Title: The Best Hotels in The Heights, Shelter Island Heights - 2025 Updated Prices | Expedia.co.uk [Holiday Rentals in Shelter Island Heights](https://expedia.co.uk/Shelter-Island-Heights-Holiday-Rentals.d183716.Travel-Guide-HolidayRentals)[The Heights Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-The-Heights.d553248635976473534.Car-Hire-Guide)[The Heights Holidays](https://expedia.co.uk/The-Heights.d553248635976473534.Holidays-City-Breaks) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels in The Heights, Shelter Island Heights ![](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 The Heights Spa [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=SPA_ON_SITE) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=PETS) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&lodging=COTTAGE) Sea view [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=OCEAN_VIEW) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&travelerType=family_friendly) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&lodging=APARTMENT) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=HOT_TUB) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=WATER_PARK) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-10-27&d1=2025-10-27&endDate=2025-10-29&d2=2025-10-29&amenities=POOL) ## Check prices for these dates Tonight [13 Oct - 14 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976473534&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Oct - 15 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976473534&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976473534&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976473534&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Top Trending Hotels Near The Heights, Shelter Island Heights ![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) ![1 bedroom, Frette Italian sheets, premium bedding, blackout curtains](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/85136411.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 (37) "A cozy room with great pillows and quiet. Perfect little place. " [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.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) ![Lake](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/8cc5044d.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) ![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 (77) " 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 ! " £158 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/65651fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina 14 mi from The Heights 9.4/10 Exceptional (1010) "Great place!! " £241 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Bays Hotel on Main 16.5 mi from The Heights 7.0/10 Good (64) "Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!" [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.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) ![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) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Blue Inn Old Saybrook - Essex 14.5 mi from The Heights 7.8/10 Good (1013) "Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!" £69 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Beds, Ground Floor (by the Sea) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/25adc215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/ccd49f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/533d1f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa 14.5 mi from The Heights 8.8/10 Excellent (1006) "clean and quiet property, great views, amazing staff" £200 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/55438f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room, Jetted Tub | Egyptian cotton sheets, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5fc9f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/806c49e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel 13.8 mi from The Heights 7.2/10 Good (952) "Love the area love the room size clean parking was perfect " £118 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/9aa57818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/8ffa2c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/511d84f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook 16.5 mi from The Heights 7.6/10 Good (1008) "We have stayed there before so have been pleased with it." £80 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b.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/2000000/1210000/1209400/1209378/1ef9d54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Egyptian cotton sheets, premium bedding, down duvets, minibar](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/b8f87b0c.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/2000000/1210000/1209400/1209378/a4958436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel 18.5 mi from The Heights 9.4/10 Exceptional (322) "the staff was exceptional and our dinner was very good" £260 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Harbor View Balcony Junior Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/e407cc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn 1.5 mi from The Heights 8.8/10 Excellent (522) "Great location ,beautiful hotel,nice staff" £178 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/ae918eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/7454864c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports court](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/20fb5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/fc8f49f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Vista Resort 17.7 mi from The Heights 9.0/10 Wonderful (196) "Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back." £115 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking | Premium bedding, minibar, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/20957ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel 1.7 mi from The Heights 9.2/10 Wonderful (277) "Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay." [](https://www.expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/34576327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e70cf1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hampton Maid 15.4 mi from The Heights 9.0/10 Wonderful (669) "Love this place " £161 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/8ac8989f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/f50958a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/ad4e87dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/7e8d204d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Liberty Inn 16 mi from The Heights 7.4/10 Good (632) "Well located for getting to the places we wanted to be. This is an older property, but well taken care of and service was very good. I wouldn’t hesitate to stay here again. " £65 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c3d8e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/e78d099b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c7d19019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenporter Hotel 1.5 mi from The Heights 9.2/10 Wonderful (265) "Staff was amazing and this hotel is in the perfect location " [](https://www.expedia.co.uk/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/ae2cccbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s activities](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/949a0d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/6142ad8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton's Vacation Inn 17.2 mi from The Heights 9.0/10 Wonderful (317) "A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street." £108 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/934899a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5785cca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Penthouse, 2 Queen Beds, Bay View | Living area | 40-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/cd50a48f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayview Resort 17.8 mi from The Heights 8.8/10 Excellent (452) "Staff was fantastic, room was always clean and the area was perfect! " £140 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/04aa4e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.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 14.3 mi from The Heights 8.6/10 Excellent (427) "Great Staff" £104 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/db00678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/f4e648ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/b026cb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/39934cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Old Saybrook Westbrook 14.5 mi from The Heights 7.2/10 Good (456) "the so-called breakfast was absolute minimum only thing available was make your own waffle" £62 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds | 1 bedroom, Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/f76cf168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/4c9856c1.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) ### Sound View Greenport 2.4 mi from The Heights 8.4/10 Very good (579) "Loved everything about my stay at the Sound view !! " £244 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.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=2025-10-27&endDate=2025-10-28®ionId=553248635976473534&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in The Heights Find the best The Heights areas for the activities you enjoy most. - Hay Beach [](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) ## Top The Heights Hotel Reviews ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Perfect oceanfront with straight on view. Room newly renovated and exceptionally clean. " [](https://expedia.co.uk/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![The Shoals Suites and Slips](//images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg) ### The Shoals Suites and Slips 10/10 Excellent "Great place, beautiful views! I’ll be back." [](https://expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "Clean and cute" [](https://expedia.co.uk/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Clean room!!" [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Water's Edge Resort & Spa](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Beautiful views" [](https://expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Relaxing wonderful staff!" [](https://expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Nice views on sunset" [](https://expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![The Hampton Maid](//images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "Love this place " [](https://expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](//images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "We were there 1 night, so i didnt notice shops. But there was a good restaurant across the road." [](https://expedia.co.uk/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ## Frequently asked questions ### What are the best hotels in The Heights that travellers recommend? > The Chequit stands out as a top choice in Shelter Island Heights, boasting an impressive traveller review score of 8.8. This charming hotel combines a rustic vibe with modern comforts, making it an inviting retreat for all types of travellers. Guests love its premium bedding and Frette Italian sheets, ensuring a restful night's sleep after a day of adventure. With free Wi-Fi and free self-parking, convenience is at the forefront of your stay, allowing you to focus on enjoying everything the area has to offer. ### What are the best family hotels in The Heights? > The Chequit, located in the charming Shelter Island Heights, is an inviting family-friendly hotel that promises a delightful stay for guests of all ages. Rated 8.8 by travellers, this property offers connecting rooms, making it easier for families to stay close together while enjoying their own space. ### What are the best budget hotels in The Heights? > The Chequit, located in the charming Shelter Island Heights, is a delightful option for budget-conscious travellers seeking a cozy retreat. With an excellent review score of 8.8, this hotel boasts free WiFi in rooms, ensuring you stay connected during your getaway, and premium bedding with Frette Italian sheets for a luxurious night's sleep. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in The Heights. ### How can I save on a The Heights hotel booking with Expedia? > Before booking your The 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 The Heights hotel? > Hotel prices in The Heights often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates. ## 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) - [Cutchogue Hotels](https://www.expedia.co.uk/Cutchogue-Hotels.d183659.Travel-Guide-Hotels) - [Town of Southold Town Hotels](https://www.expedia.co.uk/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations) - 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[Mccall Wines](https://www.expedia.co.uk/McCall-Wines-Cutchogue.d553248621532665592.Attraction) - [Visit New Suffolk](https://www.expedia.co.uk/New-Suffolk.dx3000449151) - [New York Holidays](https://www.expedia.co.uk/New-York.d178293.Holidays-City-Breaks) - [Visit Northwest Harbor](https://www.expedia.co.uk/Northwest-Harbor.dx553248634999208731) - [Sag Harbor Holidays](https://www.expedia.co.uk/Sag-Harbor.d154327.Holidays-City-Breaks) - [Visit Sag Harbor](https://www.expedia.co.uk/Sag-Harbor.dx154327) - [Shelter Island Historical Society](https://www.expedia.co.uk/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Attraction) - [Visit Shelter Island](https://www.expedia.co.uk/Shelter-Island.dx157359) - [Southold Holidays](https://www.expedia.co.uk/Southold.d183719.Holidays-City-Breaks) - [Sunset Beach](https://www.expedia.co.uk/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Attraction) - [All inclusive Holiday Packages Hamptons](https://www.expedia.co.uk/lp/theme-holidays/all-inclusive-holidays/6056452/Hamptons) - [Centauro Rental Cars in Hamptons](https://www.expedia.co.uk/Centauro-Car-Rentals-In-Hamptons.d6056452-c1015.Car-Rental-Guide-Suppliers) - [Car hire Cutchogue](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Cutchogue.d183659.Car-Hire-Guide) - [Car hire Greenport](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Greenport.d110728.Car-Hire-Guide) - [Car hire near Hamptons](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Hamptons.d6056452.Car-Hire-Guide) - [Car hire Orient](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Orient.d6326191.Car-Hire-Guide) - [Car hire Sag Harbor](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Sag-Harbor.d154327.Car-Hire-Guide) - [Convertible Car Hire in Hamptons](https://www.expedia.co.uk/Convertible-Car-Rentals-In-Hamptons.d6056452-tConvertible.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Hamptons](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Hamptons.d6056452-c15.Car-Rental-Guide-Suppliers) - [Luxury Car Hire in Hamptons](https://www.expedia.co.uk/Luxury-Car-Rentals-In-Hamptons.d6056452-tLuxury.Car-Rental-Guide-Class) - 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[Southold Holiday Rentals](https://www.expedia.co.uk/Southold-Holiday-Rentals.d183719.Travel-Guide-HolidayRentals) - [Things to do in Hamptons](https://www.expedia.co.uk/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities) - [Things to do in Sag Harbor](https://www.expedia.co.uk/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities) - [Book Hotels in The Heights on Expedia.com](https://www.expedia.com/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - Explore a world of travel with Expedia ### Hotels in top Shelter Island Heights neighborhoods - [Hotels in The Heights](https://expedia.co.uk/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels in Menantic Creek](https://expedia.co.uk/Menantic-Creek-Shelter-Island-Hotels.0-n553248635976481214-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Shelter Island Heights Attractions - [Hotels near Cooper's Beach](https://expedia.co.uk/Coopers-Beach-Hotels.0-l6326842-0.Travel-Guide-Filter-Hotels) - [Hotels near East Hampton Main Beach](https://expedia.co.uk/East-Hampton-Main-Beach-Hotels.0-l6326946-0.Travel-Guide-Filter-Hotels) - [Hotels near Essex Steam Train](https://expedia.co.uk/Essex-Steam-Train-Hotels.0-l6171206-0.Travel-Guide-Filter-Hotels) - [Hotels near Wolffer Estates Vineyard](https://expedia.co.uk/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels) - [Hotels near Orient Point County Park](https://expedia.co.uk/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels) - [Hotels near Shinnecock Hills Golf Course](https://expedia.co.uk/Shinnecock-Hills-Golf-Course-Hotels.0-l6327546-0.Travel-Guide-Filter-Hotels) - [Hotels near Harvey's Beach](https://expedia.co.uk/Harveys-Beach-Hotels.0-l6224621-0.Travel-Guide-Filter-Hotels) - [Hotels near Clinton Crossing Premium Outlets](https://expedia.co.uk/Clinton-Crossing-Premium-Outlets-Hotels.0-l6276899-0.Travel-Guide-Filter-Hotels) ### Hotels Close to Nearby Airports - [Hotels near John F. 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Gabreski Airport](https://expedia.co.uk/Francis-S-Gabreski-Airport-Hotels.0-aFOK-0.Travel-Guide-Filter-Hotels) - [Hotels near Montauk Airport](https://expedia.co.uk/Montauk-Airport-Hotels.0-aMTP-0.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Sag Harbor Inn](https://expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) - [Sea Crest Resort](https://expedia.co.uk/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) - [Zey Hotel](https://expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) - [The Hampton Maid](https://expedia.co.uk/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) - [The Shoals Suites and Slips](https://expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) - [Bayview Resort](https://expedia.co.uk/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) - [Baron's Cove](https://expedia.co.uk/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) - [Madison Beach Hotel](https://expedia.co.uk/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) - [Hampton's Vacation Inn](https://expedia.co.uk/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) - [Hampton Bays Hotel on Main](https://expedia.co.uk/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) - [Shorewood Inn](https://expedia.co.uk/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) [See a list of all hotels in Shelter Island Heights](https://expedia.co.uk/All-Shelter-Island-Heights-Hotels.d183716.Travel-Guide-City-All-Hotels) ### More ways to book - [Book Hotels in The Heights on Expedia.com](https://www.expedia.com/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) ### Expedia's Latest Trends Hotels - [Manhattan Hotels Suites](https://expedia.co.uk/Manhattan-New-York-Hotels-Hotel-Suites.0-n129440-0-thotelsuites.Travel-Guide-Filter-Hotels) - [Hotels in Queens](https://expedia.co.uk/Queens-New-York-Hotels.0-n149004-0.Travel-Guide-Filter-Hotels) - 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