Title: 10 Best Hotels in The Heights, Shelter Island Heights for 2025 | Expedia.ca [Vacation Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals)[Things to do in Shelter Island Heights](https://expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)[The Heights Car Rentals](https://expedia.ca/Car-Rentals-In-The-Heights.d553248635976473534.Car-Rental-Guide)[The Heights Vacations](https://expedia.ca/The-Heights.d553248635976473534.Destination-Travel-Guides) ![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) # Hotels in The Heights, Shelter Island Heights ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](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.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&travelerType=family_friendly) Ocean view [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=OCEAN_VIEW) Pool [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=POOL) Hot tub [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=PETS) Cottage [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&lodging=COTTAGE) Waterpark [](https://www.expedia.ca/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=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=WATER_PARK) ## Check prices for these dates Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/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 Star rating ## The Heights hotels and places to stay ![Exterior](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/3084ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Frette Italian sheets, premium bedding, blackout drapes](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/587cd5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Frette Italian sheets, premium bedding, blackout drapes](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/85136411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/620f075e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chequit The Heights 9.0/10 Wonderful (37) "A cozy room with great pillows and quiet. Perfect little place. " [](https://www.expedia.ca/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) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/fdb9f048.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) ![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 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 ! " CA $259 CA $296 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/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) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.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) ### Saybrook Point Resort & Marina 22.6 km from The Heights 9.4/10 Exceptional (1010) "Great place!! " CA $361 CA $450 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Deluxe Double Room, 1 King Bed, City View](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) ![Comfort Double Room | Private kitchenette](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/b36c7eba.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 26.5 km 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!" CA $169 CA $194 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/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 23.3 km from The Heights 7.8/10 Good (1011) "Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!" CA $112 CA $129 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/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) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/5c6281d6.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) ### Water's Edge Resort & Spa 23.3 km from The Heights 8.8/10 Excellent (1006) "clean and quiet property, great views, amazing staff" CA $304 CA $374 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/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](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 22.1 km from The Heights 7.2/10 Good (952) "Love the area love the room size clean parking was perfect " CA $163 CA $221 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.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) ![Standard Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/0b15e4f3.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) ### Quality Inn Old Saybrook - Westbrook 26.5 km from The Heights 7.6/10 Good (1007) "We have stayed there before so have been pleased with it." CA $131 CA $151 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/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) ![Suite, 2 Bedrooms](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) ![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) ### Madison Beach Hotel 29.8 km from The Heights 9.4/10 Exceptional (322) "the staff was exceptional and our dinner was very good" CA $424 CA $487 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/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) ![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.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) ### The Harbor Front Inn 2.4 km from The Heights 8.8/10 Excellent (522) "Great location ,beautiful hotel,nice staff" CA $231 CA $333 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/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) ![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/fc8f49f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/98ce732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/20fb5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Vista Resort 28.4 km 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." CA $188 CA $215 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/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](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/20957ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.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) ### Zey Hotel 2.7 km 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.ca/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) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.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) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/74fca349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hampton Maid 24.7 km from The Heights 9.0/10 Wonderful (669) "Love this place " CA $397 CA $454 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/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) ![Double Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/374b57af.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 25.8 km 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. " CA $103 CA $119 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/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 sitting area](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c7d19019.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) ### Greenporter Hotel 2.5 km from The Heights 9.2/10 Wonderful (264) "Staff was amazing and this hotel is in the perfect location " [](https://www.expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Apartment, 2 Bedrooms | Private kitchen](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/11000000/10220000/10211600/10211593/6142ad8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/a37c2d73.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) ### Hampton's Vacation Inn 27.6 km 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." CA $176 CA $202 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free cabanas](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/eb1df3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5785cca7.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) ### Bayview Resort 28.6 km from The Heights 8.8/10 Excellent (450) "Staff was fantastic, room was always clean and the area was perfect! " CA $229 CA $261 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/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 lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.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) ### Hamlet Inn 23.1 km from The Heights 8.6/10 Excellent (427) "Great Staff" CA $150 CA $194 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/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) ![Pool](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/b026cb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/a27d78bb.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 23.3 km from The Heights 7.2/10 Good (456) "the so-called breakfast was absolute minimum only thing available was make your own waffle" CA $100 CA $115 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.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/16000000/15280000/15273200/15273178/43997189.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 3.8 km from The Heights 8.4/10 Very good (579) "Loved everything about my stay at the Sound view !! " CA $348 CA $466 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/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.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27®ionId=553248635976473534&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FThe-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThe-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) ## Where to stay in The Heights Find the best The Heights areas and neighborhoods for the activities you enjoy most. - Hay Beach [](https://www.expedia.ca/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 might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out. [See properties](https://www.expedia.ca/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.ca/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.ca/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.ca/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.ca/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.ca/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.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 10/10 Excellent "Great stay! Lovely people! Great area!" [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.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.ca/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.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ## Frequently asked questions ### What are the best hotels in The Heights that travellers recommend? > [The Chequit](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information) 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](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information), 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](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information), 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? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right The Heights hotel for you. ### 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. 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[Shelter Island Hotels](https://www.expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels) - [Houseboats in Shelter Island](https://www.expedia.ca/Shelter-Island-Houseboats.d157359-aaHouseboats.Travel-Guide-Accommodation) - [Resorts in Shelter Island](https://www.expedia.ca/Shelter-Island-Resort-Hotels.d157359-aaResortHotels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Southold Hotels](https://www.expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels) - [Motels in Southold](https://www.expedia.ca/Southold-Motels.d183719-aaMotels.Travel-Guide-Accommodation) - [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels) - [Hotels near Wades Beach](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels) - [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - [Flights to Shelter Island](https://www.expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights) - [Flights from Shelter Island](https://www.expedia.ca/lp/flights/157359/flights-from-shelter-island) - [Flights from Southold](https://www.expedia.ca/lp/flights/183719/flights-from-southold) - [Flights from East Marion](https://www.expedia.ca/lp/flights/6069914/flights-from-east-marion) - [Flights from Orient](https://www.expedia.ca/lp/flights/6326191/flights-from-orient) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914) - [Visit Pipes Cove](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295) - [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Orient Vacations](https://www.expedia.ca/Orient.d6326191.Destination-Travel-Guides) - [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) - [Visit Shelter Island](https://www.expedia.ca/Shelter-Island.dx157359) - [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) - [Car rental Shelter Island](https://www.expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide) - [Shelter Island Vacation Rentals](https://www.expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals) - [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities) - [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities) - [Things to do in Shelter Island](https://www.expedia.ca/Things-To-Do-In-Shelter-Island.d157359.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.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels in Menantic Creek](https://expedia.ca/Menantic-Creek-Shelter-Island-Hotels.0-n553248635976481214-0.Travel-Guide-Filter-Hotels) - [Hotels in Silver Beach](https://expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels) - [Hotels in Coecles Harbor](https://expedia.ca/Coecles-Harbor-Shelter-Island-Hotels.0-n553248635976480820-0.Travel-Guide-Filter-Hotels) - [Hotels in Hay Beach](https://expedia.ca/Hay-Beach-Shelter-Island-Hotels.0-n553248635976470037-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Shelter Island Heights Attractions - [Hotels near Shelter Island Country Club](https://expedia.ca/Shelter-Island-Country-Club-Hotels.0-l6282167-0.Travel-Guide-Filter-Hotels) - [Hotels near The Hamptons Beaches](https://expedia.ca/The-Hamptons-Beaches-Hotels.0-l553248635976496850-0.Travel-Guide-Filter-Hotels) - [Hotels near Cooper's Beach](https://expedia.ca/Coopers-Beach-Hotels.0-l6326842-0.Travel-Guide-Filter-Hotels) - [Hotels near Hammonasset Beach State Park](https://expedia.ca/Hammonasset-Beach-State-Park-Hotels.0-l553248621557934267-0.Travel-Guide-Filter-Hotels) - [Hotels near East Hampton Main Beach](https://expedia.ca/East-Hampton-Main-Beach-Hotels.0-l6326946-0.Travel-Guide-Filter-Hotels) - [Hotels near Essex Steam Train](https://expedia.ca/Essex-Steam-Train-Hotels.0-l6171206-0.Travel-Guide-Filter-Hotels) - [Hotels near Wolffer Estates Vineyard](https://expedia.ca/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels) - [Hotels near Orient Point County Park](https://expedia.ca/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels) - [Hotels near Hither Hills State Park](https://expedia.ca/Hither-Hills-State-Park-Hotels.0-l553248621532665771-0.Travel-Guide-Filter-Hotels) - [Hotels near Kontokosta Winery](https://expedia.ca/Kontokosta-Winery-Hotels.0-l6326928-0.Travel-Guide-Filter-Hotels) ### More Accommodation Types in The Heights - [Vacation Homes in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Private-Vacation-Homes.d183716-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Cottages.d183716-aaCottages.Travel-Guide-Accommodation) - [Apartments in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Apartments.d183716-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Condos.d183716-aaCondos.Travel-Guide-Accommodation) - [Villas in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Villas.d183716-aaVillas.Travel-Guide-Accommodation) - [B&B in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Motels.d183716-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Agritourism.d183716-aaAgritourism.Travel-Guide-Accommodation) - [RV Parks in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-RV-Parks.d183716-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Apart-Hotels.d183716-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Guest-Houses.d183716-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Inns.d183716-aaInns.Travel-Guide-Accommodation) - [Cabin Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Cabins.d183716-aaCabins.Travel-Guide-Accommodation) - [Houseboats in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Houseboats.d183716-aaHouseboats.Travel-Guide-Accommodation) - [Chalets in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Chalets.d183716-aaChalets.Travel-Guide-Accommodation) - [Condo Resorts in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Condominium-Resort.d183716-aaCondominiumResort.Travel-Guide-Accommodation) - [Hostels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Hostels.d183716-aaHostels.Travel-Guide-Accommodation) - [Lodges in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Lodges.d183716-aaLodges.Travel-Guide-Accommodation) - [Residences in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Residences.d183716-aaResidences.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near John F. Kennedy Intl. Airport](https://expedia.ca/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels) - [Hotels near LaGuardia Airport](https://expedia.ca/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels) - [Hotels near Newark Liberty Intl. Airport](https://expedia.ca/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels) - [Hotels near Skyports Seaplane Base Airport](https://expedia.ca/Skyports-Seaplane-Base-Airport-Hotels.0-aNYS-0.Travel-Guide-Filter-Hotels) - [Hotels near Stewart Intl. Airport](https://expedia.ca/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels) - [Hotels near East Hampton Airport](https://expedia.ca/East-Hampton-Airport-Hotels.0-aHTO-0.Travel-Guide-Filter-Hotels) - [Hotels near Francis S. Gabreski Airport](https://expedia.ca/Francis-S-Gabreski-Airport-Hotels.0-aFOK-0.Travel-Guide-Filter-Hotels) - [Hotels near Montauk Airport](https://expedia.ca/Montauk-Airport-Hotels.0-aMTP-0.Travel-Guide-Filter-Hotels) - [Hotels near Groton - New London Airport](https://expedia.ca/Groton-New-London-Airport-Hotels.0-aGON-0.Travel-Guide-Filter-Hotels) - [Hotels near Tweed - New Haven Regional Airport](https://expedia.ca/Tweed-New-Haven-Regional-Airport-Hotels.0-aHVN-0.Travel-Guide-Filter-Hotels) ### The Heights Hotels by Star Rating - [2 Star Hotels in The Heights](https://expedia.ca/2Star-The-Heights-Shelter-Island-Heights-Hotels.s20-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in The Heights](https://expedia.ca/3Star-The-Heights-Shelter-Island-Heights-Hotels.s30-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in The Heights](https://expedia.ca/4Star-The-Heights-Shelter-Island-Heights-Hotels.s40-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in The Heights](https://expedia.ca/5Star-The-Heights-Shelter-Island-Heights-Hotels.s50-n553248635976473534-0.Travel-Guide-Filter-Hotels) ### The Heights Hotels by Brand - [Independent Hotels](https://expedia.ca/The-Heights-Shelter-Island-Heights-Hotels-Independent.0-n553248635976473534-0--bIndependent.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Sag Harbor Inn](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) - [Sea Crest Resort](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) - [Zey Hotel](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) - [The Hampton Maid](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) - [Greenporter Hotel](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) - [The Shoals Suites and Slips](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) - [Bayview Resort](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) - [Baron's Cove](https://expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) - [Madison Beach Hotel](https://expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) - [Hampton's Vacation Inn](https://expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) - [Hampton Bays Hotel on Main](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) - [Shorewood Inn](https://expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) [See a list of all hotels in Shelter Island Heights](https://expedia.ca/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 - [Lower East Side hotels](https://expedia.ca/Lower-East-Side-New-York-Hotels.0-n553248631819633287-0.Travel-Guide-Filter-Hotels) - [Upper East Side hotels](https://expedia.ca/Upper-East-Side-New-York-Hotels.0-n800076-0.Travel-Guide-Filter-Hotels) - [Greenwich Village hotels](https://expedia.ca/Greenwich-Village-New-York-Hotels.0-n110832-0.Travel-Guide-Filter-Hotels) - [Williamsburg hotels](https://expedia.ca/Williamsburg-New-York-Hotels.0-n175056-0.Travel-Guide-Filter-Hotels) - [Queens hotels](https://expedia.ca/Queens-New-York-Hotels.0-n149004-0.Travel-Guide-Filter-Hotels) - [Hudson Yards hotels](https://expedia.ca/Hudson-Yards-New-York-Hotels.0-n553248635975930465-0.Travel-Guide-Filter-Hotels) - [Financial District hotels](https://expedia.ca/Financial-District-New-York-Hotels.0-n553248633429418894-0.Travel-Guide-Filter-Hotels) - [Central New York City hotels](https://expedia.ca/Central-New-York-City-New-York-Hotels.0-n553248633938969338-0.Travel-Guide-Filter-Hotels) - [Manhattan hotels](https://expedia.ca/Manhattan-New-York-Hotels.0-n129440-0.Travel-Guide-Filter-Hotels) - [Midtown hotels](https://expedia.ca/Midtown-New-York-Hotels.0-n6203489-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Manhattan](https://expedia.ca/Manhattan-New-York-Hotels-Cheap-Hotels.0-n129440-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Manhattan](https://expedia.ca/Manhattan-New-York-Hotels-Hotels-With-Free-Parking.0-n129440-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Meatpacking District hotels](https://expedia.ca/Meatpacking-District-New-York-Hotels.0-n6141727-0.Travel-Guide-Filter-Hotels) - [Chelsea hotels](https://expedia.ca/Chelsea-New-York-Hotels.0-n6142489-0.Travel-Guide-Filter-Hotels) - [East Village hotels](https://expedia.ca/East-Village-New-York-Hotels.0-n6142500-0.Travel-Guide-Filter-Hotels) - [Upper West Side hotels](https://expedia.ca/Upper-West-Side-New-York-Hotels.0-n800075-0.Travel-Guide-Filter-Hotels) - [Hell's Kitchen hotels](https://expedia.ca/Hells-Kitchen-New-York-Hotels.0-n6203474-0.Travel-Guide-Filter-Hotels) - [Downtown Buffalo hotels](https://expedia.ca/Downtown-Buffalo-Buffalo-Hotels.0-n6056533-0.Travel-Guide-Filter-Hotels) - [SoHo hotels](https://expedia.ca/SoHo-New-York-Hotels.0-n6142503-0.Travel-Guide-Filter-Hotels) - [West Village hotels](https://expedia.ca/West-Village-New-York-Hotels.0-n6271690-0.Travel-Guide-Filter-Hotels) Packages - [Theater District Vacations](https://expedia.ca/Theater-District.d6157019.Destination-Travel-Guides) General - [Visit Manhattan](https://expedia.ca/New-York-Manhattan.dx129440) - [Visit Downtown Buffalo](https://expedia.ca/Buffalo-Downtown-Buffalo.dx6056533) - [Visit Downtown Niagara Falls](https://expedia.ca/Niagara-Falls-Downtown-Niagara-Falls.dx553248633938968497) - [Visit Downtown Brooklyn](https://expedia.ca/New-York-Downtown-Brooklyn.dx6140148) - [Visit Central New York City](https://expedia.ca/New-York-Central-New-York-City.dx553248633938969338) - [Visit Hell's Kitchen](https://expedia.ca/New-York-Hells-Kitchen.dx6203474) - [Visit Greenwich Village](https://expedia.ca/New-York-Greenwich-Village.dx110832) - [Visit Coney Island](https://expedia.ca/Coney-Island.dx91883) - [Visit Lower East Side](https://expedia.ca/New-York-Lower-East-Side.dx553248631819633287)