Title: Hotels in Shelter Island, NY - Best Shelter Island Hotels from £56 - Fully Refundable Options - Expedia.co.uk [Shelter Island Travel Guide](https://expedia.co.uk/Shelter-Island.dx157359)[Holiday Rentals in Shelter Island](https://expedia.co.uk/Shelter-Island-Holiday-Rentals.d157359.Travel-Guide-HolidayRentals)[Flights to Shelter Island](https://expedia.co.uk/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Shelter Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island.d157359.Car-Hire-Guide)[Shelter Island Holidays](https://expedia.co.uk/Shelter-Island.d157359.Holidays-City-Breaks) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&amenities=SPA_ON_SITE) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&amenities=POOL) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&amenities=PETS) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&amenities=HOT_TUB) Sea view [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&amenities=OCEAN_VIEW) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&lodging=APARTMENT) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&lodging=COTTAGE) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&travelerType=family_friendly) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Shelter+Island%2C+New+York%2C+United+States+of+America®ionId=157359&latLong=41.068153%2C-72.338692&adults=2&startDate=2026-01-31&d1=2026-01-31&endDate=2026-02-02&d2=2026-02-02&amenities=WATER_PARK) ## Check prices for these dates Tonight [17 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [18 Jan - 19 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=157359&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shelter Island hotels ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/7f5c2322.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/77000000/76720000/76716300/76716269/90ac61e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) Southold 9.4/10 Exceptional (235 reviews) "Great stay, will definitely go again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANTONIO J £126 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/7ebc6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/1345db22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/717b3774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) Greenport 8.8/10 Excellent (562 reviews) "Everything was Great Immaculate hotel very good location sraff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) latoya £122 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/a7c5a78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/ac1b5094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sound View Greenport [](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) Greenport 8.6/10 Excellent (606 reviews) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mateusz £136 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Ocean View 2 Queens | Premium bedding, pillow-top beds, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/c614d2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![El Presidente | View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/0404b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Offshore Montauk [](https://www.expedia.co.uk/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) Montauk 9.4/10 Exceptional (93 reviews) "Hotel was beautiful !!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica £142 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/aa464430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor [](https://www.expedia.co.uk/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) Montauk 9.2/10 Wonderful (1,281 reviews) "Very beautiful place, staff are amazing. Thank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank £133 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/8fa06225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/89358591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/78e3666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kenny's Tipperary Inn [](https://www.expedia.co.uk/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) Culloden Shores 8.4/10 Very good (882 reviews) "Really clean and nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiara £103 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/df127760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/56b46a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/003f8776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9b1283d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Long Island East End [](https://www.expedia.co.uk/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) Riverhead 9.2/10 Wonderful (1,003 reviews) "Clean and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey £102 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.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/13000000/12620000/12611000/12610909/07ec8098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/c4264a32.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) ### House on Chase Creek [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) The Heights 9.4/10 Exceptional (79 reviews) " This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen £89 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/65a6ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/d9d8edde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech Hotel [](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) Greenport 8.8/10 Excellent (195 reviews) "The property was clean beautiful and pleasant. Loved the trendy decor." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer £149 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/aeb3a957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/1095c0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/5439c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/4139664c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Harbor Hill Marina [](https://www.expedia.co.uk/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) Niantic 9.4/10 Exceptional (1,000 reviews) "Everything was perfect, from the room to the staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen £137 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.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) ![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) ![Interior](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/8c42ff2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Preston House & Hotel [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) Riverhead 9.8/10 Exceptional (375 reviews) "Very comfortable, clean, well-appointed room with a modern yet cozy feel. We stayed one night for a wedding. Would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcia £122 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/4848cd3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/2bfbb5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/885537fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/w3438h2272x6y0-ee61100c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Long Island Hotel [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) Southampton 8.6/10 Excellent (206 reviews) "Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martine £94 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) ![Double Room | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/302ae081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/85851742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn [](https://www.expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) Southampton 8.6/10 Excellent (448 reviews) "Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gail £84 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2.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) ![1 bedroom, premium bedding, down duvets, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/6222b412.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) ### The Bentley Hotel Southampton [](https://www.expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) Southampton 9.6/10 Exceptional (424 reviews) "Adorable boutique hotel with charming unique touches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary £104 includes taxes & fees 29 Jan - 30 Jan [](https://www.expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/52063f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/ecd1e47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/338f251a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/93f768d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Journey East Hampton [](https://www.expedia.co.uk/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information) East Hampton North 9.2/10 Wonderful (162 reviews) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liana £173 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/d7688cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Queen | Frette Italian sheets, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/6ddcc118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/3b892c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/968c61db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maidstone [](https://www.expedia.co.uk/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information) East Hampton 8.0/10 Very good (150 reviews) "We had a wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabrina £144 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/a4afa9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/f1b58415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/6f482e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/b41b085d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Daunt's Albatross Motel [](https://www.expedia.co.uk/Montauk-Hotels-Daunts-Albatross-Motel.h9501176.Hotel-Information) Downtown Montauk 9.0/10 Wonderful (298 reviews) "Very clean room, nice staff. Will definitely come back . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kosuke £143 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Montauk-Hotels-Daunts-Albatross-Motel.h9501176.Hotel-Information) ![Breakfast, lunch, brunch served; local cuisine ](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/27675de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/3fa0cd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/6bba5430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Inn [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) Southampton 8.6/10 Excellent (554 reviews) "Beautiful small hotel with lots of parking , beautiful area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £183 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a48f4b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/31bd2f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Blue Inn Old Saybrook - Essex [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) Saybrook Manor 8.0/10 Very good (1,000 reviews) "A welcoming place with some nice touches." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/70f0f9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Bathtub, Ocean View | 18 bedrooms, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/02959975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 King Bed, Bathtub, Bay View (Beach Front suite 2) | 18 bedrooms, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/f0863357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/82b0f430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua by American Beech - Adults Only [](https://www.expedia.co.uk/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.Hotel-Information) Riverhead 9.4/10 Exceptional (312 reviews) "Relaxing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin [](https://www.expedia.co.uk/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.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=2026-01-31&endDate=2026-02-01®ionId=157359&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-Hotels.d157359.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Hotels.d157359.Travel-Guide-Hotels) ## Where to stay in Shelter Island Find the best Shelter Island areas for the activities you enjoy most. [Learn more about Shelter Island](https://www.expedia.co.uk/Shelter-Island.dx157359) - Silver Beach - Menantic Creek - Coecles Harbor - Hay Beach - Shorewood ![Center console boat on Long Island, NY. Photographed by drone.](https://images.trvl-media.com/place/553248635976481903/93829460-9892-494c-803a-a3af6b3b8523.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976481903) ![Silver Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:mzpyF%60vvxLg%60%40kEi%40%7DHuLaYrBOSaK_Oib%40n%40cFuWiStCmEvBXxDwDfHH%7EK%60NpNxDjFyGlHrAf%5CwSlg%40oUhImBpAvPoN%7El%40kp%40dsAcAxK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=LI215i5nbJyDKLk8XZgKcAhItxY=) ### Silver Beach Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming area features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481903) ![Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.](https://images.trvl-media.com/place/553248635976481214/0fd5766e-1ec1-4630-87ca-616953333ece.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976481214) ![Menantic Creek map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:q%7BryFh%7CqxLeOkr%40fT_EnMqEjKc%40fGjBhAuArItErIPrBnB%7DAb%5Cm_AnW&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=wL_I5E54rllE0bcZHkxAdQylRUE=) ### Menantic Creek Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes centre stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The area provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481214) ![A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.](https://images.trvl-media.com/place/553248635976480820/ef16583d-a1b3-4f29-8d9e-0f21fcceaafc.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976480820) ![Coecles Harbor map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ybxyFxymxLw%5Das%40rjAyyBnqA%7Cx%40pIl%7E%40%7DhCnt%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=xFWty9iq-ZDYNo-RgTcjrckcozE=) ### Coecles Harbor Coecles Harbour offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island area balances authentic maritime character with holiday amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976480820) ![view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water (shell bank creek)](https://images.trvl-media.com/place/553248635976470037/504e907d-021d-4378-950f-32bb724622a2.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](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 Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes centre stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976470037) ![Aerial Views of Mamaroneck, New Rochelle, and Larchmont](https://images.trvl-media.com/place/553248635976481937/9210af7b-6de4-447d-b525-19512b2b53b1.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976481937) ![Shorewood map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:iepyFdhnxLeP%7DEwBi%5Cha%40wNvL%7BLRhb%40cTnSsE%60I&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=qbvaos58sMF0pgaReQcoKBoiPaw=) ### Shorewood Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481937) ## Stay near popular Shelter Island attractions ![Colorful pebbles and shells on a beach](https://images.trvl-media.com/place/553248621554204761/5a57054c-a374-4fe2-8982-2385bf184bb1.jpg) ### Shell Beach This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbour waters and more dynamic waves, perfect for beachcombing and wildlife spotting. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554204761) ![Man watching sailboat on Long Island Sound](https://images.trvl-media.com/place/553248621554204759/ee48f50e-5c27-4bcd-8a17-a99baf567092.jpg) ### Wades Beach Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554204759) ### Gardiner's Bay Country Club This historic 1896 golf club showcases rolling fairways with stunning views of Gardiner's Bay and Coecles Harbour. Members enjoy challenging play on the Seth Raynor-influenced course and refined dining in the clubhouse. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6282173) ### Mashomack Preserve Explore 2,039 acres of pristine wilderness across diverse ecosystems at Mashomack Preserve. The 20+ miles of trails offer intimate encounters with over 200 bird species in tidal creeks, oak forests, and marshes. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6224462) ### Havens House Built in 1743, Havens House served as a store, tavern, school, and post office before becoming the Shelter Island Historical Society. Explore its wide plank floors and exhibits showcasing the island's unique heritage. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6232745) ### Menhadden Lane Beach This tranquil beach on Shelter Island's east side offers serene views of Gardiner's Bay and the 'Bug' Lighthouse. Bring a blanket, find a quiet spot, and watch sailboats glide across the pristine waters. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554204760) ### Shelter Island Historical Society This historic museum preserves Shelter Island's maritime heritage through artefacts and photographs. Explore special exhibits or attend seasonal events celebrating local culture. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635961235094) ## Learn more about Shelter Island Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay. [See all hotels in Shelter Island](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&adults=2®ionId=157359) ![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=900&h=430&p=1&q=high) ## Top Shelter Island Hotel Reviews ![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg) ### Hyatt Place Long Island East End 10/10 Excellent "Front desk staff and cleanliness of room." [](https://expedia.co.uk/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "The staff was wonderful and the room and views fantastic." [](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible ! " [](https://expedia.co.uk/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Staff was very friendly room was clean and comfortable " [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Perfect ❤️" [](https://expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Amazing room and view from the room was perfect! " [](https://expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Nice getaway spot in Southampton. Friendly staff. Well situated to may local points of interest. " [](https://expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg) ### Offshore Montauk 10/10 Excellent "Always a great stay" [](https://expedia.co.uk/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg) ### Montauk Manor 10/10 Excellent "Very beautiful place, staff are amazing. Thank you" [](https://expedia.co.uk/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ## More cheap stays in Shelter Island ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Old Saybrook - Westbrook 100 Essex Rd Old Saybrook CT £77 15 Feb - 16 Feb includes taxes & fees 7.6/10 Good! (1,000 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Budget Host East End Hotel in Riverhead](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Budget Host East End Hotel in Riverhead 30 Lake Avenue Riverhead NY £80 19 Jan - 20 Jan includes taxes & fees 6.6/10 (791 reviews) [](https://expedia.co.uk/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Bentley Hotel Southampton 161 Hills Station Rd Southampton NY £104 29 Jan - 30 Jan includes taxes & fees 9.4/10 Exceptional! (419 reviews) [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.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 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=157359) 7.8/10 Good! (1,003 reviews) [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![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=31%2F01%2F2026&endDate=01%2F02%2F2026&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=157359) 7/10 Good! (978 reviews) [](https://expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Montauk Blue Hotel](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Montauk Blue Hotel 108 South Emerson Avenue Montauk NY [Get rates](https://expedia.co.uk/Hotel-Search?startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&selected=105612509&PinnedHotelID=105612509&HadPinnedHotel=true®ionId=157359) 9.2/10 Wonderful! (187 reviews) [](https://expedia.co.uk/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ## Find out more about Shelter Island ### Top reasons to visit Shelter Island - **Scenic Beaches:** Shelter Island boasts stunning beaches, perfect for relaxation and sunbathing. - **Outdoor Adventures:** Enjoy activities like golfing, hiking, and water sports amidst picturesque landscapes. - **Rich History:** Explore historic buildings and local culture that add charm to the island. - **Wine Tastings:** Indulge in delightful wine tastings, showcasing the region's unique flavours. - **Unique Accommodation:** Choose from charming B&Bs to family-friendly resorts for a memorable stay. ### Find great hotels near Shelter Island Whether you seek a charming bed and breakfast for a cosy retreat or an agritourism property for a unique experience, Shelter Island offers a delightful selection of accommodation options. From pet-friendly hotels to family-friendly resorts, you'll discover the perfect base for your adventure. Explore classic Shelter Island hotels that blend comfort with local character, ensuring a memorable stay in this picturesque destination. - **[Sound View Greenport: ](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)** Experience the perfect blend of beachside leisure and business convenience at Sound View Greenport. Located a mere 2.5km from Shelter Island, this 3.5-star hotel caters to both holidaymakers and business travellers alike. The hotel boasts direct access to the beach, ideal for sun-seekers and those wishing to unwind by the sea. Business amenities such as meeting rooms and conference spaces make it an excellent choice for corporate retreats. Additionally, the hotel is pet-friendly, welcoming dogs and cats, ensuring that your furry companions can join in on the adventure. - **[The Harbor Front Inn: ](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)** Situated just 1.9km from Shelter Island, The Harbor Front Inn offers a charming retreat for both leisure and business guests. This 3.5-star accommodation combines a pet-friendly atmosphere with essential business facilities, making it a versatile choice for all types of visitors. The hotel's amenities include in-room pet allowances and services for business travellers, ensuring a comfortable stay for everyone. Enjoy picturesque views and easy access to local attractions while relishing the relaxed coastal vibe of this delightful inn. - **[Sag Harbor Inn: ](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)** Nestled 3.1km from Shelter Island, Sag Harbor Inn is a distinguished 3.5-star hotel ideal for business travellers seeking a serene escape. The inn offers essential amenities including meeting rooms, perfect for hosting corporate gatherings or conferences. Set in a tranquil location, it allows guests to unwind after a busy day while still being close to the vibrant local culture. With its emphasis on providing a professional yet comfortable environment, Sag Harbor Inn is an excellent choice for those seeking both productivity and relaxation. ### Where to stay near Shelter Island Discover the charm of Shelter Island, a picturesque destination perfect for outdoor adventures, romantic getaways, and beach relaxation. This tranquil locale offers a unique blend of scenic beauty and historical allure, making it an ideal spot for family-friendly excursions. Venture into nearby Long Island for more budget-friendly options and vibrant atmospheres, ensuring a memorable stay in this lovely part of the United States. - **[Hamptons: ](https://www.expedia.co.uk/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)** Situated 5.6km from Shelter Island, the Hamptons are renowned for their picturesque beaches and upscale charm. This area is a seasonal hotspot, particularly vibrant from May through August. Visitors flock here for romantic getaways, outdoor activities, and a laid-back beach experience. Notable attractions include pristine family-friendly beaches, scenic lakes, and renowned golf courses. The local music scene often features concerts, and numerous resorts provide luxurious accommodations. The Hamptons embody a quintessential coastal escape, making it a must-visit during your stay. - **[Greenport: ](https://www.expedia.co.uk/Greenport-Hotels.d110728.Travel-Guide-Hotels)** Just 1.9km from Shelter Island, Greenport is a charming village that draws visitors year-round, peaking in the summer months of June to August. Known for its romantic aura and outdoor adventures, this quaint locality offers beautiful beaches and a variety of events throughout the year. The vibrant waterfront is perfect for leisurely strolls, while local golf courses and music concerts provide ample entertainment. Greenport is also home to notable event venues, making it an ideal spot for both relaxation and recreation. - **[Sag Harbor: ](https://www.expedia.co.uk/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)** Located 3.1km from Shelter Island, Sag Harbor is a historic whaling village that offers a unique blend of culture and coastal beauty. The area experiences moderate seasonal tourism, with the peak influx during the summer months. Visitors come for its outdoor activities, stunning beaches, and romantic ambience. The town boasts picturesque parks, family-friendly beaches, and local golf courses. With its charming streets lined with boutiques and eateries, Sag Harbor is a delightful destination for those looking to unwind and explore. ### Things to do in and around Shelter Island Discover the charm of Shelter Island, perfect for outdoor and romantic getaways. Enjoy activities such as golfing and skiing, while indulging in delightful wine tastings and exploring the island's picturesque landscapes. Whether you're lounging on the beach or immersing yourself in local attractions, Shelter Island offers a unique blend of relaxation and adventure for every visitor. **Shopping** For a delightful shopping experience, visit the Greenport Farmers' Market, only 1.9km away, for local produce and artisan goods. The Style Bar is a charming store just 3.1km away, offering stylish finds. If you're up for a drive, [Victoria's Secret](https://www.expedia.co.uk/Victorias-Secret-Hotels.0-l553248621532665715-0.Travel-Guide-Filter-Hotels) is 5.6km away for quality lingerie. **Recreation** Shelter Island Whale's Tail offers a fun mini-golf experience, perfect for families and adventure seekers. For relaxation, visit Cedar Point County Park, where you can unwind in nature’s embrace. Noyac Golf Club provides an outdoor sports atmosphere, ideal for enjoying a round of golf amidst stunning scenery. **Adventure** Experience the thrill at [Splish Splash Water Park](https://www.expedia.co.uk/Splish-Splash-Water-Park-Hotels.0-l6173416-0.Travel-Guide-Filter-Hotels), located 14.3km from Shelter Island, offering exhilarating water rides. For aerial adventure, the [Long Island Skydiving Center](https://www.expedia.co.uk/Long-Island-Skydiving-Center-Hotels.0-l553248621532665566-0.Travel-Guide-Filter-Hotels), 16.8km away, promises an unforgettable skydiving experience. Alternatively, enjoy the stunning scenery along the Walking Dunes Trailhead, 9.9km from the island. **Nightlife** Experience the whimsical Greenport Carousel, just 1.9km away, perfect for family fun. For a cultural evening, visit the Bay Street Theatre, 3.1km out, offering a blend of entertainment and romance. Catch a film at Regal UA East Hampton, 6.8km away, ideal for a cosy night out. ### Booking tips and Expedia advantages for Shelter Island To save money on your trip to Shelter Island, consider visiting between January and March when hotel prices are at their lowest. Tuesday is the cheapest day to stay, while Saturdays tend to be pricier. Use Expedia to find eco-friendly accommodations and filter options by price to secure the best deals. Additionally, combine your hotel, flights, and activities for potential savings. To explore the area, utilise affordable public transport or enjoy free activities such as walking along the beach or visiting local parks. - **The most and least expensive months on average to stay in a hotel:** The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Saturday. - **Find cheap hotels on Expedia:** Utilise Expedia's search tool to refine your choices based on your budget, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To discover the best prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can potentially save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Shelter Island Ideal for outdoor and romantic getaways, Shelter Island offers a delightful mix of beaches, historic buildings, and urban parks. Visitors can immerse themselves in the local culture while enjoying scenic spots like Sunset Beach. Whether you're seeking relaxation or adventure, the island caters to all, providing a perfect backdrop for a memorable holiday experience. - **[Gardiner's Bay Country Club: ](https://www.expedia.co.uk/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels)** Enjoy a round of golf at this picturesque course, nestled within the serene landscapes of Shelter Island. With well-maintained greens and stunning views of Gardiner’s Bay, it offers a tranquil escape for both seasoned golfers and beginners alike. - **[East Hampton Main Beach: ](https://www.expedia.co.uk/East-Hampton-Main-Beach-Hotels.0-l6326946-0.Travel-Guide-Filter-Hotels)** Just 7.5km away, this beautiful beach is perfect for sunbathing and swimming, offering a quintessential beach vibe. Stroll along the sandy shores or partake in water sports while enjoying the vibrant atmosphere. - **[Orient Point County Park: ](https://www.expedia.co.uk/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)** Located 5.0km from Shelter Island, this family-friendly park features lush greenery and outdoor activities. Ideal for picnics and leisurely strolls, it provides a refreshing urban escape amidst nature. ### Best time to go to Shelter Island The best time to visit Shelter Island is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 35.6°F (2.0°C) | Light Rain | Mostly Sunny | Average | Moderately Low | | February | 35.8°F (2.1°C) | Light Rain | Mostly Cloudy | Average | Moderately Low | | March | 39.7°F (4.3°C) | Light Rain | Mostly Sunny | Average | Average | | April | 47.5°F (8.6°C) | Light Rain | Mostly Sunny | Average | Average | | May | 55.8°F (13.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.9°F (18.3°C) | Light Rain | Mostly Sunny | High | Average | | July | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | High | Moderately High | | August | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | High | Moderately High | | September | 68.2°F (20.1°C) | Light Rain | Mostly Sunny | Average | Moderately High | | October | 59.7°F (15.4°C) | Light Rain | Mostly Sunny | Low | Average | | November | 49.6°F (9.8°C) | Light Rain | Mostly Sunny | Low | Average | | December | 42.1°F (5.6°C) | Light Rain | Mostly Cloudy | Low | Moderately Low | ### The nearest major airports for your trip to Shelter Island To visit Shelter Island, you have several airport options. Islip, NY ([ISP](https://www.expedia.co.uk/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)\-MacArthur) is 27.3km away, with nearby hotels like the 3.5-star [Hyatt Regency Long Island](https://www.expedia.co.uk/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information), situated 2.5km from the airport, and [Jake's 58 Casino Hotel - Adult Only](https://www.expedia.co.uk/Islandia-Hotels-Jakes-58-Hotel-Casino.h26698.Hotel-Information), also 2.5km away. Montauk, NY ([MTP](https://www.expedia.co.uk/Montauk-Airport-Hotels.0-aMTP-0.Travel-Guide-Filter-Hotels)) is closer at 13.7km, offering accommodations such as the 4-star [Gurney's Montauk Resort & Seawater Spa](https://www.expedia.co.uk/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information), 3.1km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 19.9km away, with options like the [Omni New Haven Hotel at Yale](https://www.expedia.co.uk/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information), located 1.9km from the airport. Each hotel provides convenient access to its respective airport. ## Frequently asked questions ### What is the best area to stay in Shelter Island? > Shelter Island Heights is the island's commercial centre, offering a mix of shops, restaurants, and hotels. It's well-connected by ferry to Greenport on the North Fork, making it an ideal base for exploring both sides of the Peconic Bay. The area is very walkable, with most establishments clustered around the main streets leading from the ferry terminal. > > > For couples seeking a refined and relaxed getaway, Shelter Island Heights offers elegant boutique hotels and fine dining options. You'll find art galleries and charming local shops, great for leisurely strolls. The easy access to the ferry also makes day trips to Greenport's vineyards and breweries very straightforward. > > > Families will also appreciate Shelter Island Heights for its practical location. There are ice cream parlours and family-friendly eateries within easy reach. ### What are the best family hotels in Shelter Island? > This highly-rated hotel, with a 9.2 review score, is particularly well-suited for families. It offers a range of family-friendly amenities including complimentary cots, beach toys, and games for children. There is also onsite babysitting and childcare services available, providing convenience for parents. The hotel is incredibly well-located, being just 0.1 km from Sunset Beach and 0.5 km from Crescent Beach, making it easy to enjoy the local surroundings. ### What are the best spa hotels in Shelter Island? > This hotel, with a superb 9.2 rating, offers a wonderful range of amenities to enhance your spa experience. Guests can enjoy massages on the beach, as well as general massage services, and the rooms feature designer toiletries, Frette Italian sheets, luxurious bathrobes, and comfortable premium bedding. The hotel also provides champagne service and air conditioning for added comfort. It is conveniently located just 0.5 km from Crescent Beach and 0.7 km from Shelter Island Country Club. ### What are the top pet-friendly hotels in Shelter Island? > The Sunset Beach Hotel, with an excellent rating of 9.2, is highly recommended for travellers with pets. It not only permits pets but also provides thoughtful amenities such as food and water bowls, ensuring your furry companions are well catered for. The hotel is wonderfully located, just 0.1 km from Sunset Beach and 0.5 km from Crescent Beach, offering easy access for walks and seaside enjoyment. Guests can also indulge in massages on the beach, adding to a relaxing stay for both you and your pet. ### What are the best budget hotels in Shelter Island? > This hotel, with a superb 9.2 rating, offers complimentary WiFi and free self-parking, which adds to its value. Guests can also enjoy massages directly on the beach, providing a relaxing experience. Its location is a key highlight, being just 0.1 km from Sunset Beach and 0.5 km from Crescent Beach, making it very convenient for beach lovers. ### What are the best hotels in Shelter Island near Crescent Beach? > This highly-rated hotel, with a superb 9.2 review score, is conveniently located just 0.5 km from Crescent Beach. It is also only 0.1 km from Sunset Beach. Guests with families will like the range of amenities, including free cribs, beach toys, and other toys and games specifically for children. On-site babysitting and childcare services are also available, providing added convenience for parents. ### When is the best time to go to Shelter Island? > For those seeking a classic summer holiday experience, July and August offer the warmest temperatures, superb for enjoying the beaches and water activities. You'll find all the restaurants and shops open, and there's a lively, yet relaxed, atmosphere across the island. This period is ideal for families and couples looking for a traditional seaside escape with plenty of sunshine. > > > If you prefer a slightly quieter visit with pleasant weather and fewer crowds, late May and early June, or early September, are also excellent choices. The weather is still lovely, most establishments are open, and you can experience the island's natural beauty with a bit more tranquility. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Shelter Island hotel booking with Expedia? ### How much is the nightly rate at a Shelter Island hotel? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in Hamptons ](https://www.expedia.co.uk/5Star-Hamptons-Hotels.s50-0-d6056452.Travel-Guide-Filter-Hotels) - [Hotels near NYC-All Airports ](https://www.expedia.co.uk/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Bay Point Hotels ](https://www.expedia.co.uk/Bay-Point-Sag-Harbor-Hotels.0-n553248635976471151-0.Travel-Guide-Filter-Hotels) - [Bridgehampton Hotels ](https://www.expedia.co.uk/Bridgehampton-Hotels.d6130684.Travel-Guide-Hotels) - [Clearwater Beach Hotels ](https://www.expedia.co.uk/Clearwater-Beach-East-Hampton-Hotels.0-n553248635976481631-0.Travel-Guide-Filter-Hotels) - 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