Title: Visit Shorewood: Best of Shorewood, Shelter Island Travel 2025 | Expedia Tourism - Expedia.ca [Hotels in Shorewood](https://expedia.ca/Shorewood-Shelter-Island-Hotels.0-n553248635976481937-0.Travel-Guide-Filter-Hotels)[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)[Shorewood Car Rentals](https://expedia.ca/Car-Rentals-In-Shorewood.d553248635976481937.Car-Rental-Guide)[Shorewood Vacations](https://expedia.ca/Shorewood.d553248635976481937.Destination-Travel-Guides) # Shorewood ## Shelter Island ## Visit Shorewood Things to do Hotels Where to stay [Shelter Island travel guide](https://expedia.ca/Shelter-Island.dx157359) * * * ### 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 $191 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) * * * ## Shorewood Hotel Deals ![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 CA $376 CA $497 total Sep 22 - Sep 23 includes taxes & fees Stay at this 4-star 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! (566 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 Sep 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F09%2F2025&endDate=23%2F09%2F2025&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=553248635976481937) ![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 CA $198 CA $260 total Oct 16 - Oct 17 includes taxes & fees Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 7/10 Good! (928 reviews) "Very nice staff and great location" Reviewed on Sep 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F10%2F2025&endDate=17%2F10%2F2025&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=553248635976481937) ![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 $715 CA $977 total Oct 1 - Oct 2 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! (663 reviews) "After Labor Day it’s very quiet and it feels like you have the resort all to yourself." Reviewed on Sep 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F10%2F2025&endDate=02%2F10%2F2025&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=553248635976481937) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saybrook Point Resort & Marina 2 Bridge St, Old Saybrook, CT Fully refundableReserve now, pay when you stay CA $485 CA $592 total Oct 13 - Oct 14 includes taxes & fees Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ... 9.4/10 Exceptional! (1,008 reviews) "My fiancé and I recently spent a few nights at this beautiful hotel by the water in Old Saybrook, and we couldn’t have asked for a more perfect getaway. From start to finish, everything was exceptional. The cleanliness throughout the property was flawless — every space felt fresh, spotless, and well ..." Reviewed on Sep 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&selected=38715&PinnedHotelID=38715&HadPinnedHotel=true®ionId=553248635976481937) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Harbor Front Inn 209 Front St, Greenport, NY CA $262 CA $367 total Oct 2 - Oct 3 includes taxes & fees Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the ... 8.6/10 Excellent! (515 reviews) "Great location ,beautiful hotel,nice staff" Reviewed on Aug 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F10%2F2025&endDate=03%2F10%2F2025&selected=43532300&PinnedHotelID=43532300&HadPinnedHotel=true®ionId=553248635976481937) ![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 $105 CA $121 total Sep 21 - Sep 22 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! (1,000 reviews) "Pros: Decent basic accommodation with restaurants and stores nearby. Friendly staff. Great outdoor area in back of inn. Cons: need light blanket or two in room. Bedspreads are too hot! Overall, we enjoyed our stay here." Reviewed on Sep 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=553248635976481937) [See all 4,036 properties in Shorewood](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=17%2F09%2F2025&endDate=18%2F09%2F2025®ionId=553248635976481937) 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 Shorewood hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-16&endDate=2025-09-17) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-16&endDate=2025-09-17)[Sep 16 - Sep 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-16&endDate=2025-09-17) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-17&endDate=2025-09-18) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-17&endDate=2025-09-18)[Sep 17 - Sep 18](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-09-17&endDate=2025-09-18) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025)[Sep 19 - Sep 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025)[Sep 26 - Sep 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) * * * ### Other neighbourhoods around Shorewood ![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) ### 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) ![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 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) ### 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) * * * - Places of interest - Shorewood Hotels by Star Rating - Shorewood Hotels by Brand - [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) - [Kontokosta Winery](https://expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Pindar Vineyards](https://expedia.ca/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction) - [Shinnecock Nation Cultural Center and Museum](https://expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction) - [Ponquogue Beach](https://expedia.ca/Ponquogue-Beach-Hampton-Bays.d6327142.Vacation-Attraction) - [Georgica Beach](https://expedia.ca/Georgica-Beach-East-Hampton.d553248621554185025.Vacation-Attraction) - [Southampton Arts Center](https://expedia.ca/Southampton-Arts-Center-Southampton.d553248629501562732.Vacation-Attraction) - [Parrish Art Museum](https://expedia.ca/Parrish-Art-Museum-Water-Mill.d6326954.Vacation-Attraction) - [LongHouse Reserve](https://expedia.ca/LongHouse-Reserve-East-Hampton.d6326942.Vacation-Attraction) ### Shorewood Hotels by Star Rating - [2 stars](https://expedia.ca/2Star-Shorewood-Shelter-Island-Hotels.s20-n553248635976481937-0.Travel-Guide-Filter-Hotels) - [3 stars](https://expedia.ca/3Star-Shorewood-Shelter-Island-Hotels.s30-n553248635976481937-0.Travel-Guide-Filter-Hotels) - [4 stars](https://expedia.ca/4Star-Shorewood-Shelter-Island-Hotels.s40-n553248635976481937-0.Travel-Guide-Filter-Hotels) - [5 stars](https://expedia.ca/5Star-Shorewood-Shelter-Island-Hotels.s50-n553248635976481937-0.Travel-Guide-Filter-Hotels) ### Shorewood Hotels by Brand - [Independent](https://expedia.ca/Shorewood-Shelter-Island-Hotels-Independent.0-n553248635976481937-0--bIndependent.Travel-Guide-Filter-Hotels) * * * - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Shorewood ![](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,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFAElEQVR4Xu3bPXLjOBBAYbgcKNwj8Cg6GnU0HoVH2FCBSr3uHzZAmlZV19RsIL+XmG4B+JjRnLGb/A+14+BvBFIKpBRIKZBSIKVASoGUAikFUgqkFEgpkFIgpUBKgZQCKQVSCqQUSCmQUiClQEqBlAIpBVIKpBRIKZBSA/Johyad3to/8ozBsOpDZNlWfY1m+TfWZHM/GQQEBMSbdAoCAnJA5v6dBCK+/Sp3/ZInGnLxBX2U7c8CAQEB0UD6KAMBibXWxZHzE0/KVVZszEAOgYA0EJAI5BBIrG1fr9gSiH73qW/dlj32RVa9BgFpICARSAMBaX+GiJ/4oRd2YvZURHKVgICA6AWILuqXID4AmXQK8grp5XbLtous+ozXE/ut2GM/kAwEREBAjh+AeCAgckT2Tb7Wti9+4qvRobmfDHIyOjT3k0FORofmfjLIyejQ3E8GORkdmvvJICejQ3M/GeRkdGjuJw/IebdtU5zYCySe8a8CEZDTQMZABOQ0kLF3Rp55Ym7v/5x9eqI946O7rpn6ZxbIGAgIiI+u+hUEZOzXIrdm/5u8KCKy6ok6aorYdkNiZLeSq8Y/QbbREIgFAgICAgISDchDV/S1rU3D09tcHUVPda011w+30obHPggICMgWiDdvS0FA9shFB/tnvC52N4pRPPb7xhgNgfQRCIhvjNEQSB+BgPjGGA29OTI+qnVk3fXl2Vbl73dF/VasXJWBgICAgFi5KgMBEV/7oRdxYm/xAyb/zpBYtToSd2fZaAgEREBAQPxjEBDrO2JdxN6UIztRF3uzxJ8yXY4br75qyrkHYoFEIL5qyrkHYoFEIL5qyrn3rohmj+r+9M6RtYaj7rIh8W5u3bcFX7eSgYBEIH4NAuIDDQTkoR/Yy/Piyyaf2wM93DhxROJW+mNfN9pZGQgICAgICMjPSDyqF73KeUe0z+/v03F3W3HWnAeA+EhA9GrZ1logeQCIjwREr5ZtrQWSB7wxYk9v2U5sw/aLnjh26too3AykgfhCkGEEAmKBNJDYrGutVa9nv14U0dGnfrEX8ShXPXP/lB96ICAg2yqQBrIPBOSRa6/2iTdLPOObvjyvPrLMHU60jXdfZbeSgQgISAQCAgKi7RHtQ7fbiTGyv1uKJr8Vc6+2f0PiVi7baWMgDcSXgfgCEJAeSAPR7b3cvi/c3qqDdO9u2SgD6YFYICBjIBHIb0b62pje/MSlXdSN7bHKWocTY9V0uGEQEBAQEBCQn5Fj9g/V/UTdLu7aW/fl+8YY7QMBAQHZAjkEAnLSY/eolnBvfl7+JNBXLY6sfncZCMhJICAaCAjIw/f2pmF0HVbNfpUnNh3Zb1wv28Z9IAKSJ0YgICAeiIDkdivW3pr9ypfIXR/oeaK5dz/TRtayff/qGT/370A8EBABAQHxYuOyff9bENve2sWRcJ96oi52N8oTD+mtgOhikH4JcgwEJAIRkB8Qe3keV2WxSvQnAfs/53js591FICAgOgUBAQHZeo2Ib7fu+vRO5COe8bnbWnSjyKqfzH0MAgIyBAICAvIN6QUi7l638UvEbiWa+xAEBGQXCEgfgoDE9t6k05tfX3375KvsfTp+Esg2N+8uAwEB2QIRkH0gIH8vkFIgpUBKgZQCKQVSCqQUSCmQUiClQEqBlAIpBVIKpBRIKZBSIKVASoGUAikFUgqkFEgpkFIgpUBKgZR6H+Q/kCnsq7p7YRYAAAAASUVORK5CYII=)