Title: Shelter Island Travel Guide: Best of Shelter Island, New York Travel 2025 | Expedia.co.uk [Hotels in Shelter Island](https://expedia.co.uk/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Holiday Rentals in Shelter Island](https://expedia.co.uk/Shelter-Island-Holiday-Rentals.d157359.Travel-Guide-HolidayRentals)[Flights to Shelter Island](https://expedia.co.uk/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Shelter Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island.d157359.Car-Hire-Guide)[Shelter Island Holidays](https://expedia.co.uk/Shelter-Island.d157359.Holidays-City-Breaks) # Shelter Island Travel Guide ## Tourist Guide ![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 Rich Barton](https://mediaim.expedia.com/destination/2/1263ceec78a2ea3b58ee516bf8c95425.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Rich Barton](https://mediaim.expedia.com/destination/2/1263ceec78a2ea3b58ee516bf8c95425.jpg) ## Visit Shelter Island Where to stay Things to do ### Where to stay in Shelter Island ![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) ### Menantic Creek While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Crescent Beach. [](https://expedia.co.uk/Shelter-Island-Menantic-Creek.dx553248635976481214) ![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) ### Silver Beach While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach. [](https://expedia.co.uk/Shelter-Island-Heights-Silver-Beach.dx553248635976481903) ![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) ### Coecles Harbor While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Sunset Beach are some notable places to visit nearby. [](https://expedia.co.uk/New-York-Coecles-Harbor.dx553248635976480820) ![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 When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area. [](https://expedia.co.uk/Shelter-Island-Heights-Hay-Beach.dx553248635976470037) ![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) ### Shorewood While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach. [](https://expedia.co.uk/Shelter-Island-Shorewood.dx553248635976481937) ![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) ### Montclair Colony If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Sunset Beach and Crescent Beach. [](https://expedia.co.uk/Shelter-Island-Heights-Montclair-Colony.dx553248635976473165) - Top hotels in Shelter Island - Top Holiday Rentals in Shelter Island ![Montauk Yacht Club](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Montauk Yacht Club 32 Star Island Rd, Montauk, NY Stay at this beach hotel in Montauk. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the property condition in their ... 8.4/10 Very Good! (1,006 reviews) "House car was great" Reviewed on 12 Sept 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=30%2F09%2F2025&endDate=01%2F10%2F2025&selected=6970&PinnedHotelID=6970&HadPinnedHotel=true®ionId=157359) [](https://expedia.co.uk/Hotel-Search?startDate=30%2F09%2F2025&endDate=01%2F10%2F2025&selected=6970&PinnedHotelID=6970&HadPinnedHotel=true®ionId=157359) ![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 £265 22 Sept - 23 Sept includes taxes & fees Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ... 8.4/10 Very Good! (569 reviews) Wonderful but the bathroom is too small "We loved our stay. It’s like a motel turned eco friendly resort. We had an upper corner room, which afforded us unobstructed views and privacy. The bed was so comfortable and the room was spacious—except for the bathroom. The bathroom needs vanity space! While the charm of this place is partly due ..." Reviewed on 7 Sept 2025 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F09%2F2025&endDate=23%2F09%2F2025&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=157359) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Atlantic Hotel 1655 County Road 39, Southampton, NY Stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ... 7/10 Good! (937 reviews) "clean and ok! Beds ok. Service nice. not top rank, but good equivalent for the price!!!" Reviewed on 16 Sept 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=30%2F09%2F2025&endDate=01%2F10%2F2025&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=157359) [](https://expedia.co.uk/Hotel-Search?startDate=30%2F09%2F2025&endDate=01%2F10%2F2025&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=157359) [See all 4,720 properties in Shelter Island](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=17%2F09%2F2025&endDate=18%2F09%2F2025®ionId=157359) 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. ![Waterfront House With Dock And Private Beach](https://images.trvl-media.com/lodging/34000000/34000000/33996200/33996173/567faece_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront House With Dock And Private Beach Shelter Island, NY Stay at this holiday home in Shelter Island. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mashomack Preserve and Wades Beach are located ... 10/10 Exceptional! (14 reviews) "Beautiful house. We loved the location and the view was amazing. We loved using the kayak and just relaxing here." Reviewed on 13 Aug 2025 [](https://expedia.co.uk/Shelter-Island-Hotels-Waterfront-House-With-Dock-And-Private-Beach.h33996173.Hotel-Information) ![4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres](https://images.trvl-media.com/lodging/119000000/118640000/118631900/118631875/c791f5a2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres Shelter Island, NY Stay at this holiday home in Shelter Island. Enjoy air conditioning. Popular attractions Wades Beach and Shelter Island Historical Society are located ... [](https://expedia.co.uk/Shelter-Island-Hotels-4-Bedroom-House-On-Lake-In-Delightful-Shelter-Island-With-WiFi.h118631875.Hotel-Information) ![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 Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean ... 9/10 Wonderful! (1,248 reviews) "Clean spacious room. Friendly staff. Excellent onsite restaurant" Reviewed on 12 Sept 2025 [](https://expedia.co.uk/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) [See all properties in Shelter Island](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=157359&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 hotel availability [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-16&endDate=2025-09-17) [Tonight](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-16&endDate=2025-09-17)[16 Sept - 17 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-17&endDate=2025-09-18) [Tomorrow night](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-17&endDate=2025-09-18)[17 Sept - 18 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [This weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025)[19 Sept - 21 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [Next weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025)[26 Sept - 28 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) ### Popular places to visit #### Gardiner's Bay Country Club Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries. [](https://expedia.co.uk/Gardiners-Bay-Country-Club-Shelter-Island.d6282173.Attraction) #### Shelter Island Whale's Tail You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area. [](https://expedia.co.uk/Shelter-Island-Whales-Tail-Shelter-Island.d553248621554204762.Attraction) #### Mashomack Preserve Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area. [](https://expedia.co.uk/Mashomack-Preserve-Shelter-Island.d6224462.Attraction) #### Wades Beach Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.co.uk/Wades-Beach-Shelter-Island.d553248621554204759.Attraction) #### Shell Beach Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.co.uk/Shell-Beach-Shelter-Island.d553248621554204761.Attraction) #### Shelter Island Historical Society You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums. [](https://expedia.co.uk/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Attraction) ### Things to do ![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 £110 per adult [](https://expedia.co.uk/things-to-do/long-island-wine-and-food-day-trip-with-sommelier-host-from-nyc.a1350908.activity-details) ![Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting](https://mediaim.expedia.com/localexpert/48343602/e3615e6b-a5d4-472f-b85c-80434f787622.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Mattituck: North Fork Area Bike Tour with Food Tasting £103 per adult [](https://expedia.co.uk/things-to-do/from-mattituck-north-fork-area-bike-tour-with-food-tasting.a48343602.activity-details) [See all activities in Shelter Island](https://expedia.co.uk/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities) ## Cities near Shelter Island ![East Hampton Main Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252521-Long-Island.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Hampton [](https://expedia.co.uk/East-Hampton.dx1524) ![Sag Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252775-Sag-Harbor.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Sag Harbor [](https://expedia.co.uk/Sag-Harbor.dx154327) ![Photo by Benny Goh ](https://mediaim.expedia.com/destination/2/64a7a541b17dabdb743e9908dec5b467.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Marion [](https://expedia.co.uk/East-Marion.dx6069914) ![Northwest Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252947-Longhouse-Reserve.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Northwest Harbor [](https://expedia.co.uk/Northwest-Harbor.dx553248634999208731) - Cities near Shelter Island - Places of interest [East Hampton](https://expedia.co.uk/East-Hampton.dx1524)[Sag Harbor](https://expedia.co.uk/Sag-Harbor.dx154327)[East Marion](https://expedia.co.uk/East-Marion.dx6069914)[Northwest Harbor](https://expedia.co.uk/Northwest-Harbor.dx553248634999208731) - [Shelter Island Historical Society](https://expedia.co.uk/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Attraction) - [Havens House](https://expedia.co.uk/Havens-House-Shelter-Island.d6232745.Attraction) - [Ocean Beach Park](https://expedia.co.uk/Ocean-Beach-Park-New-London.d6071449.Attraction) - [Cooper's Beach](https://expedia.co.uk/Coopers-Beach-Southampton.d6326842.Attraction) - [East Hampton Main Beach](https://expedia.co.uk/East-Hampton-Main-Beach-East-Hampton.d6326946.Attraction) - [Essex Steam Train](https://expedia.co.uk/Essex-Steam-Train-Essex.d6171206.Attraction) - [Wolffer Estates Vineyard](https://expedia.co.uk/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Attraction) - [Hither Hills State Park](https://expedia.co.uk/Hither-Hills-State-Park-Montauk.d553248621532665771.Attraction) - [Ditch Plains Beach](https://expedia.co.uk/Ditch-Plains-Beach-Montauk.d6326860.Attraction) - [Shinnecock Hills Golf Course](https://expedia.co.uk/Shinnecock-Hills-Golf-Course-Southampton.d6327546.Attraction) - [Harvey's Beach](https://expedia.co.uk/Harveys-Beach-Old-Saybrook.d6224621.Attraction) - [Sunset Beach](https://expedia.co.uk/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Attraction) - [Lake Montauk](https://expedia.co.uk/Lake-Montauk-Montauk.d553248621532665766.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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