Friday, May 9, 2025
Champagne Toast on the Lawn
2:00 PM - 4:00 PMJoin our General Manager and the Pridwin Team for a champagne toast on the lawn—our official kick-off to the 2025 season.
Read More
S’mores on the Lawn
6:00 PM - 9:00 PMGather around a cozy campfire on The Front Lawn to toast marshmallows and indulge in a classic treat.
Read More
Saturday, May 10, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
Mother’s Day Weekend Dinner with Macari Vineyards
6:00 PM - 8:00 PMThis Mother’s Day weekend, treat your loved ones to a delicious evening of dining at The Pridwin, paired wines from Macari Vineyards.
Read More
Sunday, May 11, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
Mother’s Day Card Crafts at The Pridwin
9:00 AM - 2:00 PMHave your little ones express their love and appreciation by crafting a one-of-a-kind card for Mom!
Read More
Mother’s Day Brunch at The Pridwin
10:30 AM - 2:30 PMCelebrate the special women in your life with a delicious Mother’s Day Brunch overlooking the sparkling waters of Crescent Beach.
Read More
Flower Cutting at The Pridwin
2:00 PM - 4:00 PMSurrounded by nature’s beauty, you’ll enjoy a peaceful, creative experience while crafting a personalized bouquet to take home.
Read More
Friday, May 16, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
Saturday, May 17, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
Sunday, May 18, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
Feed the Chickens
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.
Read More
Friday, May 23, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtaking views of the bay.
Read More
Kayaks & SUP
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.
Read More
Saturday, May 24, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Kayaks & SUP
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.
Read More
Sunday, May 25, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Feed the Chickens
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.
Read More
Kayaks & SUP
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.
Read More
Monday, May 26, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtaking views of the bay.
Read More
Kayaks & SUP
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.
Read More
Memorial Day BBQ
5:00 PM - 9:00 PMJoin us this Memorial Day Monday at The Pridwin Hotel on Shelter Island for a relaxed and enjoyable BBQ overlooking Crescent Beach.
Read More
Tuesday, May 27, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Kayaks & SUP
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.
Read More
Wednesday, May 28, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtaking views of the bay.
Read More
Kayaks & SUP
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.
Read More
Thursday, May 29, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Kayaks & SUP
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.
Read More
Friday, May 30, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Yoga on the Lawn
8:00 AM - 8:00 PMFind balance and serenity while surrounded by breathtaking views of the bay.
Read More
Kayaks & SUP
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.
Read More
Saturday, May 31, 2025
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.
Read More
Tennis & Pickleball
7:00 AM - 8:00 PMPractice your backhand or simply get back into the swing of things on our court.
Read More
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.
Read More
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.
Read More
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.
Read More
Kayaks & SUP
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.
Read More