Friday, May 9, 2025

Champagne Toast on the Lawn
2:00 PM - 4:00 PMJoin our General Manager and the Pridwin Team for a champ...

Alfredo Merat at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local artist, Alfredo M...

S’mores on the Lawn
6:00 PM - 9:00 PMGather around a cozy campfire on The Front Lawn to toast ...
Saturday, May 10, 2025

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 ...

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...

Mother’s Day Weekend Dinner with Macari Vineyards
6:00 PM - 8:00 PMThis Mother’s Day weekend, treat your loved ones to a del...

Jon & Chris Duo at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local band, the Jon & C...
Sunday, May 11, 2025

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 ...

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...

Mother’s Day Card Crafts at The Pridwin
9:00 AM - 2:00 PMHave your little ones express their love and appreciation...

Mother’s Day Brunch at The Pridwin
10:30 AM - 2:30 PMCelebrate the special women in your life with a delicious...

Flower Cutting at The Pridwin
2:00 PM - 4:00 PMSurrounded by nature’s beauty, you’ll enjoy a peaceful, c...

Alfredo Merat at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local artist, Alfredo M...
Friday, May 16, 2025

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 ...

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...

Jeff LeBlanc at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local artist, Jeff LeBl...
Saturday, May 17, 2025

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 ...

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...

Robert Bruey at The Pridwin
6:00 PM - 9:00 PMRelax and enjoy a set of music by local artist, Robert Br...
Sunday, May 18, 2025

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 ...

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...

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

Alfredo Merat at The Pridwin
4:00 PM - 8:00 PMRelax and enjoy a set of music by local artist, Alfredo M...
Friday, May 23, 2025

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 ...

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...

Kayaks & SUP
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...
Saturday, May 24, 2025

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 ...

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...

Kayaks & SUP
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...
Sunday, May 25, 2025

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 ...

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...

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

Kayaks & SUP
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...
Monday, May 26, 2025

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 ...

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

Memorial Day BBQ
5:00 PM - 9:00 PMJoin us this Memorial Day Monday at The Pridwin Hotel on ...
Tuesday, May 27, 2025

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 ...

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...

Kayaks & SUP
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...
Wednesday, May 28, 2025

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 ...

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 & SUP
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...
Thursday, May 29, 2025

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 ...

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...

Kayaks & SUP
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...
Friday, May 30, 2025

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 ...

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 & SUP
10:00 AM - 8:00 PMExplore Shelter Island’s expansive waterways with ease, w...
Saturday, May 31, 2025

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 ...

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...

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