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) ### Coecles Harbor When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Sunset Beach, 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) ### 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) ### Shorewood While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Sunset Beach and Crescent 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) ## Check Shelter Island hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-28&endDate=2025-10-29) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-28&endDate=2025-10-29) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-28&endDate=2025-10-29) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-28&endDate=2025-10-29)[Oct 28 - Oct 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-28&endDate=2025-10-29) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-29&endDate=2025-10-30) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-29&endDate=2025-10-30) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-29&endDate=2025-10-30) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-29&endDate=2025-10-30)[Oct 29 - Oct 30](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=2025-10-29&endDate=2025-10-30) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&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=157359&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025)[Nov 7 - Nov 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=157359&startDate=07%2F11%2F2025&endDate=09%2F11%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 ![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](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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[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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)