Title: Visit Shelter Island Heights: 2026 Travel Guide for Shelter Island Heights, New York | Expedia.com [Hotels in Shelter Island Heights](https://expedia.com/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island Heights](https://expedia.com/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals)[Flights to Shelter Island Heights](https://expedia.com/Cheap-Flights-To-Shelter-Island-Heights.d183716.Travel-Guide-Flights)[Things to do in Shelter Island Heights](https://expedia.com/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)[Car Rentals in Shelter Island Heights](https://expedia.com/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)[Shelter Island Heights Vacation Packages](https://expedia.com/Shelter-Island-Heights.d183716.Destination-Travel-Guides) # Shelter Island Heights, NY ## 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 Reviews ### 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 4.5/5(10 area reviews) If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing. [](https://expedia.com/Shelter-Island-Heights-The-Heights.dx553248635976473534) [See our Where To Stay guide](https://expedia.com/Shelter-Island-Heights.dx183716.Where-To-Stay?rfrr=TG.LP.Dest.Neighborhoods) - 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 $390 nightly $446 total Feb 22 - Feb 23 Total with taxes and 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! (722 reviews) Room was spotless, staff were great and the resort is top notch!! Reviewed on Feb 2, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=183716) ![Montauk Blue Hotel](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Montauk Blue Hotel 108 South Emerson Avenue Montauk NY Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions South Edison Beach and Kirk Park Beach ... 9.2/10 Wonderful! (188 reviews) Great view of sunrise and sunset Reviewed on Jan 19, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=105612509&PinnedHotelID=105612509&HadPinnedHotel=true®ionId=183716) [](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=105612509&PinnedHotelID=105612509&HadPinnedHotel=true®ionId=183716) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sound View Greenport 58775 County Rd 48 Greenport NY $155 nightly $178 total Feb 24 - Feb 25 Total with taxes and fees Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ... 8.4/10 Very Good! (609 reviews) This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ... Reviewed on Jan 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F24%2F2026&endDate=2%2F25%2F2026&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=183716) [See all 4,725 properties in Shelter Island Heights](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F7%2F2026&endDate=2%2F8%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 ... 9/10 Wonderful! (1,291 reviews) The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic Reviewed on Feb 1, 2026 [](https://expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.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 ... 9.4/10 Exceptional! (131 reviews) We absolutely loved the place and had a great time. There was plenty of space for the kids to spread out and enjoyed the indoor fireplace. The sunrise views were amazing and it's always special to stay on the water. Communication with the owner was great. We hope to visit again. Reviewed on Jan 11, 2026 [](https://expedia.com/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.Hotel-Information) ![10 Bedroom Hampton House with a regulation size Pickleball court](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838860/f8e3511c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 10 Bedroom Hampton House with a regulation size Pickleball court Hampton Bays NY Book a stay at this family-friendly vacation home in Hampton Bays. Enjoy private pools, a water park, and a garden. Popular attractions Ponquogue Beach and Tiana ... 9.8/10 Exceptional! (22 reviews) Location of this property is impeccable. Reviewed on Aug 28, 2025 [](https://expedia.com/Hampton-Bays-Hotels-10-Bedroom-Hampton-House-With-Pool.h32838860.Hotel-Information) [See all properties in Shelter Island Heights](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2026-02-06&endDate=2026-02-07)[Feb 6 - Feb 7](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2026-02-06&endDate=2026-02-07) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2026-02-07&endDate=2026-02-08) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026)[Feb 6 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=183716&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026) ### Popular places to visit #### Sunset Beach 4.5/5(9 reviews) 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.com/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction) #### Crescent Beach 4.5/5(4 reviews) 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.com/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.com/Shelter-Island-Country-Club-The-Heights.d6282167.Vacation-Attraction) ## Reviews of Shelter Island Heights 4.7 Top Destination 5 - Excellent 14 4 - Good 5 3 - Okay 1 2 - Disappointing 0 1 - Terrible 0 ### 5/5 - Excellent Verified traveler Very serene and quiet. ### 5/5 - Excellent Verified traveler love the island and the local very friendly will go back but not stay at the pridwin, we did eat dinner there was very disappointing food was dry and overdone ### 5/5 - Excellent Verified traveler We loved the area, the people, the food, the ferry. We came to celebrate our anniversary and we will be back. ### 5/5 - Excellent Jennifer Wonderful, peaceful place to visit. Easy to get to from NYC. I'd go back in a heartbeat. ### 5/5 - Excellent Phil Over rated and expensive ## Cities near Shelter Island Heights ![The one of best destinations for summer vacation!#Trove#Summer](https://images.trvl-media.com/place/110728/bf7f0ae9-ecfe-4ab0-b34c-f44de31622e4.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Greenport ![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 ![Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/763c5957-1d09-4b50-be9f-256173572489.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Southold ![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 ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near The Heights ](https://www.expedia.com/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - 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[Villas in Shelter Island ](https://www.expedia.com/Shelter-Island-Villas.d157359-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Shelter Island ](https://www.expedia.com/Shelter-Island-Condos.d157359-aaCondos.Travel-Guide-Accommodation) - [Flights to Greenport ](https://www.expedia.com/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - [Flights from Greenport ](https://www.expedia.com/lp/flights/110728/flights-from-greenport) - [Flights from Philadelphia to Greenport ](https://www.expedia.com/lp/flights/178297/110728/philadelphia-to-greenport) - [Flights from Raleigh to Greenport ](https://www.expedia.com/lp/flights/178300/110728/raleigh-to-greenport) - [Flights to Shelter Island ](https://www.expedia.com/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights) - [Flights from Shelter Island ](https://www.expedia.com/lp/flights/157359/flights-from-shelter-island) - [Flights from Buffalo to Shelter Island ](https://www.expedia.com/lp/flights/602674/157359/buffalo-to-shelter-island) - [Sunset Beach ](https://www.expedia.com/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction) - [Visit Shelter Island ](https://www.expedia.com/Shelter-Island.dx157359) - [Visit Greenport ](https://www.expedia.com/Greenport.dx110728) - [Sylvester Manor ](https://www.expedia.com/Sylvester-Manor-Shelter-Island-Heights.d6282169.Vacation-Attraction) - [Railroad Museum of Long Island ](https://www.expedia.com/Railroad-Museum-Of-Long-Island-Pipes-Cove.d6327144.Vacation-Attraction) - [Crescent Beach ](https://www.expedia.com/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction) - [Camera Obscura ](https://www.expedia.com/Camera-Obscura-Greenport.d6326819.Vacation-Attraction) - [Greenport Vacations ](https://www.expedia.com/Greenport.d110728.Destination-Travel-Guides) - [Greenport Farmers' Market ](https://www.expedia.com/Greenport-Farmers-Market-Greenport.d553248621532665744.Vacation-Attraction) - [Shelter Island Vacations ](https://www.expedia.com/Shelter-Island.d157359.Destination-Travel-Guides) - [Car rentals near Dering Harbor ](https://www.expedia.com/Car-Rentals-In-Dering-Harbor.d553248634998885605.Car-Rental-Guide) - [Car rentals near Greenport ](https://www.expedia.com/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) - [Enterprise Rental Cars in Greenport ](https://www.expedia.com/Enterprise-Car-Rentals-In-Greenport.d110728-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Greenport ](https://www.expedia.com/Hertz-Car-Rentals-In-Greenport.d110728-c40.Car-Rental-Guide-Suppliers) - [Car rentals near Shelter Island ](https://www.expedia.com/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide) - [Enterprise Rental Cars in Shelter Island ](https://www.expedia.com/Enterprise-Car-Rentals-In-Shelter-Island.d157359-c15.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Shelter Island ](https://www.expedia.com/Avis-Car-Rentals-In-Shelter-Island.d157359-c41.Car-Rental-Guide-Suppliers) - [Greenport Vacation Rentals ](https://www.expedia.com/Greenport-Vacation-Rentals.d110728.Travel-Guide-VacationRentals) - [Shelter Island Vacation Rentals ](https://www.expedia.com/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals) - [Things to do in Greenport ](https://www.expedia.com/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities) - Cities near Shelter Island Heights - Places of interest [Greenport](https://expedia.com/Greenport.dx110728)[Shelter Island](https://expedia.com/Shelter-Island.dx157359)[Southold](https://expedia.com/Southold.dx183719)[East Marion](https://expedia.com/East-Marion.dx6069914)[Orient](https://expedia.com/Orient.dx6326191) - [Sunset Beach ](https://expedia.com/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction) - [Crescent Beach ](https://expedia.com/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction) - [Shelter Island Country Club ](https://expedia.com/Shelter-Island-Country-Club-The-Heights.d6282167.Vacation-Attraction) - [Menhadden Lane Beach ](https://expedia.com/Menhadden-Lane-Beach-Coecles-Harbor.d553248621554204760.Vacation-Attraction) - [Sylvester Manor ](https://expedia.com/Sylvester-Manor-Shelter-Island-Heights.d6282169.Vacation-Attraction) - [Ocean Beach Park ](https://expedia.com/Ocean-Beach-Park-New-London.d6071449.Vacation-Attraction) - [Cooper's Beach ](https://expedia.com/Coopers-Beach-Southampton.d6326842.Vacation-Attraction) - [Hammonasset Beach State Park ](https://expedia.com/Hammonasset-Beach-State-Park-Madison.d553248621557934267.Vacation-Attraction) - [East Hampton Main Beach ](https://expedia.com/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction) - [Wolffer Estates Vineyard ](https://expedia.com/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) - [Shinnecock Hills Golf Course ](https://expedia.com/Shinnecock-Hills-Golf-Course-Southampton.d6327546.Vacation-Attraction) - [Hither Hills State Park ](https://expedia.com/Hither-Hills-State-Park-Montauk.d553248621532665771.Vacation-Attraction) - [Essex Steam Train ](https://expedia.com/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction) - [Connecticut River ](https://expedia.com/Connecticut-River-United-States-of-America.d553248621555565605.Vacation-Attraction) - [Orient Point County Park ](https://expedia.com/Orient-Point-County-Park-Orient.d553248621532665781.Vacation-Attraction) - [Ditch Plains Beach ](https://expedia.com/Ditch-Plains-Beach-Montauk.d6326860.Vacation-Attraction) - [Montauk Downs State Park Golf Course ](https://expedia.com/Montauk-Downs-State-Park-Golf-Course-Montauk.d6326082.Vacation-Attraction) - [Pleasure Beach ](https://expedia.com/Pleasure-Beach-Waterford.d6328066.Vacation-Attraction) - [Parrish Art Museum ](https://expedia.com/Parrish-Art-Museum-Water-Mill.d6326954.Vacation-Attraction) - [Raphael Winery ](https://expedia.com/Raphael-Winery-Peconic.d6327146.Vacation-Attraction) - [Rocky Neck State Park ](https://expedia.com/Rocky-Neck-State-Park-Niantic.d6328112.Vacation-Attraction) - [Jamesport Vineyards ](https://expedia.com/Jamesport-Vineyards-Riverhead.d553248621532665578.Vacation-Attraction) - [Sag Harbor Marine Park ](https://expedia.com/Sag-Harbor-Marine-Park-Sag-Harbor.d6327316.Vacation-Attraction) - [Lake Montauk ](https://expedia.com/Lake-Montauk-Montauk.d553248621532665766.Vacation-Attraction) - [Macari Vineyards ](https://expedia.com/Macari-Vineyards-Mattituck.d6326944.Vacation-Attraction) - [Hole-in-the-Wall Beach ](https://expedia.com/Hole-In-The-Wall-Beach-Niantic.d553248621532665800.Vacation-Attraction) - [67 Steps Beach ](https://expedia.com/67-Steps-Beach-Greenport.d553248626388140598.Vacation-Attraction) - [The Jewish Center of the Hamptons ](https://expedia.com/The-Jewish-Center-Of-The-Hamptons-East-Hampton.d553248621532665726.Vacation-Attraction) - [Shinnecock Nation Cultural Center and Museum ](https://expedia.com/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction) - [Clinton Crossing Premium Outlets ](https://expedia.com/Clinton-Crossing-Premium-Outlets-Clinton.d6276899.Vacation-Attraction) - [South Edison Beach ](https://expedia.com/South-Edison-Beach-Montauk.d553248621554184988.Vacation-Attraction)