Title: Book The Best Hotels in Wainscott Woods, NY for 2026 from CA $210 - Fully Refundable Options - Expedia.ca

[Wainscott Woods Travel Guide](https://expedia.ca/Wainscott-Woods.dx553248635976471516)[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)

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## Go beyond your typical stay in Wainscott Woods

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&travelerType=family_friendly)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=SPA_ON_SITE)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=POOL)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=PETS)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=APARTMENT)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=CONDO)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America&regionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-18&d2=2026-03-18&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-02&endDate=2026-03-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-03&endDate=2026-03-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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## Learn more about Wainscott Woods

Check out Wolffer Estates Vineyard and Georgica Beach—just a couple of the sights around Wainscott Woods.

[See all hotels in Wainscott Woods](https://www.expedia.ca/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&adults=2&regionId=553248635976471516)

![If I could only "Trove" a smell.  Delicious  scones and brioches (cinnamon butter and chocolate chip options), etc.](https://images.trvl-media.com/place/6046784/0bf373aa-eedb-4229-8d1d-05cf084d6d0c.jpg?impolicy=fcrop&w=655&h=655&p=1&q=high)

Photo by Miriam Marcus

## Top Wainscott Woods Hotel Reviews

## Recent Reviews in Wainscott Woods

![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg)

### The Sagaponack

10/10 Excellent

"Enjoyed our stay. Clean room , temperature in room was cozy, bed was comfortable and snack bar in main house was a nice touch."

[](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Nice "

[](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![The Maidstone](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/99260f7f_y.jpg)

### The Maidstone

10/10 Excellent

"An absolute gem. Came for a quiet getaway and the perfect storm of calmness. Will is a wonderful host, making sure I was welll taken care of and focusing on every detail. He made sure I was able to check in and reach him during a winter storm and was readily available. The place is wonderful and filled with lots of fireplaces and room amenities that feel spa like and warm. Best night sleep I’ve had in a cloud of pillows and bed, in such a long time. Thank you so much for a wonderful time. "

[](https://expedia.ca/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information)

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"The hotel was exceptional! We love staying at soundview during the winter months! "

[](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Greatest "

[](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information)

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Fantastic stay. Excellent service. Perfect location. Wonderful breakfast."

[](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg)

### Offshore Montauk

10/10 Excellent

"The view was beautiful and room was spotless. Robert assisted us to all we needed . Great spot and will definitely book it once again ! "

[](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"Clean and spacious room"

[](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg)

### Montauk Manor

10/10 Excellent

"Room was very nice "

[](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

## More cheap stays in Wainscott Woods

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

CA $183

CA $210 total

Mar 8 - Mar 9

includes taxes & fees

9.6/10 Exceptional! (440 reviews)

[](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/ad346ab6_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Atlantic Hotel

1655 County Road 39 Southampton NY

CA $171

CA $229 total

Mar 3 - Mar 4

includes taxes & fees

7.2/10 Good! (984 reviews)

[](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information)

![Kenny's Tipperary Inn](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Kenny's Tipperary Inn

432 West Lake Drive Montauk NY

CA $201

CA $239 total

Mar 5 - Mar 6

includes taxes & fees

8.4/10 Very Good! (888 reviews)

[](https://expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information)

![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Offshore Montauk

71 S Emerson Ave Montauk NY

CA $155

CA $256 total

Mar 3 - Mar 4

includes taxes & fees

9.4/10 Exceptional! (109 reviews)

[](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

![Aqua by American Beech - Adults Only](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/deb420de_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Aqua by American Beech - Adults Only

15 Bay Ave Riverhead NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=24081913&PinnedHotelID=24081913&HadPinnedHotel=true&regionId=553248635976471516)

9.4/10 Exceptional! (316 reviews)

[](https://expedia.ca/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.Hotel-Information)

![Daunt's Albatross Motel](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/a3cd59ff_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Daunt's Albatross Motel

44 South Elmwood Ave Montauk NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=9501176&PinnedHotelID=9501176&HadPinnedHotel=true&regionId=553248635976471516)

[](https://expedia.ca/Montauk-Hotels-Daunts-Albatross-Motel.h9501176.Hotel-Information)

## Hotels in Wainscott Woods with star rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

2 properties

[](https://expedia.ca/5Star-Wainscott-Woods-Hotels.s50-0-d553248635976471516.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

53 properties

[](https://expedia.ca/4Star-Wainscott-Woods-Hotels.s40-0-d553248635976471516.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

231 properties

[](https://expedia.ca/3Star-Wainscott-Woods-Hotels.s30-0-d553248635976471516.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

232 properties

[](https://expedia.ca/2Star-Wainscott-Woods-Hotels.s20-0-d553248635976471516.Travel-Guide-Filter-Hotels)

## Frequently asked questions

### What is the best area to stay in Wainscott Woods?

> This area is the heart of Wainscott Woods, offering a convenient balance of local amenities and access to the region's natural beauty. It's characterised by its charming, well-maintained homes and a few select local businesses, including a renowned bakery and a couple of independent shops. The layout is relatively spread out, with properties often featuring spacious gardens, providing a sense of privacy and tranquility.
> 
>   
> Couples looking for a peaceful escape will find this area particularly appealing. The proximity to Wainscott Pond and the nearby ocean beaches means easy access to scenic walks and quiet moments by the water. There are also high-end dining options within a short drive, superb for an evening out.
> 
>   
> For families, staying near the village centre offers the convenience of being close to essential services while still enjoying a relaxed, residential atmosphere. The open spaces and access to nature provide plenty of opportunities for children to explore.

### When is the best time to go to Wainscott Woods?

> The summer, particularly July and August, is when Wainscott Woods truly comes alive. The weather is consistently warm and sunny, great for enjoying the beaches and outdoor activities. This is peak season, so while it's the busiest, it's also when all facilities and attractions are fully operational, offering the widest range of experiences. Expect lovely warm days and pleasant evenings.
> 
>   
> For those who prefer a slightly quieter experience but still want good weather, June and September are excellent choices. In June, the weather is reliably warm, and the area is less crowded than in the peak summer months. September offers similarly pleasant temperatures, often with the added benefit of slightly cooler evenings and fewer people, making it ideal for relaxing beach days and exploring the local area at a more leisurely pace.
> 
>   
> Late spring (May) and early autumn (October) also offer a pleasant experience. While the weather can be a little cooler and some establishments might have reduced hours, you'll find great value and a very peaceful environment.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Wainscott Woods hotel booking with Expedia?

### How much is the nightly rate at a Wainscott Woods hotel?

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- [Hotels near Wades Beach ](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels)
- [B&B in Wainscott ](https://www.expedia.ca/Wainscott-Bed-And-Breakfast.d6046784-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [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)
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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)
- [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 Hotels in Wainscott Woods on Expedia.com ](https://www.expedia.com/Wainscott-Woods-Hotels.d553248635976471516.Travel-Guide-Hotels)

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