Title: Shorewood Vacation Packages & Trips 2025 from $549 | 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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Shorewood Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Shorewood Price found within the past 48 hours. Click for updated prices. ![Hotel 27 by LuxUrban](https://images.trvl-media.com/lodging/3000000/2790000/2781600/2781573/05285726_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel 27 by LuxUrban Manhattan CA $859 per person Nov 6 - Nov 11 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 7.6/10 Good! (880 reviews) Bare minimum. Convenient and nice location, however room felt dirty. Arrived and only 1 bath towel, no face clothes or shower mat, no extra pillow cases for extra pillows. Fine if you’re in and out but even then I would pay more for a nicer spot next time. Unfortunately was a regret. Cleaning staff was lovely but besides that mediocre at best. Reviewed on Sep 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-11/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2781573&paandie=true&dealMarker=N_aAZewL-A0VOa_cdE5OUlkGcYz57RO7OWTtQnvpj22jMPwQj8cIxxiiALnlrf1f) ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $2,391 per person Oct 24 - Oct 27 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,012 reviews) I had sent two messages to the hotel to check that I had booked the right room type to see the full view ranging from the Brooklyn Bridge, city skyline and all the way to the Statue of Liberty. It is my fault for not following up for a response because I ended up having to choose between the room they gave me (bridge view only) or partial skyline and statue. I chose the statue view but was disappointed as I paid the amount I did expecting the full view. My mistake, not the hotel’s but if you send a message requiring a response, you may not get one. My advise - FOLLOW UP!!! Also, if you have a camera that is anything other than an iPhone, they will not let you use it on the property (from the outside at least). There is mention of this on their website (if it would occur to you to check for such things) but it merely states that no professional photography is permitted without a contract with the property (it does not however state that a camera cannot be used at all) so I was again disappointed to find that this extends to using a hand held fairly basic camera. Most people use their phones I realize, but this is something to be aware of if you plan to use an actual camera or God forbid any type of zoom lense to capture the amazing view. The elevator keys are temperamental and on one occasion I was trapped in the elevator until someone else entered but the staff I encountered were all really friendly and overall it is a really nice hotel in a great location. Reviewed on Sep 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-24/2025-10-27/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&dealMarker=YU1aUEPkRQYWoFGRRYGiPkAkamTwu2X_8Fs9R7i6qrHTkEyjrjeQ1g1Cr4tDReYO) ![Harpoon House](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/27aa2ee0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harpoon House CA $1,367 per person Nov 22 - Nov 29 found 4 hours ago Roundtrip non-stop flight included Toronto (YYZ) to New York (JFK) 8.2/10 Very Good! (134 reviews) Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. Reviewed on Aug 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YYZ&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=36879849&paandie=true&dealMarker=QDWsZYscrOL2InJfbfUJeKKFgQ7jwIXRGA64aof7bXHQCY2GdE-UgtVoU8NyM0TE) ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/9f9215cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn At Fox Hollow Hotel CA $1,319 per person Nov 26 - Dec 2 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (1,006 reviews) Enjoyed our stay! Just enough outside of the big apple to enjoy both areas. Reviewed on Sep 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-12-02/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=871849&paandie=true&dealMarker=fa48O9aInqx_DPbOxbpuJj74M_zmmcMfLsvZMkTdPqVFd4hO-swJvk4yUmYAwqEx) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sound View Greenport CA $1,321 per person Nov 22 - Nov 29 found 4 hours ago Roundtrip non-stop flight included Toronto (YYZ) to New York (JFK) 8.4/10 Very Good! (564 reviews) Clean and beautiful view Reviewed on Sep 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YYZ&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15273178&paandie=true&dealMarker=0CUTPSNhzaZj8Mgk2M1iZNXC7xG6MLJZKmNg4DDrARgQXTnQRLjAOKq9V2o6K1e1) ## Where to stay in Shorewood Find the best Shorewood areas and neighborhoods for the activities you enjoy most. [Learn more about Shorewood](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) ### 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. [Find hotel + flight trips in Menantic Creek](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Menantic%20Creek&DestID=553248635976481214&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![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. [Find hotel + flight trips in Silver Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Silver%20Beach&DestID=553248635976481903&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![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. [Find hotel + flight trips in Coecles Harbor](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Coecles%20Harbor&DestID=553248635976480820&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![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. [Find hotel + flight trips in Hay Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Hay%20Beach&DestID=553248635976470037&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![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. [Find hotel + flight trips in Montclair Colony](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Montclair%20Colony&DestID=553248635976473165&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## 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 $375 CA $496 total Sep 22 - Sep 23 includes taxes & fees 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 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 $197 CA $259 total Oct 16 - Oct 17 includes taxes & fees 7/10 Good! (937 reviews) "clean and ok! Beds ok. Service nice. not top rank, but good equivalent for the price!!!" Reviewed on Sep 16, 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 $736 CA $1,005 total Sep 29 - Sep 30 includes taxes & fees 8.2/10 Very Good! (667 reviews) "Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay." Reviewed on Sep 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F09%2F2025&endDate=30%2F09%2F2025&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=553248635976481937) [See all 4,031 properties in Shorewood](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F09%2F2025&endDate=19%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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Shorewood vacation package cost? > Chart your own course with our Shorewood vacation packages, which start from just CA $859. Handpick the flights and hotels that suit your travel plans. Then, add on one or two enriching experiences to round off your unique getaway. ### How do I get a cheap travel package to Shorewood? > Creating your own Shorewood vacation package with Expedia is a great way to save. We have more than 550 partner airlines and 1,000,000 properties around the world. With such a fabulous range to choose from, you'll have no difficulty putting together your perfect trip. ### Where should I stay in Shorewood? > With fascinating attractions such as Gardiners Bay Country Club and Shell Beach in this neighborhood, look for a hotel positioned near either one. Shelter Island Historical Society is another Shorewood sight that draws in the crowds. ### How far in advance should I book my Shorewood vacation? > It's tricky picking the ideal time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't stress. Low prices appear from time to time within a few weeks of departure dates. ### What does an Expedia Shorewood travel package include? > From hotels and flights to car rentals, Expedia can help you craft a Shorewood package that's right for you. Vacationing for a week or two? Consider a flight, rental car and hotel bundle. If your break is short, a flight and hotel deal may be more your style. Tours and activities can be added once you've made your booking. Our packages make it simple to save and plan. ### What should I know before booking a Shorewood travel package? > Whether it's relaxation or adventure you're craving, a Shorewood vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the more you'll save! ### Can I choose my airline with a Shorewood Expedia vacation package? > Most definitely. Expedia has over 550 partner airlines to pick from worldwide. With so many choices, finding the perfect carrier to whisk you off to Shorewood will be easy. ### If I'm not able to travel, can I cancel my Shorewood vacation package? > Plans can change suddenly, so yes, you can. You may be able to cancel or change your Shorewood vacation package for free if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your car rental company, hotel or airline may impose a fee. Looking for more information? Look up our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105). We'll help make sure your trip goes off without a hitch. ### Discover the most popular places to visit in Shorewood #### Havens House You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries. [](https://expedia.ca/Havens-House-Shelter-Island.d6232745.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/search?rid=553248635976481937) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](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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)