Title: Visit Shelter Island Heights: Best of Shelter Island Heights Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[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)[Shelter Island Heights Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)[Shelter Island Heights Vacation Packages](https://expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) # Shelter Island Heights ## Travel Guide ![Photo by Erisa Dilo](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Erisa Dilo](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg) ![Photo by tom owens](https://mediaim.expedia.com/destination/2/0e1f0e7d1a701f494768ac33b98360ed.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by tom owens](https://mediaim.expedia.com/destination/2/0e1f0e7d1a701f494768ac33b98360ed.jpg) ![Photo by tom owens](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by tom owens](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg) ![Photo by Brian V. Rowe](https://mediaim.expedia.com/destination/2/0a5ae411b4c93890031f6a363b4609fd.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Brian V. Rowe](https://mediaim.expedia.com/destination/2/0a5ae411b4c93890031f6a363b4609fd.jpg) ## Visit Shelter Island Heights Where to stay Things to do ### Where to stay in Shelter Island Heights ![Default Image](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Heights If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing. [](https://expedia.ca/Shelter-Island-Heights-The-Heights.dx553248635976473534) - Shelter Island Heights Hotel Deals - Vacation Rentals in Shelter Island Heights ![The Chequit](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/3084ead9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Chequit 23 Grand Ave Shelter Island Heights NY Stay at this hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and Sunset ... 8.8/10 Excellent! (37 reviews) A cozy room with great pillows and quiet. Perfect little place. Reviewed on Oct 10, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=67569836&PinnedHotelID=67569836&HadPinnedHotel=true®ionId=183716) [](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=67569836&PinnedHotelID=67569836&HadPinnedHotel=true®ionId=183716) ![Shelter Island House](https://images.trvl-media.com/lodging/15000000/15000000/14997600/14997595/efd291ed_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Shelter Island House 11 Stearns Point Rd Shelter Island Heights NY Book a stay at this golf hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sunset Beach and Shelter Island ... 8.2/10 Very Good! (57 reviews) Great Shelter Island Hotel One staff member was there to check us in. He was helpful in bringing our bags to our room. He also suggested several restaurants for us to try. Reviewed on Oct 24, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=14997595&PinnedHotelID=14997595&HadPinnedHotel=true®ionId=183716) [](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=14997595&PinnedHotelID=14997595&HadPinnedHotel=true®ionId=183716) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Gurney's Montauk Resort & Seawater Spa 290 Old Montauk Highway Montauk NY CA $487 CA $665 total Dec 15 - Dec 16 includes taxes & fees Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ... 8.2/10 Very Good! (697 reviews) EVERYTHING about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay. Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=183716) [See all 4,720 properties in Shelter Island Heights](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=183716) 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. ![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Montauk Manor 236 Edgemere St. Montauk NY Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ... 9/10 Wonderful! (1,265 reviews) Staff was very nice and helpful! The gym was fantastic! Clean and well-equipped! Reviewed on Nov 30, 2025 [](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Cliffside Resort Condominiums](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cliffside Resort Condominiums 61475 Route 48 (North Road) Greenport NY Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ... 8.8/10 Excellent! (249 reviews) The unit was cute and well-appointed. I would recommend a new refrigerator in the unit, as the freezer door was broken. Reviewed on Nov 12, 2025 [](https://expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) ![Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available ](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/e4971697_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available Sag Harbor NY Book a stay at this family-friendly vacation home in Sagaponack. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff in ... 10/10 Exceptional! (87 reviews) Property was very responsible and amazing to work with!! Reviewed on Sep 29, 2025 [](https://expedia.ca/Sagaponack-Hotels-Summer-2025-Now-Available-Wolffer-Vineyard-Close.h28067732.Hotel-Information) [See all properties in Shelter Island Heights](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=183716&sort=VACATION_RENTAL) 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. ## Check Shelter Island Heights hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-12-13&endDate=2025-12-14)[Dec 13 - Dec 14](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-12-13&endDate=2025-12-14) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-12-14&endDate=2025-12-15)[Dec 14 - Dec 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-12-14&endDate=2025-12-15) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025)[Dec 19 - Dec 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025) ### Popular places to visit #### Sunset Beach Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction) #### Crescent Beach Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction) #### Shelter Island Country Club Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets. [](https://expedia.ca/Shelter-Island-Country-Club-New-York.d6282167.Vacation-Attraction) ### Things to do ![The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC](https://mediaim.expedia.com/localexpert/330552/c1afebb8-4a31-47a1-af1e-6d13dd7d5c25.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC CA $247 per adult **76%** of travellers recommend [](https://expedia.ca/things-to-do/the-hamptons.a330552.activity-details) [See all activities in Shelter Island Heights](https://expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities) ## Cities near Shelter Island Heights ![Photo by tom owens](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Shelter Island ![Photo by Benny Goh ](https://mediaim.expedia.com/destination/2/64a7a541b17dabdb743e9908dec5b467.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Marion ![Orient](https://mediaim.expedia.com/destination/1/d3e06c642f947ddad6aebc58401dad70.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Orient ![Photo by Nina Dinoff](https://mediaim.expedia.com/destination/2/9a9f855657c0f02d64549df7b59e54eb.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Greenport West - Cities near Shelter Island Heights - Places of interest [Shelter Island](https://expedia.ca/Shelter-Island.dx157359)[East Marion](https://expedia.ca/East-Marion.dx6069914)[Orient](https://expedia.ca/Orient.dx6326191)[Dering Harbor](https://expedia.ca/Dering-Harbor.dx553248634998885605)[Greenport West](https://expedia.ca/Greenport-West.dx553248635975876381) - [Cooper's Beach ](https://expedia.ca/Coopers-Beach-Southampton.d6326842.Vacation-Attraction) - [Ocean Beach Park ](https://expedia.ca/Ocean-Beach-Park-New-London.d6071449.Vacation-Attraction) - [Essex Steam Train ](https://expedia.ca/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction) - [East Hampton Main Beach ](https://expedia.ca/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction) - [Wolffer Estates Vineyard ](https://expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) - [Hither Hills State Park ](https://expedia.ca/Hither-Hills-State-Park-Montauk.d553248621532665771.Vacation-Attraction) - [Ditch Plains Beach ](https://expedia.ca/Ditch-Plains-Beach-Montauk.d6326860.Vacation-Attraction) - [Kontokosta Winery ](https://expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Lake Montauk ](https://expedia.ca/Lake-Montauk-Montauk.d553248621532665766.Vacation-Attraction) - [Pindar Vineyards ](https://expedia.ca/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app