Title: Wainscott Vacation Packages & Trips 2026 from CA $819 | Expedia.ca [Hotels in Wainscott](https://expedia.ca/Wainscott-Hotels.d6046784.Travel-Guide-Hotels)[Vacation Rentals in Wainscott](https://expedia.ca/Wainscott-Vacation-Rentals.d6046784.Travel-Guide-VacationRentals)[Wainscott Car Rentals](https://expedia.ca/Car-Rentals-In-Wainscott.d6046784.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6046784/20a21c13-09f9-4231-8e0a-98fb1f8c34ed.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wainscott 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 Wainscott Vacation Book a Wainscott vacation package that includes only the things you need and nothing you don't. Good for history, coastal beaches and culture, think about staying in the neighborhood of Village of Southampton. [East Hampton Main Beach](https://www.expedia.ca/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction), [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) and [Sag Harbor Marine Park](https://www.expedia.ca/Sag-Harbor-Marine-Park-Sag-Harbor.d6327316.Vacation-Attraction) are just a few of the sights worth visiting during your trip to Wainscott. That dream Wainscott vacation is a couple of clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your style. ## Top Wainscott Vacation Deals Price found within the past 48 hours. Click for updated prices. ![DUNE Fairfield Beach](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/276bbdcd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DUNE Fairfield Beach Fairfield Beach CA $819 per person May 4 - May 7 found 21 hours ago Roundtrip flight included Toronto (YTO) to New York (LGA) 9/10 Wonderful! (79 reviews) The room was spotless and cozy and the location couldn't be better! Reviewed on Nov 30, 2025 ![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/d7a51c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Circle Hotel Fairfield Grasmere CA $881 per person Apr 30 - May 4 found 2 hours ago Roundtrip flight included Calgary (YYC) to New York (LGA) 9/10 Wonderful! (1,425 reviews) The check-in process was very easy, and the room was clean. Breakfast offered in the morning was nicely displayed and offered a nice variety of food/beverages. The staff was friendly, as well. Reviewed on Mar 9, 2026 ![Honey Maple Grove BnB](https://images.trvl-media.com/lodging/93000000/92460000/92454000/92453916/7e50419f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Honey Maple Grove BnB CA $1,190 per person May 16 - May 20 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (LGA) 8.4/10 Very Good! (7 reviews) We had a lovely experience. I particularly enjoyed the community breakfast table. The other guest were wonderful as were the conversations (hosts included). Reviewed on Oct 28, 2025 ![](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_6046784) ## Ready to book your vacation to Wainscott? Choose your dates ## Wainscott Hotel Deals ![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Sagaponack 3720 Montauk Hwy Wainscott NY CA $218 CA $297 total Mar 11 - Mar 12 includes taxes & fees 8.8/10 Excellent! (227 reviews) A beautiful property and everyone was friendly Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F03%2F2026&endDate=12%2F03%2F2026&selected=81143153&PinnedHotelID=81143153&HadPinnedHotel=true®ionId=6046784) ![Private, Charming, Lovely Farmhouse in Wainscott, East Hampton ](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/ba8e29ea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Private, Charming, Lovely Farmhouse in Wainscott, East Hampton Wainscott NY CA $488 CA $1,497 total Mar 21 - Mar 22 includes taxes & fees 10/10 Exceptional! (112 reviews) Very clean rooms! Great place to stay! Great area and privacy! Host was wonderful. Would stay there again! Reviewed on Sep 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F03%2F2026&endDate=22%2F03%2F2026&selected=32391262&PinnedHotelID=32391262&HadPinnedHotel=true®ionId=6046784) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Gurney's Montauk Resort & Seawater Spa 290 Old Montauk Highway Montauk NY CA $457 CA $627 total Mar 18 - Mar 19 includes taxes & fees 8.4/10 Very Good! (736 reviews) I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly ... Reviewed on Mar 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=6046784) [See all 4,138 properties in Wainscott](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F03%2F2026&endDate=12%2F03%2F2026®ionId=6046784) 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) ## 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