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) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.ca/Shelter-Island-Hay-Beach.dx553248635976470037) - Shelter Island Heights Hotel Deals - Vacation Rentals in Shelter Island Heights ![The Pridwin Hotel](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pridwin Hotel 81 Shore Road, Shelter Island Heights, NY Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 9.4/10 Exceptional! (83 reviews) Overall the places is nice, clean and great views Reviewed on Oct 21, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=6473437&PinnedHotelID=6473437&HadPinnedHotel=true®ionId=183716) [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=6473437&PinnedHotelID=6473437&HadPinnedHotel=true®ionId=183716) ![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 CA $527 CA $603 total Oct 27 - Oct 28 includes taxes & fees Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ... 8.8/10 Excellent! (37 reviews) A cozy room with great pillows and quiet. Perfect little place. Reviewed on Oct 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=67569836&PinnedHotelID=67569836&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 $416 CA $568 total Nov 4 - Nov 5 includes taxes & fees Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ... 8.2/10 Very Good! (671 reviews) We had a lovely one night stay. Everyone was very friendly. Having my dogs there was a treat. The spa was great and relaxing. GIGI’s restaurant is a must. The only complaint I have is that the bedclothes need to be updated. They were torn/frayed in multiple places. Other than that it was a great ... Reviewed on Oct 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=183716) [See all 4,739 properties in Shelter Island Heights](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=27%2F10%2F2025&endDate=28%2F10%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 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ... 9/10 Wonderful! (1,256 reviews) Yes. The kitchen was good. I would have liked a roll of paper towels on the counter though. It’s a small, but important convenience. Reviewed on Oct 17, 2025 [](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Montauk Oceanside Suites](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4604b12d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Montauk Oceanside Suites 115 South Emerson Avenue, Montauk, NY Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ... 8.4/10 Very Good! (415 reviews) Property was clean and nice but did not smell good inside, it need candles and air freshener, also think something was off about the sewage system Reviewed on Sep 16, 2025 [](https://expedia.ca/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.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 Stay at this 3-star 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! (244 reviews) Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. Reviewed on Oct 11, 2025 [](https://expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.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 [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-26&endDate=2025-10-27) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-26&endDate=2025-10-27) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-26&endDate=2025-10-27) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-26&endDate=2025-10-27)[Oct 26 - Oct 27](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-26&endDate=2025-10-27) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-27&endDate=2025-10-28) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-27&endDate=2025-10-28) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-27&endDate=2025-10-28) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-27&endDate=2025-10-28)[Oct 27 - Oct 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2025-10-27&endDate=2025-10-28) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)[Oct 31 - Nov 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=31%2F10%2F2025&endDate=02%2F11%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 $249 per adult **76%** of travellers recommend [](https://expedia.ca/things-to-do/the-hamptons.a330552.activity-details) ![Join a small group full-day wine tour with a certified Sommelier host](https://mediaim.expedia.com/localexpert/1350908/45c47e3f-3e0f-448e-a1a4-64596ec183f0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Long Island Wine and Food Day Trip with Sommelier host from NYC CA $206 per adult [](https://expedia.ca/things-to-do/long-island-wine-and-food-day-trip-with-sommelier-host-from-nyc.a1350908.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 [](https://expedia.ca/Shelter-Island.dx157359) ![Photo by Benny Goh ](https://mediaim.expedia.com/destination/2/64a7a541b17dabdb743e9908dec5b467.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Marion [](https://expedia.ca/East-Marion.dx6069914) ![Orient](https://mediaim.expedia.com/destination/1/d3e06c642f947ddad6aebc58401dad70.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Orient [](https://expedia.ca/Orient.dx6326191) ![Photo by Nina Dinoff](https://mediaim.expedia.com/destination/2/9a9f855657c0f02d64549df7b59e54eb.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Greenport West [](https://expedia.ca/Greenport-West.dx553248635975876381) - 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) - [Ocean Beach Park](https://expedia.ca/Ocean-Beach-Park-New-London.d6071449.Vacation-Attraction) - [Cooper's Beach](https://expedia.ca/Coopers-Beach-Southampton.d6326842.Vacation-Attraction) - [East Hampton Main Beach](https://expedia.ca/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction) - [Essex Steam Train](https://expedia.ca/Essex-Steam-Train-Essex.d6171206.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) - [Pindar Vineyards](https://expedia.ca/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction) - [Lake Montauk](https://expedia.ca/Lake-Montauk-Montauk.d553248621532665766.Vacation-Attraction) - [Shinnecock Nation Cultural Center and Museum](https://expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.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 ![QR code to download the app](data:image/png;base64,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)