“Classic seaside resort with private beach. Rooms are chic and elegant, the best with water views and private terrace. Cosy cottages offer the same style but a more secluded feel. There's an all-American restaurant & bar plus host of activities for body & soul. A magical beachside retreat.”

Recommended for

  • Active Holiday

    • Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with hiking/biking trails
  • Families

    • The cottages are ideal for families, plus indoor and outdoor games will keep all ages entertained
  • Groups

    • Quaint cottages offer easy living with kitchenette, gas fireplace and private deck with views
  • Restaurant

    • The water-view restaurant serves classic Long Island food and drink with most ingredients sourced from local producers
  • Watersports

    • Watefront location makes for the perfect launch point for a host of watersports. Borrow paddleboards or kayaks
  • Views

    • Breathtaking views — take in the sunset over Long Island Sound
  • Rooms with balcony/terrace

    • All the cottages come with private deck, as do Terrace Rooms
  • Hotel Entertainment

    • Live entertainment from beebop jazz to classic rock
  • Kayaking

    • Resort offers complimentary kayaking
  • Yoga

    • Yoga sessions included in stay
  • Tennis

    • On site tennis court
  • Family Suites

  • Romantic

  • Intimate

  • Sailing

  • Sit-out Terrace

  • Local markets

  • Gym

  • Spa

  • Great walks

  • On the beach

  • Fishing

  • Boutique

  • Cycling

  • Golf

  • Historic

  • Chic

  • Luxury

  • Child friendly

  • Rafting

  • On an island

  • Disabled access

  • Wellbeing

  • Contemporary

  • Charming

Facilities

  • Rooms

    33 rooms in this hotel
  • Restaurant

    The water-view restaurant serves classic Long Island food and drink with most ingredients sourced from local producers
  • No pets

    No pets are allowed in hotel but some of the cottages are dog-friendly
  • Views

    Breathtaking views — take in the sunset over Long Island Sound
  • Rooms with balcony/terrace

    All the cottages come with private deck, as do Terrace Rooms
  • Swimming Pool

    Outdoor pool with outstanding views
  • Parking

    Free on-site parking
  • Bath robes

  • Safe

  • Family Suites

  • Wifi

  • Bar

  • Fireplace

  • Massage

  • Bicycle hire

  • Sit-out Terrace

  • Lift

  • Gym

  • Spa

  • Garden

  • Child friendly

  • Sitting Room

  • Disabled access

  • Suites

  • Air conditioning

  • Concierge

  • Satellite / Cable TV

Activities

  • Watersports

    • Watefront location makes for the perfect launch point for a host of watersports. Borrow paddleboards or kayaks
  • Hotel Entertainment

    • Live entertainment from beebop jazz to classic rock
  • Kayaking

    • Resort offers complimentary kayaking
  • Yoga

    • Yoga sessions included in stay
  • Tennis

    • On site tennis court
  • Sailing

  • Local markets

  • Canoeing

  • Great walks

  • Fishing

  • Cycling

  • Golf

  • Rafting

Map & Location

Other reviews

Tapping Into Shelter Island-Style Nostalgia

The Pridwin resort has been around since 1927 and has been managed by the Petry family since 1961; 2023 is its first full summer season as part of Cape Resorts, a NY-NJ hospitality company that loves adaptive reuse and historic preservation. The team renovated the 33-room Main House and added two additional freestanding cottages (for 16 total) that stretch across a sloping patch of land facing Crescent Beach. Tennis courts and a very active chicken coop are located up behind the cottages, as is a nice little clearing in the forest with a wooden platform and risers — perfect for some kind of ceremony or nature talk. The cottages are perched up high; a set of stairs leads down to a pretty pool overlooking the water.

Originally published by Jeralyn Gerba, Fathom

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