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 ![coastal landscape at Greenport at the islands of shelter islands heights, county New York](https://images.trvl-media.com/place/183716/7e82dc91-d6c1-40f0-b4ce-69678c9bd599.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![coastal landscape at Greenport at the islands of shelter islands heights, county New York](https://images.trvl-media.com/place/183716/7e82dc91-d6c1-40f0-b4ce-69678c9bd599.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![View of Dering Harbor](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature](https://images.trvl-media.com/place/183716/85195975-446e-456c-ac70-fc32257fab0e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![One of my favorite places, anywhere. Reminiscent of the south of France, this little slice of heaven delivers every time. Really cool French riverria vibe, with food and vin rose to boot. Burratta on avocado puree with truffle oil, and fried artichoke hearts, with rose on ice (pictured) were only the beginning of yet another great al fresco meal, and memorable evening on Shelter Island. We came by boat, anchored out, and swam in, but drive from the mainland, via the cute little 10 car ferry (part of the charm of making the trip). Love, love this spot.](https://images.trvl-media.com/place/183716/98579832-a70b-42b4-8e35-35859fbd82f4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Shelter Island Heights Where to stay Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_183716) ### Where to stay in Shelter Island Heights ![View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature](https://images.trvl-media.com/place/183716/85195975-446e-456c-ac70-fc32257fab0e.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 ![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 $475 CA $652 total Mar 31 - Apr 1 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 ... 8.4/10 Very Good! (734 reviews) Staff wasn’t friendly, amenities not working, pools were closed, heating system in the room was very loud, made it hard to sleep. Reviewed on Feb 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=183716) ![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 CA $158 CA $207 total Mar 10 - Mar 11 includes taxes & fees 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 ... 9.2/10 Wonderful! (1,299 reviews) Always such a pleasure at the Manor. Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=12694044&PinnedHotelID=12694044&HadPinnedHotel=true®ionId=183716) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd Old Saybrook CT Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ... 8/10 Very Good! (1,000 reviews) Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question. Reviewed on Feb 22, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F03%2F2026&endDate=15%2F03%2F2026&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=183716) [](https://expedia.ca/Hotel-Search?startDate=14%2F03%2F2026&endDate=15%2F03%2F2026&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=183716) [See all 4,748 properties in Shelter Island Heights](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®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 ... 9.2/10 Wonderful! (1,299 reviews) Always such a pleasure at the Manor. Reviewed on Feb 28, 2026 [](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill](https://images.trvl-media.com/lodging/35000000/34800000/34796500/34796404/13883473_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill Westbrook CT Book a stay at this beach cottage in Westbrook. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Westbrook Town Beach and Clinton ... [](https://expedia.ca/Westbrook-Hotels-4BR-Beach-Cottage-Sits-On-Private-Beach-Sleeps-12-With-Comfort.h34796404.Hotel-Information) ![Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ca104a55_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom! Hampton Bays NY Book a stay at this beach vacation home in Hampton Bays. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Meschutt Beach and Good ... [](https://expedia.ca/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.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=2026-02-28&endDate=2026-03-01)[Feb 28 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2026-02-28&endDate=2026-03-01) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2026-03-01&endDate=2026-02-02)[Mar 1 - Mar 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2026-03-01&endDate=2026-02-02) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026)[Mar 6 - Mar 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026) ### 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) #### Menhadden Lane Beach Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights? [](https://expedia.ca/Menhadden-Lane-Beach-Shelter-Island-Heights.d553248621554204760.Vacation-Attraction) ## Cities near Shelter Island Heights ![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Shelter Island ![beach of east marion seen from water side](https://images.trvl-media.com/place/6069914/91e6a04d-cea0-4ca3-a467-cb23f6c7ba9f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Marion ![Orient Point Lighthouse in chippy water](https://images.trvl-media.com/place/6326191/53514cb9-7eb1-42c9-a0c9-f8268fefb127.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Orient ![Beautiful spot on the #longisland sound surfing ](https://images.trvl-media.com/place/110728/13f3ef05-9292-4235-ad1c-bbd92620b49e.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) - [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) - [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) - [Essex Steam Train ](https://expedia.ca/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction) - [Ditch Plains Beach ](https://expedia.ca/Ditch-Plains-Beach-Montauk.d6326860.Vacation-Attraction) - [Parrish Art Museum ](https://expedia.ca/Parrish-Art-Museum-Water-Mill.d6326954.Vacation-Attraction) - [South Edison Beach ](https://expedia.ca/South-Edison-Beach-Montauk.d553248621554184988.Vacation-Attraction) - [Shinnecock Nation Cultural Center and Museum ](https://expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction) - [Lake Montauk ](https://expedia.ca/Lake-Montauk-Montauk.d553248621532665766.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. 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