Title: Visit Shelter Island: Best of Shelter Island Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Shelter Island](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Flights to Shelter Island](https://expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)[Shelter Island Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)[Shelter Island Vacation Packages](https://expedia.ca/Shelter-Island.d157359.Destination-Travel-Guides) # Shelter Island ## Travel 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 If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Crescent Beach. [](https://expedia.ca/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 might 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.ca/Shelter-Island-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 When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Mashomack Preserve, some noteworthy sights in the nearby area. [](https://expedia.ca/Shelter-Island-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) ### Shorewood While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Mashomack Preserve and Sunset Beach. [](https://expedia.ca/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) ### 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) ![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 While Montclair Colony isn't home to many top sights, Sunset Beach and Crescent Beach are some notable places to visit nearby. [](https://expedia.ca/Shelter-Island-Montclair-Colony.dx553248635976473165) - Shelter Island Hotel Deals - Vacation Rentals in Shelter Island ![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 CA $112 CA $129 total Oct 12 - Oct 13 includes taxes & fees 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. ... 7.8/10 Good! (1,005 reviews) "For a budget hotel its not bad - area is generally pricy - its just needs a facelift - it needs to remove the carpets. Staff is nice." Reviewed on Oct 4, 2025 [](https://expedia.ca/Hotel-Search?startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=157359) ![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 Fully refundableReserve now, pay when you stay CA $401 CA $548 total Oct 29 - Oct 30 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! (669 reviews) "wonderful place only criticism is how far away rooms are from lobby and the rest of the facilities" Reviewed on Sep 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=157359) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Old Saybrook - Westbrook 100 Essex Rd, Old Saybrook, CT CA $131 CA $151 total Nov 2 - Nov 3 includes taxes & fees Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 7.6/10 Good! (1,003 reviews) "Overall, a nice hotel for a one day trip! :)" Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=3988&PinnedHotelID=3988&HadPinnedHotel=true®ionId=157359) [See all 4,723 properties in Shelter Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=12%2F10%2F2025&endDate=13%2F10%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. ![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! (1,253 reviews) "Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay." Reviewed on Oct 6, 2025 [](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Windward Shores Ocean Resort](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Windward Shores Ocean Resort 2062 Montauk Highway, PO Box 7031, Amagansett, NY Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ... 8.6/10 Excellent! (296 reviews) "The non ocean view rooms are fabulous. I’m sure the ocean side ones are great." Reviewed on Sep 30, 2025 [](https://expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.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! (414 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) [See all properties in Shelter Island](https://expedia.ca/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.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-11&endDate=2025-10-12) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-11&endDate=2025-10-12)[Oct 11 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-12&endDate=2025-10-13) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-12&endDate=2025-10-13) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-12&endDate=2025-10-13) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-12&endDate=2025-10-13)[Oct 12 - Oct 13](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-12&endDate=2025-10-13) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025)[Oct 17 - Oct 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=17%2F10%2F2025&endDate=19%2F10%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.ca/Gardiners-Bay-Country-Club-Shelter-Island.d6282173.Vacation-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.ca/Shelter-Island-Whales-Tail-Shelter-Island.d553248621554204762.Vacation-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.ca/Mashomack-Preserve-Shelter-Island.d6224462.Vacation-Attraction) #### Wades Beach Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.ca/Wades-Beach-Shelter-Island.d553248621554204759.Vacation-Attraction) #### Shell Beach Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. [](https://expedia.ca/Shell-Beach-Shelter-Island.d553248621554204761.Vacation-Attraction) #### Shelter Island Historical Society You can spend time studying 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.ca/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Vacation-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 CA $203 per adult [](https://expedia.ca/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 CA $192 per adult [](https://expedia.ca/things-to-do/from-mattituck-north-fork-area-bike-tour-with-food-tasting.a48343602.activity-details) [See all activities in Shelter Island](https://expedia.ca/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.ca/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.ca/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.ca/East-Marion.dx6069914) ![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) ## Explore a world of travel with Expedia - 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[Guest Houses in Noyack](https://www.expedia.ca/Noyack-Guest-Houses.d6217344-aaGuestHouses.Travel-Guide-Accommodation) - [Noyack Hotels](https://www.expedia.ca/Noyack-Hotels.d6217344.Travel-Guide-Hotels) - [Hotels near Sag Harbor Marine Park](https://www.expedia.ca/Sag-Harbor-Marine-Park-Hotels.0-l6327316-0.Travel-Guide-Filter-Hotels) - [B&B in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Beach-Hotel.0-0-d183716-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Boutique-Hotel.0-0-d183716-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Couples-Resorts-Hotels.0-0-d183716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Spa-Hotel.0-0-d183716-tSpaHotel.Travel-Guide-Filter-Hotels) - [Shelter Island Heights Hotels](https://www.expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels) - [Resorts in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Southold Hotels](https://www.expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels) - [Motels in Southold](https://www.expedia.ca/Southold-Motels.d183719-aaMotels.Travel-Guide-Accommodation) - [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels) - [The Heights Hotels](https://www.expedia.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels near Wades Beach](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels) - [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - [Flights from Southold](https://www.expedia.ca/lp/flights/183719/flights-from-southold) - [Flights from North Haven](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven) - [Flights from East Marion](https://www.expedia.ca/lp/flights/6069914/flights-from-east-marion) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Visit Amagansett Lanes](https://www.expedia.ca/Amagansett-Amagansett-Lanes.dx553248635976471387) - [Visit Amagansett](https://www.expedia.ca/Amagansett.dx73561) - [Visit Bridgehampton](https://www.expedia.ca/Bridgehampton.dx6130684) - [Visit Coram](https://www.expedia.ca/Coram.dx3000448254) - [Visit Barnes Landing](https://www.expedia.ca/East-Hampton-Barnes-Landing.dx553248635976472101) - [Visit Clearwater Beach](https://www.expedia.ca/East-Hampton-Clearwater-Beach.dx553248635976481631) - [Visit East Hampton](https://www.expedia.ca/East-Hampton.dx1524) - [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914) - [Visit East Quogue](https://www.expedia.ca/East-Quogue.dx6125932) - [Visit Gordon Heights](https://www.expedia.ca/Gordon-Heights.dx553248634999144533) - [Visit Pipes Cove](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295) - [Visit Hampton Bays](https://www.expedia.ca/Hampton-Bays.dx183681) - [Visit Hamptons](https://www.expedia.ca/Hamptons.dx6056452) - [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Visit Lion Head Beach](https://www.expedia.ca/Lion-Head-Beach.dx553248635976395221) - [Visit Mastic Beach](https://www.expedia.ca/Mastic-Beach.dx6327542) - [Visit Middle Island](https://www.expedia.ca/Middle-Island.dx3000449083) - [Visit Culloden Shores](https://www.expedia.ca/Montauk-Culloden-Shores.dx553248635976472450) - [Visit Montauk](https://www.expedia.ca/Montauk.dx10637) - [Visit Napeague](https://www.expedia.ca/Napeague.dx553248634999149912) - [Visit North Fork](https://www.expedia.ca/North-Fork.dx553248635074841663) - [Visit North Haven](https://www.expedia.ca/North-Haven.dx553248634998589872) - [Orient Vacations](https://www.expedia.ca/Orient.d6326191.Destination-Travel-Guides) - [Visit Quogue](https://www.expedia.ca/Quogue.dx183707) - [Visit Bay Point](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151) - [Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327) - [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) - [Visit Shinnecock Hills](https://www.expedia.ca/Shinnecock-Hills.dx553248634998586593) - [Visit Shinnecock Reservation](https://www.expedia.ca/Shinnecock-Reservation.dx553248634998728494) - [Visit Southampton](https://www.expedia.ca/Southampton.dx6782) - [Visit Suffolk County](https://www.expedia.ca/Suffolk-County.dx553248635083916458) - [Visit Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton.dx553248634998945224) - [Visit Wainscott Woods](https://www.expedia.ca/Wainscott-Woods.dx553248635976471516) - [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) - [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities) - [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities) - Cities near Shelter Island - Places of interest [East Hampton](https://expedia.ca/East-Hampton.dx1524)[Sag Harbor](https://expedia.ca/Sag-Harbor.dx154327)[East Marion](https://expedia.ca/East-Marion.dx6069914)[North Haven](https://expedia.ca/North-Haven.dx553248634998589872)[Dering Harbor](https://expedia.ca/Dering-Harbor.dx553248634998885605)[Greenport West](https://expedia.ca/Greenport-West.dx553248635975876381) - [Havens House](https://expedia.ca/Havens-House-Shelter-Island.d6232745.Vacation-Attraction) - [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) ![](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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)