Title: 5 Stars Hotels in Wainscott, New York from CA $375 - 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) ![Amerikanischer Strand auf Long Island bei New York](https://images.trvl-media.com/place/6046784/20a21c13-09f9-4231-8e0a-98fb1f8c34ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Wainscott, New York from CA $375 - ![](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 [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-06&endDate=2025-12-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-07&endDate=2025-12-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-19&endDate=2025-12-21&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 | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1f2aee03.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) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/f6e6bd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill House Inn Pantigo Road Historic District 9.0/10 Wonderful (73) "We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) margaret CA $415 CA $521 total includes taxes & fees Dec 8 - Dec 9 [](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 | 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) ![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) ### 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 $503 CA $687 total Jan 6 - Jan 7, 2026 includes taxes & fees 8.2/10 Very Good! (694 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 $269 CA $375 total Jan 5 - Jan 6, 2026 includes taxes & fees 8.4/10 Very Good! (596 reviews) [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Montauk Yacht Club](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Montauk Yacht Club 32 Star Island Rd Montauk NY [Get rates](https://expedia.ca/Hotel-Search?startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&selected=6970&PinnedHotelID=6970&HadPinnedHotel=true®ionId=6046784) 8.6/10 Excellent! (1,002 reviews) [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.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=07%2F12%2F2025&endDate=08%2F12%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=07%2F12%2F2025&endDate=08%2F12%2F2025®ionId=6046784&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F12%2F2025&endDate=08%2F12%2F2025®ionId=6046784&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F12%2F2025&endDate=08%2F12%2F2025®ionId=6046784&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F12%2F2025&endDate=08%2F12%2F2025®ionId=6046784&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F12%2F2025&endDate=08%2F12%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=2025-12-20&endDate=2025-12-21&adults=2®ionId=6046784) ![Amerikanischer Strand auf Long Island bei New York](https://images.trvl-media.com/place/6046784/20a21c13-09f9-4231-8e0a-98fb1f8c34ed.jpg?impolicy=fcrop&w=900&h=597&p=1&q=high) ## 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? > - Search for the lowest price per night from CA $375 ### What makes a hotel 5 stars in Wainscott? ### Are there any 5-star all-inclusive resorts in Wainscott? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Hamptons ](https://www.expedia.ca/1Star-Hamptons-Hotels.s10-0-d6056452.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Plandome Heights ](https://www.expedia.ca/1Star-Plandome-Heights-Hotels.s10-0-d553248634998735582.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Lido Beach ](https://www.expedia.ca/2Star-Lido-Beach-Hotels.s20-0-d6287455.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Lindenhurst ](https://www.expedia.ca/2Star-Lindenhurst-Hotels.s20-0-d183693.Travel-Guide-Filter-Hotels) - [2 Star Hotels in North New Hyde Park ](https://www.expedia.ca/2Star-North-New-Hyde-Park-New-Hyde-Park-Hotels.s20-n553248634999001045-0.Travel-Guide-Filter-Hotels) - 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