Title: Sagaponack Vacation Packages & Trips 2026 from CA $786 | Expedia.ca [Hotels in Sagaponack](https://expedia.ca/Sagaponack-Hotels.d3000449529.Travel-Guide-Hotels)[Vacation Rentals in Sagaponack](https://expedia.ca/Sagaponack-Vacation-Rentals.d3000449529.Travel-Guide-VacationRentals)[Sagaponack Car Rentals](https://expedia.ca/Car-Rentals-In-Sagaponack.d3000449529.Car-Rental-Guide) ![](https://images.trvl-media.com/place/3000449529/34b0393d-a9ec-4da8-8884-94e9ad02753c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sagaponack 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 Sagaponack Vacation Say goodbye to the stress of planning and hello to a Sagaponack vacation package. With the finer details organized before you leave, you can focus on discovering this city, starting with Village of Southampton, which is great for history, coastal beaches and culture. Make your trip to Sagaponack even more fun by going sightseeing. [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction), [Sag Harbor Marine Park](https://www.expedia.ca/Sag-Harbor-Marine-Park-Sag-Harbor.d6327316.Vacation-Attraction) and [Parrish Art Museum](https://www.expedia.ca/Parrish-Art-Museum-Water-Mill.d6326954.Vacation-Attraction) are among the major attractions worth exploring. A couple of quick clicks is all it takes to create a customized Sagaponack vacation on Expedia. ## Top Sagaponack Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Wyndham Southbury](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Southbury CA $786 per person Mar 25 - Mar 27 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to New Haven (HVN) 8.2/10 Very Good! (1,018 reviews) We’ve stayed here before. This was not the best experience. The pool was gross. Both grandkids got rashes. Didn’t always have clean pool towels available. Pool area is filthy gross. Room was good. Had to ask for clean towels after 3 days. No coffee replenishment for in room coffee maker. Front desk staff were very welcoming and helpful. They were the best part. Reviewed on Feb 17, 2026 ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! North End CA $1,843 per person Apr 13 - Apr 16 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) No reviews ![Clarion Inn](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/36377da0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Clarion Inn CA $796 per person Mar 25 - Mar 27 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to New Haven (HVN) 7.6/10 Good! (1,002 reviews) Amazing staff and rooms Reviewed on Feb 15, 2026 ![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Madison Beach Hotel Madison Center CA $1,585 per person Apr 3 - Apr 5 found 5 hours ago Roundtrip flight included Québec (YQB) to New Haven (HVN) 9.4/10 Exceptional! (336 reviews) beautiful room and views Reviewed on Dec 13, 2025 ![Hotel Marcel New Haven, Tapestry Collection By Hilton](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Marcel New Haven, Tapestry Collection By Hilton Long Wharf CA $1,187 per person Apr 3 - Apr 5 found 5 hours ago Roundtrip flight included Québec (YQB) to New Haven (HVN) 9.4/10 Exceptional! (841 reviews) Great and pleasant this time around only has a tag issues with the light it was not working in our room only two sets Reviewed on Feb 20, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_3000449529) ## Ready to book your vacation to Sagaponack? Choose your dates ## Sagaponack Hotel Deals ![Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available ](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/e4971697_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available Sag Harbor NY 10/10 Exceptional! (90 reviews) Jay was very thorough, responsive, and helpful in providing information about the house and the area. The house was spacious and clean with plenty of comfortable sleeping space for all 13 people in our group. All promised features (the hot tub, the video games, the gym equiptment, then kitchen appliances, ... Reviewed on Jan 28, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F03%2F2026&endDate=08%2F03%2F2026&selected=28067732&PinnedHotelID=28067732&HadPinnedHotel=true®ionId=3000449529) [](https://expedia.ca/Hotel-Search?startDate=07%2F03%2F2026&endDate=08%2F03%2F2026&selected=28067732&PinnedHotelID=28067732&HadPinnedHotel=true®ionId=3000449529) ![Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa](https://images.trvl-media.com/lodging/27000000/26710000/26709000/26708924/w1809h1020x2y0-d4666edc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa Sagaponack NY 10/10 Exceptional! (104 reviews) We had a wonderful time. Michael is a great host. He was easy and quick to reach and very helpful if we had questions. The house was fully equipped and well stocked for a large group, and the location was great. I would highly recommend staying there. Reviewed on Dec 3, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F03%2F2026&endDate=08%2F03%2F2026&selected=26708924&PinnedHotelID=26708924&HadPinnedHotel=true®ionId=3000449529) [](https://expedia.ca/Hotel-Search?startDate=07%2F03%2F2026&endDate=08%2F03%2F2026&selected=26708924&PinnedHotelID=26708924&HadPinnedHotel=true®ionId=3000449529) ![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 $392 CA $538 total Feb 23 - Feb 24 includes taxes & fees 8.4/10 Very Good! (729 reviews) The room Was ready early and spotless The stuffy lobsters for the girls was a nice touch Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=3000449529) [See all 4,149 properties in Sagaponack](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=22%2F02%2F2026&endDate=23%2F02%2F2026®ionId=3000449529) 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 Sagaponack ![Wolffer Estates Vineyard](https://images.trvl-media.com/place/6064497/a693634a-7a1e-49ed-b4f2-24d7d95f8a1e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wolffer Estates Vineyard Discover the country charm of the Hamptons by visiting this European-style winery with nearby equestrian center, outdoor wine bar and classy restaurants. [](https://expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) ### What to do in Sagaponack ![East Hampton Shops](https://mediaim.expedia.com/localexpert/691732/ee4533c8-13fa-4c8f-94a4-df282ec83489.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Hamptons Private Day Trip from New York City CA $1,772 per traveller [](https://expedia.ca/things-to-do/hamptons-private-day-trip-from-new-york-city.a691732.activity-details) ![Wine and grapes against the sea](https://mediaim.expedia.com/localexpert/1381172/1aab586f-aafa-4638-b216-8c88ceec22f3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Hamptons and Long Island Wineries Private Tour CA $1,772 per traveller [](https://expedia.ca/things-to-do/the-hamptons-and-long-island-wineries-private-tour.a1381172.activity-details) [See all activities in Sagaponack](https://expedia.ca/things-to-do/search?rid=3000449529) ## 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