Title: Sagaponack Vacation Packages & Trips 2026 from CA $522 | 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. ![Super 8 by Wyndham Old Saybrook](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/820065e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Super 8 by Wyndham Old Saybrook CA $522 per person Mar 18 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 7/10 Good! (905 reviews) Just motel , clean. No breakfast there, no coffee either. At 10 AM nobody showed up into front office for check out. Reviewed on Jan 1, 2026 ![Graduate by Hilton New Haven](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/f203cc93_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton New Haven Downtown New Haven CA $779 per person Mar 18 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 9.2/10 Wonderful! (908 reviews) Loved everything about the hotel - great location, quaint and cozy rooms, clean, friendly staff and lots of character! Reviewed on Feb 12, 2026 ### Landing Modern 2bd, Gym West New Haven CA $781 per person Mar 18 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) No reviews ![Comfort Inn Naugatuck-Shelton, CT](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932357/fcd29dce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn Naugatuck-Shelton, CT CA $628 per person Mar 18 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 7.8/10 Good! (729 reviews) Everything was great and the price matched. I am a nurse and had to stay through the storm. Reviewed on Jan 28, 2026 ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### New Haven Hotel Downtown New Haven CA $714 per person Mar 18 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 9/10 Wonderful! (1,874 reviews) Great staff, no hot water in floor 2 had to move. Reviewed on Feb 12, 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! (87 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=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=28067732&PinnedHotelID=28067732&HadPinnedHotel=true®ionId=3000449529) [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%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! (89 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=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=26708924&PinnedHotelID=26708924&HadPinnedHotel=true®ionId=3000449529) [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%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 $443 CA $607 total Feb 22 - Feb 23 includes taxes & fees 8.2/10 Very Good! (723 reviews) Room was spotless, staff were great and the resort is top notch!! Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=3000449529) [See all 4,144 properties in Sagaponack](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F02%2F2026&endDate=17%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