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A Classic American Resort

Since 1927, Pridwin Hotel and Cottages have been providing guests with a unique experience. Perched on nearly 10 acres on Shelter Island, the resort has protected waters, breathtaking views and soft bay breezes. The resort has everything you could need and desire during your vacation- an onsite restaurant, bar and lounge all overlooking the bay, a private pool and beach and docks. Take part in activities such as kayaking, tennis, rowboats, bicycles and more! After a day filled with activity head to The Pridwin Bar Lounge for drinks and live music while you watch the sunset over the beautiful, sparkling bay. Retired to your clean and spacious accommodation in the evening to rest up for another day of excitement on Shelter Island.

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 49 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Shelter Island
  • Nearby Water Southold Bay
  • Open Dates May 1 to Nov 1


The Pridwin Hotel is the perfect location for your next family vacation! Not only is the resort set in a prime location but they also offer tons of activities to keep everyone happy! The Pridwin hosts children's activities and every night, aside from Wednesday, there is a sponsored "Kids Movie Night" for children to be entertained while parents go have dinner. Call to inquire and get your family fun started today!


Sitting on the Bay, there are so many activities to take part it! Enjoy the sandy beach, kayaking, boating, fishing, sailing and more on the sea! Call today to inquire.

Additional Information

  • Bicycles
  • Swimming Pool
  • Beach
  • Kayaking
  • Beach
  • Bird Watching
  • Freshwater Fishing
  • Hiking
  • Wildlife & Nature
  • Sailing
  • Arts and Crafts
  • Live Entertainment
  • Photography
  • Shopping
  • Shuffle Board
  • Sightseeing
  • Swimming
  • Tennis
  • Wineries
Languages Spoken
  • English

Nearest Airports

  • Elizabeth Field (FID) / 20.4 miles
  • Groton New London Airport (GON) / 23.7 miles
  • Tweed New Haven Airport (HVN) / 31.6 miles

* Not all airports listed here may be open to public use, or service commercial flights

Lodging in or near Shelter Island

13 miles away

14.9 miles away

14.9 miles away

15.6 miles away

This property is ranked number 10 on Top 10 Long Island Resorts. Read about it here.