Title: Book the Best Hamptons WINERY Hotels in 2025 | Expedia.ca [Hamptons Travel Guide](https://expedia.ca/Hamptons.dx6056452)[Hotels in Hamptons](https://expedia.ca/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)[Vacation Rentals in Hamptons](https://expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)[Flights to Hamptons](https://expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)[Things to do in Hamptons](https://expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)[Hamptons Car Rentals](https://expedia.ca/Car-Rentals-In-Hamptons.d6056452.Car-Rental-Guide)[Hamptons Vacation Packages](https://expedia.ca/Hamptons.d6056452.Destination-Travel-Guides) ![Shadmoor State Park showing a sandy beach and general coastal views as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252390-Montauk.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Hamptons, NY from CA $325 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Hamptons Winery Hotels Tonight [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hamptons Winery Hotels ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/3f4839f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/e9d81899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Single Beds | View from room](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/9125969a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Topping Rose House Bridgehampton 9.2/10 Wonderful (134) "Great location and very comfortable " CA $602 CA $693 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/99260f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/32700dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Georgia Pond Junior Suite](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/386602b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Georgia Pond Junior Suite](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/e9e14566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maidstone East Hampton 8.0/10 Very good (147) "We had a wonderful stay " CA $627 CA $717 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information) ![Room One: Large Queen Guestroom ](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/91afde0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/d3513ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/910fbba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5260000/5255100/5255081/e2912753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hedges Inn East Hampton 9.6/10 Exceptional (71) "Great staff " [](https://www.expedia.ca/East-Hampton-Hotels-The-Hedges-Inn.h5255081.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/3e8af6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d269b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, American cuisine](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d3bf1318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1770 House Restaurant & Inn East Hampton 9.8/10 Exceptional (157) "The staff was incredibly genuine and the property felt intimate and comfortable." CA $453 CA $619 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3520000/3513400/3513339/42fc0243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Bathroom](https://images.trvl-media.com/lodging/4000000/3520000/3513400/3513339/b9e674a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Bathroom shower](https://images.trvl-media.com/lodging/4000000/3520000/3513400/3513339/eb479bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/4000000/3520000/3513400/3513339/795cb1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 380 Inn Wainscott 7.4/10 Good (153) [](https://www.expedia.ca/Wainscott-Hotels-380-Inn.h3513339.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/575a076f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/5466d9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/72a59251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baron's Cove Sag Harbor 9.0/10 Wonderful (289) "staff seemed tired and fed up of people staying!" CA $525 CA $660 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) ![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/1ad86f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/948baf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/6becca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/facf84c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Hampton House Resort East Hampton North 9.0/10 Wonderful (282) "Great location, clean " CA $258 CA $325 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-House-Resort.h4223615.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/c3d577bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/bb9abbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/519e07a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms (No Pets)](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/79b4f744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridgehampton Inn Bridgehampton 9.4/10 Exceptional (216) "Lovely inn, with very accommodating staff. " CA $417 CA $476 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Bridgehampton-Hotels-Bridgehampton-Inn.h9371613.Hotel-Information) ![Boating](https://images.trvl-media.com/lodging/2000000/1120000/1115000/1114941/5c557c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Cottage | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1120000/1115000/1114941/ccd17aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/2000000/1120000/1115000/1114941/1fe795c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage](https://images.trvl-media.com/lodging/2000000/1120000/1115000/1114941/68c79434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EHP Resort & Marina East Hampton 7.4/10 Good (9) "Beautiful property, but no restaurant open for lunch, no pool service, no one to answer calls at front desk. Constant marketing notices." CA $561 CA $705 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/East-Hampton-Hotels-EHP-Resort.h1114941.Hotel-Information) ![Free continental breakfast](https://images.trvl-media.com/lodging/8000000/7290000/7282200/7282139/ebd94379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7290000/7282200/7282139/8ac0c1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/8000000/7290000/7282200/7282139/6238c3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7290000/7282200/7282139/44965137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capri Southampton 6.6/10 (246) "Excellent" CA $433 CA $525 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Southampton-Hotels-Capri.h7282139.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12®ionId=6056452&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Hamptons Hotel Reviews ![Baron's Cove](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e_y.jpg) ### Baron's Cove 10/10 Excellent "Quaint hotel in town. It’s perfect!" 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