Title: Book The Best Hotels in Wainscott Woods, NY for 2026 from CA $173 - 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&travelerType=family_friendly)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=POOL)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=SPA_ON_SITE)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=HOT_TUB)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=PETS)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=APARTMENT)

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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 15 - Mar 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Wainscott Woods hotels

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/b309a772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Studio Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/e9280c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/f417f407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/a2d322f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wainscott Woods Retreat

[](https://www.expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information)

Wainscott

7.0/10

Good

(9 reviews)

"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ivan

CA $479

CA $547 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/880e834f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/2ef02017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed, Kitchen](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/66365108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/f82468c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Terrace Inn

[](https://www.expedia.ca/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.Hotel-Information)

Hampton Bays

8.4/10

Very good

(119 reviews)

"This place was very nice and quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shelly Ann

[](https://www.expedia.ca/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/e5f6999f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/2a96c58c.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)

![Garden](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/98e9a1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Huntting Inn

[](https://www.expedia.ca/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information)

Egypt Lane Historic District

9.0/10

Wonderful

(105 reviews)

"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valerie

CA $517

CA $604 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information)

![Deluxe Double Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/96395fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Bays Hotel on Main

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information)

Hampton Bays

7.2/10

Good

(71 reviews)

"Loved the 2 bar options on the property."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $194

CA $222 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information)

![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)

![Reception](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/37e32be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, Kitchen | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/e40aef78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, Kitchen](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/w6000h3368x0y8-d230f0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Hampton House Resort

[](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-House-Resort.h4223615.Hotel-Information)

East Hampton North

9.0/10

Wonderful

(294 reviews)

"easy clean convenient beautiful grounds !!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

carlo

CA $265

CA $333 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-House-Resort.h4223615.Hotel-Information)

![Graybarn Cottage](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/dde88cf3.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)

![Meeting facility](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/8e47f99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Graybarn Cottage](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/d1fe07eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mill House Inn

[](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information)

Pantigo Road Historic District

9.0/10

Wonderful

(81 reviews)

"It is a very nice place, the staff is very friendly and the breakfast is very good. Also they have delicious teas, coffee, hot cider and snacks. We definitely recommend this hotel "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eliane

CA $341

CA $428 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/aa9cc8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, body treatments, hot stone massages](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/1782c2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily cooked-to-order breakfast (USD 25 per person)](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/34ace0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, free beach shuttle, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/650853cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canoe Place Inn and Cottages

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information)

Hampton Bays

9.8/10

Exceptional

(62 reviews)

"Wonderful stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsay

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/7fc14e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f64cb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hampton Maid

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information)

Hampton Bays

9.0/10

Wonderful

(688 reviews)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mitchell

CA $288

CA $329 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/52063f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/ecd1e47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/7418aad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/338f251a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Journey East Hampton

[](https://www.expedia.ca/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information)

East Hampton North

9.2/10

Wonderful

(164 reviews)

"Amazing stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Liana

CA $238

CA $299 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information)

![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)

![Front of property](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/44f578e9.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)

![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The 1770 House Restaurant & Inn

[](https://www.expedia.ca/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information)

East Hampton

9.8/10

Exceptional

(162 reviews)

"Wonderful Inn & staff…The restaurant is also excellent! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

CA $362

CA $495 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/d7688cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/968c61db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/3b892c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Queen](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/6ddcc118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Maidstone

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

East Hampton

8.0/10

Very good

(152 reviews)

"We had a wonderful stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sabrina

CA $353

CA $404 total

includes taxes & fees

Apr 14 - Apr 15

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

![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/a9a67717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/8dd4e80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

[](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

Greenport

9.2/10

Wonderful

(298 reviews)

"Quiet yet situated right in the heart of Greenport."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew

CA $442

CA $505 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/1345db22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/717b3774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harbor Front Inn

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

Greenport

8.8/10

Excellent

(572 reviews)

"Room was beautiful and everyone who worked there was very nice. We’d love to go back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $183

CA $248 total

includes taxes & fees

Mar 16 - Mar 17

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

![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/242d28e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/bb62973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/e94ab56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/59bbc572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine & Sand

[](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

Southold

9.6/10

Exceptional

(15 reviews)

"Wonderful stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judy

[](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/8a4a605e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/ac1b5094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Yoga](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/a7c5a78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sound View Greenport

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

Greenport

8.4/10

Very good

(620 reviews)

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

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christina

CA $240

CA $314 total

includes taxes & fees

Mar 27 - Mar 28

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

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/6603a689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/65a6ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech Hotel

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

Greenport

8.8/10

Excellent

(197 reviews)

"Very nice and very clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

CA $293

CA $389 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/1c4953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/244f3d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/2d824970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands Motel & Beach Bungalows

[](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

Greenport

9.8/10

Exceptional

(148 reviews)

"Everything was excellent, best hotel on the north fork. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dan

[](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/c5b3ea42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/88fef67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bentley Hotel Southampton

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

Southampton

9.6/10

Exceptional

(446 reviews)

"Rooms were very well kept and the design was unique!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dan

CA $179

CA $205 total

includes taxes & fees

Apr 5 - Apr 6

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

![Interior detail](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/565c8d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/802040b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/2ac0e6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathrobes, slippers, towels](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/383870b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harpoon House

[](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information)

Southampton

8.4/10

Very good

(149 reviews)

"Great spot!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keith

CA $332

CA $380 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/22af8e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/29d9fdab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/3451f87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Menhaden

[](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

Greenport

9.6/10

Exceptional

(177 reviews)

"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cory

CA $355

CA $460 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.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=2026-03-28&endDate=2026-03-29&regionId=553248635976471516&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=HTG_SPRING_PROMO_553248635976471516)

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## Learn more about Wainscott Woods

Check out Wolffer Estates Vineyard and The Jewish Center of the Hamptons—just a couple of the sights around Wainscott Woods.

[See all hotels in Wainscott Woods](https://www.expedia.ca/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&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/ce84672e_y.jpg)

### The Sagaponack

10/10 Excellent

"Very charming, I stayed in one of the cottages, comfortable and well equipped."

[](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/cc53a2c2_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Clean room. The man at the office was very friendly."

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

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9_y.jpg)

### The Harbor Front Inn

8/10 Good

"Room was clean, climate control worked well kept room comfortable, bathroom was nice. Only thing I would suggest would be a complementary bottle of water for each guest. "

[](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

"room in front of the street"

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

![Aqua by American Beech - Adults Only](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/70f0f9b2_y.jpg)

### Aqua by American Beech - Adults Only

10/10 Excellent

"I booked the Deluxe Penthouse Suite for my sister and I as a quick Get Well Getaway while I recover from shoulder surgery. The room was beautiful and clean. The staff were helpful, kind and accommodating. The balcony had a beautiful view of the water. We got to relax and unwind in a private, quiet setting and marathon The Pitt. We added on In Suite Massages and they were amazing! My sister and I were looking forward to using the sauna which was not working at the time of our stay, so we were slightly disappointed but we will definitely come back again and look forward to trying it on the next visit. The hotel is in a good location as far as distance to restaurants. I would strongly recommend Aqua for your next trip to the Riverhead area. We were beyond pleased! "

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

![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/ad346ab6_y.jpg)

### The Atlantic Hotel

2/10 Terrible

"We expected 2 queen beds we got 2 double beds.The security lock on the door was broken,the smoke/fire alarm was just a wire hanging from the ceiling and the second bath towel was full of suspect stains. The only positive was the gentleman on reception on checking out who listened and apologized and later called to say we would get a refund.We would never recommend this place "

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

![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"Very friendly "

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

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

8/10 Good

"I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly disappointed to get a call on our check In day to tell us the indoor pool could not be used. That was literally what we wanted to do for the weekend was relax at the pool and eat and drink. I booked the trips weeks prior so to get a call the day of saying we can’t use to pool during our stay was truly disappointing. They waived the resort fee for the inconvenience, otherwise the weekend was great. "

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

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0_y.jpg)

### Sag Harbor Inn

10/10 Excellent

"Yes"

[](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

## More cheap stays in Wainscott Woods

![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/85851742_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hamlet Inn

300 Montauk Highway Southampton NY

CA $134

CA $173 total

Mar 16 - Mar 17

includes taxes & fees

8.6/10 Excellent! (458 reviews)

[](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

CA $179

CA $205 total

Apr 5 - Apr 6

includes taxes & fees

9.6/10 Exceptional! (446 reviews)

[](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.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 $187

CA $222 total

Mar 30 - Mar 31

includes taxes & fees

8.4/10 Very Good! (888 reviews)

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

![Aqua by American Beech - Adults Only](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/70f0f9b2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Aqua by American Beech - Adults Only

15 Bay Ave Riverhead NY

CA $175

CA $248 total

Mar 30 - Mar 31

includes taxes & fees

9.4/10 Exceptional! (318 reviews)

[](https://expedia.ca/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.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 $176

CA $279 total

Mar 16 - Mar 17

includes taxes & fees

9.4/10 Exceptional! (115 reviews)

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

[Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true&regionId=553248635976471516)

7.2/10 Good! (985 reviews)

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