Title: Wainscott Woods B&B: Find the Best Bed and Breakfast from CA $240 | Expedia.ca [Wainscott Woods Travel Guide](https://expedia.ca/Wainscott-Woods.dx553248635976471516)[Hotels in Wainscott Woods](https://expedia.ca/Wainscott-Woods-Hotels.d553248635976471516.Travel-Guide-Hotels)[Vacation Rentals in Wainscott Woods](https://expedia.ca/Wainscott-Woods-Vacation-Rentals.d553248635976471516.Travel-Guide-VacationRentals)[Wainscott Woods Car Rentals](https://expedia.ca/Car-Rentals-In-Wainscott-Woods.d553248635976471516.Car-Rental-Guide)[Wainscott Woods Vacation Packages](https://expedia.ca/Wainscott-Woods.d553248635976471516.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/f54a09d2ea13aa6d589bee6eb9eaff7c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Miriam Marcus # Find a Bed and Breakfast in Wainscott Woods from CA $240 ![](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 prices for these dates Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Wainscott Woods B&B ![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/3be2d342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/9a89f493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sagaponack Wainscott 8.8/10 Excellent (189) "Great stay!" CA $231 CA $321 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/4bc04364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/58d33334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/f0b6b7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/fa5bb1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carole's Place B & B East Quogue 9.8/10 Exceptional (59) "Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return." CA $210 CA $240 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/East-Quogue-Hotels-Caroles-Place-B-B.h24391657.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/4db6535f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/d9c11af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Master Guest Room](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/90421aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/9d3a1088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Hampton Art House Bed & Breakfast Clearwater Beach 9.6/10 Exceptional (64) "Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. " CA $532 CA $608 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-Art-House-Bed-Breakfast.h31007589.Hotel-Information) ![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) ![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 | 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 | Room amenity](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1d639007.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!" CA $455 CA $572 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/98e9a1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast on weekends](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/062f5fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/398ec458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/553f589d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Huntting Inn East Hampton 9.0/10 Wonderful (103) "What a wonderful place to stay! The room was beautiful. The bed was comfortable and the staff were welcoming and helpful. We loved how close it was to town. We also enjoyed the breakfast every morning. The Palm restaurant downstairs was nice to have on property and the food was great. We will definitely stay again!" CA $536 CA $626 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/27aa2ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 King Bed](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/07ed4b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/565c8d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/354f7655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harpoon House Southampton 8.4/10 Very good (143) "Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. " CA $451 CA $516 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/58da24df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/42ef7c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/7af2d0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18640000/18632700/18632615/affe9b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Neck Guesthouse Shelter Island Heights 8.0/10 Very good (37) "Great property! Close to beach and super clean. " CA $501 CA $572 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/9b41c5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/0d06a5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/bce72168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/4fd6cfcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Room w use of pool/tennis in Spacious home Sag Harbor CA $800 CA $1,143 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.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=2025-10-27&endDate=2025-10-28®ionId=553248635976471516&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](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%2FWainscott-Woods-Bed-And-Breakfast.d553248635976471516-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWainscott-Woods-Bed-And-Breakfast.d553248635976471516-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Wainscott Woods Hotel Reviews ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Staffs were so kind. The place was peaceful and it is really a relaxing place to stay especially it is beach front" [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Perfect oceanfront with straight on view. Room newly renovated and exceptionally clean. " [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![The Shoals Suites and Slips](//images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg) ### The Shoals Suites and Slips 10/10 Excellent "Great place, beautiful views! I’ll be back." [](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "Clean and cute" [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Clean room!!" [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg) ### Offshore Montauk 10/10 Excellent "Great place." [](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 10/10 Excellent "Great stay! Lovely people! Great area!" [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Nice views on sunset" [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "Beach view is perfect " [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ## Find out more about Wainscott Woods ## Wainscott Woods B&B information | Number of reviews | 664 | | --- | --- | | Accommodation | 33 B&B | | Lowest Price | CA $240 | | Highest Price | CA $1,143 | ## Frequently asked questions ### Searching for B&Bs in Wainscott Woods? > If you want to find a place to stay with a small number of rooms and a more personalized environment, a B&B might be just the right fit for your vacation to Wainscott Woods. ### How do you know if a B&B is a good option for your stay? > With attentive service, opportunities to interact with the owner, and of course a full breakfast, B&Bs offer a one-of-a-kind environment. ### What are the best B&Bs in Wainscott Woods? > Below are some B&Bs in the area: [The Sagaponack](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information): 0.6 mi (0.9 km) from the heart of Wainscott Woods.[East Hampton Art House Bed & Breakfast](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-Art-House-Bed-Breakfast.h31007589.Hotel-Information): 2 rooms. 8.4 mi (13.5 km) from the downtown core. Enjoy the free full breakfast and fitness center. [Harpoon House](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information): 9 rooms. Situated 8.5 mi (13.6 km) from the heart of Wainscott Woods. Enjoy the bars and unique décor. [Mill House Inn](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information): 10 rooms. 3.6 mi (5.8 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. [The Huntting Inn](https://www.expedia.ca/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information): 19 rooms. Located 3.4 mi (5.5 km) from the core of Wainscott Woods. Enjoy the fireplace in the lobby and bar/lounge. ### When is the best time to stay at a B&B in Wainscott Woods? > When you're dreaming of a escape to Wainscott Woods, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wainscott Woods is 57 inches. ### How can I get to and around Wainscott Woods? > Mapping out your trip in and around Wainscott Woods is easy with these transportation options. Fly into East Hampton, NY (HTO), which is located 0.7 mi (1.1 km) from the city center. You can also search for flights into Montauk, NY (MTP), which is 18.9 mi (30.5 km) away. 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[Flights from Plattsburgh (PBG) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/pbg/hto/plattsburgh-to-east-hampton) - [Flights from Fort Myers (RSW) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/rsw/hto/fort-myers-to-east-hampton) - [Flights from San Francisco (SFO) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/sfo/hto/san-francisco-to-east-hampton) - [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) - [Visit East Hampton](https://www.expedia.ca/East-Hampton.dx1524) - [Georgica Beach](https://www.expedia.ca/Georgica-Beach-East-Hampton.d553248621554185025.Vacation-Attraction) - [Longhouse Reserve](https://www.expedia.ca/LongHouse-Reserve-East-Hampton.d6326942.Vacation-Attraction) - [Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327) - [Visit Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton.dx553248634998945224) - [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 B&B in Wainscott Woods on Expedia.com](https://www.expedia.com/Wainscott-Woods-Bed-And-Breakfast.d553248635976471516-aaBedAndBreakfast.Travel-Guide-Accommodation)