Title: Book Your Hotel in Shelter Island Heights | Cheap Hotels Awaiting Expedia.co.uk [Holiday Rentals in Shelter Island Heights](https://expedia.co.uk/Shelter-Island-Heights-Holiday-Rentals.d183716.Travel-Guide-HolidayRentals)[Shelter Island Heights Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island-Heights.d183716.Car-Hire-Guide)[Shelter Island Heights Holidays](https://expedia.co.uk/Shelter-Island-Heights.d183716.Holidays-City-Breaks) ![View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature](https://images.trvl-media.com/place/183716/85195975-446e-456c-ac70-fc32257fab0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Erisa Dilo # Find hotels in Shelter Island Heights, NY from £58 ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Shelter Island Heights Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&lodging=APART_HOTEL) Sea view [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=OCEAN_VIEW) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&lodging=APARTMENT) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=POOL) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&travelerType=family_friendly) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&lodging=COTTAGE) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=HOT_TUB) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&lodging=CONDO) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=PETS) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=WATER_PARK) ## Check prices for these dates Tonight [23 Sept - 24 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [24 Sept - 25 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Shelter Island Heights hotels and places to stay ## Our top choices for Shelter Island Heights hotels ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/0122d57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/ad990fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/75893d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pridwin Hotel Shelter Island Heights 9.6/10 Exceptional (77) "Shelter Island is definitely a gem" [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/51be5ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/d7311f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/fdb9f048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House on Chase Creek The Heights 9.4/10 Exceptional (76) "The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. " £182 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/3084ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/8059ee4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/620f075e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Frette Italian sheets, premium bedding, blackout curtains](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/587cd5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chequit The Heights 9.0/10 Wonderful (36) "Everyone was amazing " [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/efd291ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/ce2b7a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/9f8ccc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/89ad2223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shelter Island House Shelter Island Heights 8.4/10 Very good (56) "We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!" £170 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-Shelter-Island-House.h14997595.Hotel-Information) ![Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/58da24df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/42ef7c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/7af2d0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Kitchenette (Living Room) | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/9e5e2d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Neck Guesthouse Shelter Island Heights 8.0/10 Very good (37) "Great property! Close to beach and super clean. " £265 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information) ![Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down duvets, memory-foam beds](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/c76f25a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional House | Living area | 36-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/e8c6bce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/90437a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/6b4787fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Homestead Madison Center 10/10 Exceptional (87) "This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!" £266 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/4bc04364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/58d33334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillow-top beds, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/f0b6b7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/fa5bb1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carole's Place B & B East Quogue 9.8/10 Exceptional (56) "Very clean and quiet, super comfortable bed, good central location to get around on Long Island, and an great host." £127 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/East-Quogue-Hotels-Caroles-Place-B-B.h24391657.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, American cuisine](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d3bf1318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/3e8af6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d269b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1770 House Restaurant & Inn East Hampton 9.8/10 Exceptional (157) "The staff was incredibly genuine and the property felt intimate and comfortable." £329 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/780134b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio | Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/65a8ebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio | View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/8f5285b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows Greenport 9.8/10 Exceptional (126) "We had a great time, it’s a beautiful property and there’s plenty to do downtown. It was our first time here and we’ll definitely be back. " [](https://www.expedia.co.uk/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/e64d0e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/cd124626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Preston House & Hotel Riverhead 9.8/10 Exceptional (362) "Pet friendly " £250 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/46915263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/865dda17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/22d95002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Clinton Room | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/6c9c9c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westbrook Inn B&B Westbrook Center 9.8/10 Exceptional (167) "Beautiful place and wonderful staff" £179 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Westbrook-Inn-Bed-And-Breakfast.h35596310.Hotel-Information) ![Beach nearby, white sand, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/b8adcc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/1f4433ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down duvets, memory-foam beds](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/06408853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/65a49724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Roundtree, Amagansett Amagansett North 9.8/10 Exceptional (89) "The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. " £528 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information) ![Seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/a9cf4ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/296a826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/fc7cc30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/09479e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqualina Inn Montauk Montauk 9.6/10 Exceptional (480) "Great location walkable to beach shopping & restaurants." £104 includes taxes & fees 25 Sept - 26 Sept [](https://www.expedia.co.uk/Montauk-Hotels-Aqualina-Inn-Montauk.h11575342.Hotel-Information) ![Garden Suite King | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/81035eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace King | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/22f2b7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips Southold 9.6/10 Exceptional (206) "Loved our stay" £205 includes taxes & fees 25 Sept - 26 Sept [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![IPod dock, MP3 dock](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/497076d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/7506bfd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/5ebf0e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/ab015163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Captain Stannard Westbrook Center 9.6/10 Exceptional (247) "Everything was fantastic, will stay again!" [](https://www.expedia.co.uk/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information) ![On the beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/6bc86eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/ab3c0766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed (Upper Level) | 1 bedroom, hypo-allergenic bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/19012da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/f52858af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Resort Inn Montauk 9.6/10 Exceptional (460) "Great location and great staff " £104 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Montauk-Hotels-Ocean-Resort-Inn.h9622352.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/f0f56ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/5b2ed019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down duvets, memory-foam beds](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/20266156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Menhaden Greenport 9.6/10 Exceptional (162) "Great little boutique hotel. Staff were very helpful and accommodating. Great restaurants and wineries in the area. Would highly recommend!" £350 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information) ![Room One: Large Queen Guestroom | Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/91afde0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/d3513ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/b32735e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/910fbba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hedges Inn East Hampton 9.6/10 Exceptional (71) "Great staff " £340 includes taxes & fees 25 Sept - 26 Sept [](https://www.expedia.co.uk/East-Hampton-Hotels-The-Hedges-Inn.h5255081.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/11000000/10650000/10646900/10646853/934c2137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/11000000/10650000/10646900/10646853/9e3856ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/11000000/10650000/10646900/10646853/cd654443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Apartment 2 | 1 bedroom, hypo-allergenic bedding, in-room safe, blackout curtains](https://images.trvl-media.com/lodging/11000000/10650000/10646900/10646853/6b7cea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hartmans' Briney Breezes Beach Resort Montauk 9.6/10 Exceptional (131) "Property is beautiful and the staff and amenities were awesome. Would definitely stay here again!" £247 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Montauk-Hotels-Hartmans-Briney-Breezes-Beach-Resort.h10646853.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/4bbf34cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down duvets, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/ec2d268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down duvets, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (338) "Return visitor. Great stay." £147 includes taxes & fees 25 Sept - 26 Sept [](https://www.expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-07&endDate=2025-10-08®ionId=183716&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels) ## Where to stay in Shelter Island Heights Find the best Shelter Island Heights areas for the activities you enjoy most. - The Heights - Hay Beach [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976473534) ![The Heights map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7DluyF%7EvtxLuY%7DE%7BEDuQaKkCsFaUyLyCo%5C%60FaLzCdARtIrLeDaAgH%60KkHdd%40%7BGfM%7CnAcCtU&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=JsPhkABl3YDfd1yoYTNai42Aa70=) ### The Heights 1 out of top 10 points of interest in this area If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976473534) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976470037) ![Hay Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:q%7DyyFvxoxLu%7B%40aS%7Ei%40owAnj%40cEfEdc%40a_%40nmA&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=oUw1-B9agSYZdTPReexAj0cx418=) ### Hay Beach When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976470037) ## Learn more about Shelter Island Heights Shelter Island Heights awaits: its island views, camping, beaches and more! [See all hotels in Shelter Island Heights](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-07&endDate=2025-10-08&adults=2®ionId=183716) ![](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg?impolicy=fcrop&w=900&h=492&p=1&q=high) Photo by Erisa Dilo ## Top Shelter Island Heights Hotel Reviews ![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Great water front hotel. Perfect location for a stay in greenport. Ask for water view rooms!" [](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](//images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg) ### Best Western Niantic - New London/Mystic Area 10/10 Excellent "Quick and easy check in. Very clean room. Close to shopping and restaurants." [](https://expedia.co.uk/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "Wonderful room with sliding doors to private porch with direct ocean view. " [](https://expedia.co.uk/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Motel 6 Niantic, CT - New London](//images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg) ### Motel 6 Niantic, CT - New London 8/10 Good "Exactly what I expected from a Motel 6. Economical, but clean without anything going wrong. Surprisingly no loud neighbors. Pleasant staff. Would stay there again. " [](https://expedia.co.uk/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information) ![Kenny's Tipperary Inn](//images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg) ### Kenny's Tipperary Inn 10/10 Excellent "Super friendly staff! Rooms and grounds were much nicer than I was expecting absolutely best value! " [](https://expedia.co.uk/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Wonderful hotel and location " [](https://expedia.co.uk/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Ocean Surf Resort](//images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/7bd2ac6b_y.jpg) ### Ocean Surf Resort 10/10 Excellent "Quiet beach hotel. Walkable to town for restaurants and bars. Great location. Clean safe and comfortable " [](https://expedia.co.uk/Montauk-Hotels-Ocean-Surf-Resort.h12001193.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Clean and beautiful view" [](https://expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Loved it" [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## More cheap stays in Shelter Island Heights ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Atlantic Hotel 1655 County Road 39, Southampton, NY [Get rates](https://expedia.co.uk/Hotel-Search?startDate=07%2F10%2F2025&endDate=08%2F10%2F2025&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=183716) 7/10 Good! (938 reviews) [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Niantic - New London/Mystic Area 265 Flanders Road, Niantic, CT £79 29 Sept - 30 Sept includes taxes & fees 9/10 Wonderful! (362 reviews) [](https://expedia.co.uk/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd, Old Saybrook, CT £68 28 Sept - 29 Sept includes taxes & fees 7.8/10 Good! (1,008 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Sleep Inn & Suites Niantic](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Niantic 5 King Arthur Dr, Niantic, CT £72 6 Oct - 7 Oct includes taxes & fees 8.2/10 Very Good! (1,010 reviews) [](https://expedia.co.uk/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ![Greenporter Hotel](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Greenporter Hotel 326 Front St, Greenport, NY [Get rates](https://expedia.co.uk/Hotel-Search?startDate=07%2F10%2F2025&endDate=08%2F10%2F2025&selected=90308554&PinnedHotelID=90308554&HadPinnedHotel=true®ionId=183716) 9.2/10 Wonderful! (232 reviews) [](https://expedia.co.uk/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Motel 6 Niantic, CT - New London](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Niantic, CT - New London 269 Flanders Rd, Niantic, CT £58 29 Sept - 30 Sept includes taxes & fees 6.8/10 (1,004 reviews) [](https://expedia.co.uk/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information) ## Frequently asked questions ### What is the best area to stay in Shelter Island Heights? > Shelter Island Heights is the ideal area for travellers seeking a serene escape combined with coastal beauty. This charming community offers stunning views of the surrounding waters and lush landscapes, making it a superb retreat. With its tranquil atmosphere, visitors can unwind while enjoying leisurely strolls along the shoreline or exploring the picturesque parks. > > > > For couples looking for a romantic getaway, Shelter Island Heights is particularly enchanting. The area features quaint bed-and-breakfasts and intimate waterfront dining options where you can relish fresh seafood while watching the sunset. The peaceful ambiance creates an ideal setting for creating special memories together. > > > > Families will also find Shelter Island Heights appealing, as it offers a range of outdoor activities. From kayaking and biking to picnicking in the local parks, there's plenty to keep everyone entertained. The nearby beaches provide a safe and enjoyable environment for children to play and explore, ensuring a delightful family holiday. ### What are the best hotels in Shelter Island Heights that travellers recommend? > The Chequit is a charming retreat in Shelter Island Heights, boasting a review score of 8.8. Guests appreciate the premium bedding and luxurious Frette Italian sheets that promise a restful night's sleep after a day of adventure. This boutique hotel reflects a quaint, intimate atmosphere, making it great for couples seeking a romantic getaway in a serene setting. > > > > For families or groups looking for a little more action, [The Pridwin Hotel](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) stands out with an impressive rating of 9.6. This hotel offers a plethora of amenities, including a private beach, a seasonal outdoor pool, and even billiards for some friendly competition. The poolside bar is a favorite among parents looking to unwind while keeping an eye on the kids. With wedding services available, it's also an ideal spot for families celebrating special occasions or reunions. > > > > If you're seeking a cozy and budget-friendly option, the West Neck Guesthouse, rated 8.0, provides a inviting space with essential comforts like air conditioning and premium bedding. The outdoor pool, which is accessible, allows for refreshing dips on warm days, making it a great choice for families wanting a laid-back experience without sacrificing quality. ### What are the best family hotels in Shelter Island Heights? > [The Pridwin Hotel](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) is a top choice for families visiting Shelter Island Heights, boasting an outstanding score of 9.6. This charming hotel features a lovely outdoor pool, ensuring that kids can splash around while parents relax nearby. The Pridwin also offers thoughtful amenities like kids' meals and a daily breakfast for children, making mealtime a breeze for families. With spacious rooms that include sofa beds, families can settle in comfortably. Plus, the hotel's arcade game room adds an extra layer of fun for the little ones. > > > > For those who prefer a cozier atmosphere, The Chequit, rated 8.8 by guests, offers the convenience of connecting rooms, allowing families to stay close together while enjoying their own space. This property is superb for families seeking a blend of comfort and accessibility, providing a pleasant retreat after a day of adventures. > > > > If you're looking for a more laid-back vibe, West Neck Guesthouse, with a traveller rating of 8.0, features a pool and kitchenettes in the rooms, ideal for families who enjoy preparing their own meals or snacks. The serene garden setting provides a tranquil space for relaxation after a day of exploring the area. Find more [child-friendly accommodations in Shelter Island Heights](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-Family-Friendly-Hotel.0-0-d183716-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best spa hotels in Shelter Island Heights? > [The Pridwin Hotel](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) is a stunning spa hotel in Shelter Island Heights, boasting an impressive guest review rating of 9.6. This delightful retreat offers a full-service spa that provides an array of rejuvenating services, including Swedish massages, hydrotherapy treatments, and indulgent body wraps. Guests can unwind in the serene steam room or pamper themselves with manicures and pedicures, creating a superb environment for relaxation. See all [spa hotels in Shelter Island Heights](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-Spa-Hotels.0-0-d183716-tSpaHotels.Travel-Guide-Filter-Hotels). ### What hotels in Shelter Island Heights offer free breakfast? > West Neck Guesthouse is a charming option in Shelter Island Heights that offers a cozy retreat for travellers seeking attentive service and a peaceful atmosphere. This delightful guesthouse provides complimentary continental breakfast to start your day off right, along with free Wi-Fi in your room, ensuring you stay connected during your visit. Find more [hotels with free breakfast in Shelter Island Heights](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-Hotel-With-Breakfast.0-0-d183716-tHotelWithBreakfast.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Shelter Island Heights? > [The Pridwin Hotel](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information), a stunning retreat in Shelter Island Heights, is a top choice for travellers looking for a pet-friendly getaway. With an outstanding score of 9.6, this hotel boasts breathtaking ocean views and a private beach, great for leisurely strolls with your furry friend. Guests can enjoy an array of amenities, including an onsite full-service spa that offers rejuvenating treatments, outdoor seasonal pool with sun loungers, and a restaurant with panoramic ocean vistas. > > > > For those seeking another pet-friendly option, The Chequit may be just the ticket. Rated 8.8 by guests, this charming hotel not only welcomes pets but also features premium bedding and Frette Italian sheets for ultimate comfort. Its proximity to nearby beaches makes it a delightful spot for families and couples alike, allowing for both relaxation and adventure in a picturesque setting. See more [pet-friendly hotels in Shelter Island Heights](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Shelter Island Heights? > The Chequit, a charming hotel in Shelter Island Heights, offers a delightful blend of comfort and convenience, boasting a solid 8.8 traveller rating. Guests appreciate the free in-room WiFi and the availability of premium bedding, ensuring a restful stay. The hotel's proximity to the beach allows families to enjoy sun-soaked days by the water, and pet owners will be pleased to know that pets are permitted, making it a great choice for those traveling with furry friends. > > > > Another budget-friendly option is the West Neck Guesthouse, which has a cozy atmosphere and a respectable review score of 8.0. This property provides a complimentary continental breakfast to kickstart your day, while the outdoor seasonal pool invites relaxation during warmer months. Additionally, the onsite bicycles available for guests encourage exploration of the picturesque surroundings, making it an ideal retreat for couples or those seeking a peaceful getaway. View all [budget hotels in Shelter Island Heights](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-Budget-Hotels.0-0-d183716-tBudgetHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Shelter Island Heights? > The most popular time to visit Shelter Island Heights is July, when the community comes alive with summer activities and events. During this peak season, which spans from May to July, the weather is typically warm, with temperatures averaging around 25°C. This lovely climate is superb for enjoying the island's beautiful beaches, scenic walking trails, and charming waterfront views. > > > > As you plan your getaway, keep in mind that July is vibrant with various local festivals and outdoor events that cater to families, couples, and solo travellers alike. The lively atmosphere, combined with long sunny days, makes it an excellent time for sightseeing and engaging in water sports. Popular attractions, such as the island's quaint shops and restaurants, may be bustling, providing a lively backdrop for your adventures. > > > > For those seeking a more tranquil experience, consider visiting in June. The weather is still inviting, with average temperatures around 23°C, yet you might find that popular spots are less crowded, allowing for a more relaxed exploration of the island's natural beauty. June also offers the chance to enjoy the early summer blooms in local gardens and parks, enhancing your experience with vibrant colours. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Shelter Island Heights hotel for you. ### How can I save on a Shelter Island Heights hotel booking with Expedia? > Before booking your Shelter Island Heights hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Shelter Island Heights hotel? > Prices for hotels in Shelter Island Heights often vary, but you can find a great deal from £58 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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