday nights.
Hula Hoops on the Lawn
6:00 PM - 7:00 PMGet outside and enjoy the ultimate throwback activity!
Alfredo Merat at Baron's Cove
6:00 PM - 9:00 PMRelax and enjoy a set of music by local artist, Alfredo Merat
Chad Morales at the Brown Room
7:00 PM - 11:00 PMHead over to The Brown Room for a set of music by Chad Morales!
Dive-In-Movie
8:00 PM - 10:00 PMFloat and relax under the stars at our Dive-in-Movie night!
Don Evans Trio in the Boiler Room
9:30 PM - 1:00 AMHead down to the Boiler Room for a set of great blues classics and electric instrumentals from the Don Evans trio.