Title: Wainscott Vacation Packages & Trips 2026 from CA $886 | 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 $886 per person Jun 2 - Jun 5 found 7 hours ago Roundtrip flight included Calgary (YYC) to New York (LGA) 9/10 Wonderful! (80 reviews) Great stay in winter and I'm sure this place is popular for beach access in the summer. I loved the super soft towels and kitchenette. A couple of improvements: -Probably time to change the mattress in Rm 2\. It is very misshapen with a large dent where many people have slept. -Weather seal the doors for better energy efficiency and to keep the temp in the room more manageable. Reviewed on Mar 20, 2026 ![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sagaponack CA $1,440 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to New York (LGA) 8.8/10 Excellent! (228 reviews) Wonderful! What a beautiful property, room and the location is perfection! Reviewed on Mar 29, 2026 ## 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 $242 CA $325 total Apr 26 - Apr 27 includes taxes & fees 8.8/10 Excellent! (234 reviews) Wonderful! What a beautiful property, room and the location is perfection! Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%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 $501 CA $1,562 total Apr 8 - Apr 9 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=08%2F04%2F2026&endDate=09%2F04%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 $772 CA $1,059 total Apr 30 - May 1 includes taxes & fees 8.4/10 Very Good! (749 reviews) Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back. Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F04%2F2026&endDate=01%2F05%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=6046784) [See all 4,195 properties in Wainscott](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%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