Title: Dering Harbor Vacation Packages & Trips 2025/2026 from CA $807 | Expedia.ca [Dering Harbor Travel Guide](https://expedia.ca/Dering-Harbor.dx553248634998885605)[Hotels in Dering Harbor](https://expedia.ca/Dering-Harbor-Hotels.d553248634998885605.Travel-Guide-Hotels)[Vacation Rentals in Dering Harbor](https://expedia.ca/Dering-Harbor-Vacation-Rentals.d553248634998885605.Travel-Guide-VacationRentals)[Dering Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Dering-Harbor.d553248634998885605.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) # Dering Harbor 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 #### Your Dering Harbor Vacation Say goodbye to the stress of planning and hello to a Dering Harbor vacation package. With the finer details organized before you leave, you can focus on discovering this city, starting with Orient Point, which is good for views, fishing and nature. Love to explore? [67 Steps Beach](https://www.expedia.ca/67-Steps-Beach-Greenport.d553248626388140598.Vacation-Attraction), [Railroad Museum of Long Island](https://www.expedia.ca/Railroad-Museum-Of-Long-Island-Pipes-Cove.d6327144.Vacation-Attraction) and [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) are some of the top-rated places to visit during your trip to Dering Harbor. Don't put off your visit to this destination any longer. Your dream Dering Harbor vacation is a few clicks away with Expedia. ## Top Dering Harbor Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Jersey City on the Hudson Downtown Jersey City CA $807 per person Dec 26 - Dec 29 found 20 hours ago Roundtrip non-stop flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,546 reviews) Great property and with an excellent view. Loved it Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-29/?FromAirport=YTO&Destination=EWR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=880227&paandie=true&dealMarker=KQD9kewTqX9lPN6lcr1zAwhGQH7iR1UF0zNKfaOyMODoqD9f-ekmLtTr1FQjZZeM) ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $1,105 per person Jan 11 - Jan 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (2,030 reviews) Nice place to stay in the city Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-18/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12627948&paandie=true&dealMarker=jk_TQqCisuQM_qQ5MM00DgTSX9akY41Q9Fymzc-ZkDgDhEXIrkaMCOENP__uNI-M) ![NobleDEN Hotel](https://images.trvl-media.com/lodging/9000000/8690000/8682300/8682234/cb1dc844_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### NobleDEN Hotel Manhattan CA $1,189 per person Jan 11 - Jan 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.8/10 Exceptional! (1,377 reviews) The balcony we got was a view of ugly dirty rooftops with air conditioners and nothing more than that.. I would love to give this property of five star review but the fact of the matter is the picture is make the rooms look much bigger than they are. It doesn't say much about the sink being in the middle of the room and not having an actual bathroom. The beds are extremely hard and the quarters are close. For a boutique hotel with somebody who's not picky about the beds and just wants to be in Little Italy I'm sure it's fine but for us it would not work but I'm extremely grateful that they gave us a refund despite the fact that it was a non-refundable booking. I also credit Expedia and our platinum membership for that. The front desk and the management was very helpful with that and I appreciated it very much. If not for that it would have ruined our whole trip cuz I was traveling with my mother and we have specific needs. So Props to them for that. Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-18/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8682234&paandie=true&dealMarker=jk_TQqCisuQM_qQ5MM00DnAArpz9ZGtloILfDYkXXHt24uq92p6oxOi-Z8ZfAOuI) ![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 $2,259 per person Dec 30 - Jan 2 found 17 hours ago Roundtrip flight included Toronto (YTZ) to New York (JFK) 8.8/10 Excellent! (1,012 reviews) Nice hotel , needs a bit of tender love and care ! Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-02/?FromAirport=YTZ&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&dealMarker=DHa2aNVxr0muOXCRcAKQ28LPDHGRwrvrFgy42T4Aw2g7eMKc0Lpls191KO9GRDul) ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan CA $1,144 per person Jan 11 - Jan 18 found 11 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (3,359 reviews) Great location right in Times Square, a little sketchy in some of the third party operations Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-18/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=60677495&paandie=true&dealMarker=70ho5yefzeO7qt7lIWOBWfSRElAivp7P2YNARmiplj9jjt9THG0S1w3EAlybHc8F) ## Ready to book your vacation to Dering Harbor? Choose your dates ## Dering Harbor 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 Fully refundableReserve now, pay when you stay CA $110 CA $127 total Nov 5 - Nov 6 includes taxes & fees 7.8/10 Good! (1,017 reviews) Staff was very helpful and room was nice and clean. Reviewed on Oct 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=553248634998885605) ![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 $336 CA $421 total Nov 6 - Nov 7 includes taxes & fees 9.4/10 Exceptional! (1,012 reviews) Location Reviewed on Oct 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F11%2F2025&endDate=07%2F11%2F2025&selected=38715&PinnedHotelID=38715&HadPinnedHotel=true®ionId=553248634998885605) ![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 $339 CA $455 total Oct 26 - Oct 27 includes taxes & fees 8.4/10 Very Good! (579 reviews) There was some deck furniture that needed repair. No microwave?? Why? Reviewed on Oct 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=15273178&PinnedHotelID=15273178&HadPinnedHotel=true®ionId=553248634998885605) [See all 3,977 properties in Dering Harbor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=553248634998885605) 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) ### Discover the most popular places to visit in Dering Harbor #### 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) ### What to do in Dering Harbor ![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) ![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 $195 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 Dering Harbor](https://expedia.ca/things-to-do/search?rid=553248634998885605) ## Explore a world of travel with Expedia \* 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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)