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 $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) * * * ## Shorewood Hotel Deals ![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 6 - Oct 7 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! (1,001 reviews) "Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids" Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F10%2F2025&endDate=07%2F10%2F2025&selected=12143&PinnedHotelID=12143&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 $438 CA $598 total Nov 3 - Nov 4 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=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=553248635976481937) ![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 $150 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! (1,011 reviews) "Liked having and using pool. didn't realize there would be a swimming lesson going on at same time. As this was a quick stop over on our way to Bar Harbor, it fit our needs. Since the room was on the street side it was a bit noisy even with fan running all the time. The room was clean and comfortable ..." Reviewed on Sep 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=3988&PinnedHotelID=3988&HadPinnedHotel=true®ionId=553248635976481937) ![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 Fully refundableReserve now, pay when you stay CA $347 CA $464 total Oct 27 - Oct 28 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! (574 reviews) "Clean and beautiful view" Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%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 $162 CA $220 total Nov 2 - Nov 3 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! (944 reviews) "Really more of a motel not a hotel. Room was basic but adequate and clean. Close to Southampton. They were fully booked on one of the weekend days of our stay so rate that night was high for this type of lodging." Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=447803&PinnedHotelID=447803&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 CA $388 CA $481 total Nov 2 - Nov 3 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! (1,014 reviews) "My husband used the spa and said it was excellent. The housekeeping staff was generally good - -forgot some tasks a couple of times. Front of the house staff excellent. Special shoutout to Jack!! Very surprised that there was no inroom safe. Bathroom needs a remodel -needs taller counters…as well ..." Reviewed on Sep 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=38715&PinnedHotelID=38715&HadPinnedHotel=true®ionId=553248635976481937) [See all 4,015 properties in Shorewood](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=04%2F10%2F2025&endDate=05%2F10%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=2025-10-03&endDate=2025-10-04) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-03&endDate=2025-10-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-03&endDate=2025-10-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-03&endDate=2025-10-04)[Oct 3 - Oct 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-03&endDate=2025-10-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-04&endDate=2025-10-05) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-04&endDate=2025-10-05) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-04&endDate=2025-10-05) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-04&endDate=2025-10-05)[Oct 4 - Oct 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=2025-10-04&endDate=2025-10-05) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025)[Oct 3 - Oct 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976481937&startDate=03%2F10%2F2025&endDate=05%2F10%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 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) ### 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) * * * * * * - [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,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)