Title: 5 Stars Hotels in Wainscott, New York from CA $426 - Find Cheap Wainscott Hotels With 5 Stars | Expedia.ca [Wainscott Travel Guide](https://expedia.ca/Wainscott.dx6046784)[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)[Flights to Wainscott](https://expedia.ca/Cheap-Flights-To-Wainscott.d6046784.Travel-Guide-Flights)[Things to do in Wainscott](https://expedia.ca/Things-To-Do-In-Wainscott.d6046784.Travel-Guide-Activities)[Wainscott Car Rentals](https://expedia.ca/Car-Rentals-In-Wainscott.d6046784.Car-Rental-Guide)[Wainscott Vacation Packages](https://expedia.ca/Wainscott.d6046784.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/f54a09d2ea13aa6d589bee6eb9eaff7c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Miriam Marcus # 5 Stars Hotels in Wainscott, New York from CA $426 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Wainscott 5 Star Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-10-19&endDate=2025-10-20&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-10-20&endDate=2025-10-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wainscott 5 Star Hotels ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/e0e0def6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Graybarn Cottage | Room amenity](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1d639007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/f6e6bd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Graybarn Cottage | Living area](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1fbed560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill House Inn North Main Street Historic District 9.0/10 Wonderful (70) "Great experience at a wonderful property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $456 CA $573 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information) ![House | Outdoor pool](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/23f4590c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Staircase](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/96fc375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Gazebo](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/de3513ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Front of property](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/61df3ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Newmark Holiday home 7 BestStayz.1 Sagaponack [](https://www.expedia.ca/Sagaponack-Hotels-Casa-Newmark-Holiday-Home-7-BestStayz1.h32411044.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Wainscott-Hotels.s50-0-d6046784.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Wainscott-Hotels.s50-0-d6046784.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Wainscott. ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Gurney's Montauk Resort & Seawater Spa 290 Old Montauk Highway, Montauk, NY CA $378 CA $517 total Nov 4 - Nov 5 includes taxes & fees 8.2/10 Very Good! (671 reviews) [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sound View Greenport 58775 County Rd 48, Greenport, NY CA $313 CA $426 total Oct 26 - Oct 27 includes taxes & fees 8.4/10 Very Good! (579 reviews) [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Marram](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marram 21 Oceanview Terrace, Montauk, NY CA $278 CA $446 total Nov 16 - Nov 17 includes taxes & fees 8.6/10 Excellent! (237 reviews) [](https://expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information) Still don't see what you're looking for? [See all properties in Wainscott.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=6046784&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=6046784&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=6046784&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=6046784&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=6046784&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025®ionId=6046784&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Wainscott Tucked between East Hampton and Bridgehampton, this Hamptons hamlet offers pristine beaches with gentle waves perfect for families. Rent bikes to explore Wainscott's farm stands selling local produce, then visit nearby Sag Harbour for boutique shopping and waterfront dining. [See all hotels in Wainscott](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&adults=2®ionId=6046784) ![](https://mediaim.expedia.com/destination/2/f54a09d2ea13aa6d589bee6eb9eaff7c.jpg?impolicy=fcrop&w=655&h=655&p=1&q=high) Photo by Miriam Marcus ## Top Wainscott Hotel Reviews ## Find out more about Wainscott ## Five Star Hotels in Wainscott There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Wainscott so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Wainscott and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Wainscott Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Wainscott The results are in, and Wainscott 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Wainscott! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Wainscott today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Wainscott? > The amount you pay for a 5-star hotel in Wainscott can vary according to when you decide to travel and how long you plan to stay, among other factors. Take advantage of our price per night filter and other search tools to find the best rate on a plush stay. > > > > - Search for the lowest price per night from CA $426 ### What makes a hotel 5 stars in Wainscott? > From gourmet dining venues and 24-hour gyms to pools and luxury bedding, the 5-star experience in Wainscott is all about comfort and luxury. But it requires more than just top-notch amenities to receive a 5-star rating. Hotels must also deliver superior guest-centric services like in-room beauty treatments, dry cleaning and laundry and room service any time day or night. ### Are there any 5-star all-inclusive resorts in Wainscott? > Find a luxury escape that includes your lodging, meals, drinks and entertainment in Wainscott with the help of our filter tool. Search for properties rated 5 stars and select the "All inclusive" filter. Be sure to check what's included in the purchase price. 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[Resorts in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Resort-Hotels.d553248634998945224-aaResortHotels.Travel-Guide-Accommodation) - [Wainscott Woods Hotels](https://www.expedia.ca/Wainscott-Woods-Hotels.d553248635976471516.Travel-Guide-Hotels) - [Vacation Homes in Wainscott Woods](https://www.expedia.ca/Wainscott-Woods-Private-Vacation-Homes.d553248635976471516-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels) - [Flights from Bridgehampton](https://www.expedia.ca/lp/flights/6130684/flights-from-bridgehampton) - [Flights from Atlanta (ATL) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/atl/hto/atlanta-to-east-hampton) - [Flights from Buffalo (BUF) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/buf/hto/buffalo-to-east-hampton) - [Flights from Chattanooga (CHA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/cha/hto/chattanooga-to-east-hampton) - [Flights from Washington (DCA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/dca/hto/washington-to-east-hampton) - [Flights from Dallas (DFW) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/dfw/hto/dallas-to-east-hampton) - [Flights from Great Barrington (GBR) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/gbr/hto/great-barrington-to-east-hampton) - [Flights from New London (GON) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/gon/hto/new-london-to-east-hampton) - [Flights from New York (JFK) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/jfk/hto/new-york-to-east-hampton) - [Flights from Las Vegas (LAS) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/las/hto/las-vegas-to-east-hampton) - [Flights from Los Angeles (LAX) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/lax/hto/los-angeles-to-east-hampton) - [Flights from New York (LGA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/lga/hto/new-york-to-east-hampton) - 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[Flights from Edmonton (YEA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/yea/hto/edmonton-to-east-hampton) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Visit Bridgehampton](https://www.expedia.ca/Bridgehampton.dx6130684) - [East Hampton Main Beach](https://www.expedia.ca/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction) - [Georgica Beach](https://www.expedia.ca/Georgica-Beach-East-Hampton.d553248621554185025.Vacation-Attraction) - [Visit Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton.dx553248634998945224) - [Visit Wainscott Woods](https://www.expedia.ca/Wainscott-Woods.dx553248635976471516) - [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) - [Car rental Bridgehampton](https://www.expedia.ca/Car-Rentals-In-Bridgehampton.d6130684.Car-Rental-Guide) - [Rental cars East Hampton airport](https://www.expedia.ca/Car-Rentals-In-East-Hampton.d6069886.Car-Rental-Guide) - [Enterprise Rental Cars in East Hampton](https://www.expedia.ca/Enterprise-Car-Rentals-In-East-Hampton.d6069886-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in East Hampton](https://www.expedia.ca/Hertz-Car-Rentals-In-East-Hampton.d6069886-c40.Car-Rental-Guide-Suppliers) - [Bridgehampton Vacation Rentals](https://www.expedia.ca/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals) - [Sagaponack Vacation Rentals](https://www.expedia.ca/Sagaponack-Vacation-Rentals.d3000449529.Travel-Guide-VacationRentals) - [Things to do in Bridgehampton](https://www.expedia.ca/Things-To-Do-In-Bridgehampton.d6130684.Travel-Guide-Activities) - [Book 5 Star Hotels in Wainscott on Expedia.com](https://www.expedia.com/5Star-Wainscott-Hotels.s50-0-d6046784.Travel-Guide-Filter-Hotels)