Title: Book The Best Hotels in Wainscott Woods, NY for 2026 from CA $155 - 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

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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=SPA_ON_SITE)

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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&travelerType=family_friendly)

Ocean view

[](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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=OCEAN_VIEW)

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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=POOL)

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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&lodging=COTTAGE)

Waterpark

[](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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=WATER_PARK)

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=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&lodging=CONDO)

## Check prices for these dates

Tonight

[Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-01-16&endDate=2026-01-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2026-01-23&endDate=2026-01-25&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 $548 total

includes taxes & fees

Jan 16 - Jan 17

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

![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.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)

![Comfort Double Room | Private kitchenette](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/b36c7eba.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

(70 reviews)

"Loved the 2 bar options on the property."

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

Jennifer

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

![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)

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

(104 reviews)

"Staff and management was very welcoming!"

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

Sanailer

CA $599

CA $698 total

includes taxes & fees

Jan 29 - Jan 30

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

![Bicycling](https://images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/6893dda0.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)

![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)

### 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

(60 reviews)

"Amazing property. Really enjoyed our stay."

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

Dave

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

![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](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/d1fe07eb.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

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

Pantigo Road Historic District

9.0/10

Wonderful

(77 reviews)

"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "

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

Sharon

CA $347

CA $436 total

includes taxes & fees

Jan 19 - Jan 20

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

![40-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9675cf7e.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

[](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)

![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)

![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)

![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)

### Journey East Hampton

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

East Hampton North

9.2/10

Wonderful

(162 reviews)

"Amazing stay"

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

Liana

CA $256

CA $322 total

includes taxes & fees

Jan 22 - Jan 23

[](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)

![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.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)

![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)

### 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)

"The staff was incredibly genuine and the property felt intimate and comfortable."

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

Aniya

CA $410

CA $560 total

includes taxes & fees

Jan 19 - Jan 20

[](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)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/32e03a99.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)

### The Maidstone

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

East Hampton

8.0/10

Very good

(150 reviews)

"We had a wonderful stay "

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

Sabrina

CA $247

CA $282 total

includes taxes & fees

Jan 28 - Jan 29

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

![Private kitchen](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/1190496c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/ef1a1d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/934c8d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/253d38d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canoe Place Waterfront Residences

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Waterfront-Residences.h109662697.Hotel-Information)

Hampton Bays

10/10

Exceptional

(1 review)

CA $1,707

CA $2,067 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Waterfront-Residences.h109662697.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)

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

![View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/7ebc6d88.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)

### The Harbor Front Inn

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

Greenport

8.8/10

Excellent

(562 reviews)

"Everything was Great Immaculate hotel very good location sraff was great"

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

latoya

CA $164

CA $227 total

includes taxes & fees

Jan 19 - Jan 20

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

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/6222b412.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/b432d22f.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/54000000/53970000/53963000/53962986/4bbf34cb.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

(423 reviews)

"Adorable boutique hotel with charming unique touches. "

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

Mary

CA $169

CA $195 total

includes taxes & fees

Jan 22 - Jan 23

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

![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/70895a0f.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

(13 reviews)

"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."

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

Sandra

[](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)

![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.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)

![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)

### Sound View Greenport

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

Greenport

8.6/10

Excellent

(606 reviews)

CA $186

CA $252 total

includes taxes & fees

Jan 21 - Jan 22

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

![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)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/fe6e5945.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

(144 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)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.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)

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

![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/d9d8edde.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

(195 reviews)

"The property was clean beautiful and pleasant. Loved the trendy decor."

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

Jennifer

CA $193

CA $276 total

includes taxes & fees

Jan 19 - Jan 20

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

![Property entrance](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/f0f56ac7.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)

![Lobby](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/22af8e56.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

(174 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 $374

CA $482 total

includes taxes & fees

Jan 18 - Jan 19

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

![Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only)](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/d6ac52f8.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)

### Zey Hotel

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

Greenport

9.2/10

Wonderful

(294 reviews)

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

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

Andrew

CA $450

CA $514 total

includes taxes & fees

Feb 9 - Feb 10

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

![Breakfast, lunch, brunch served; local cuisine ](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/27675de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/3fa0cd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/6bba5430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/51a7b673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southampton Inn

[](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information)

Southampton

8.6/10

Excellent

(553 reviews)

"Beautiful small hotel with lots of parking , beautiful area "

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

David

CA $278

CA $340 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.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)

![Superior Room, 1 King Bed](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/51619c0b.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

(148 reviews)

"Great spot!"

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

Keith

[](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.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=2026-01-29&endDate=2026-01-30&regionId=553248635976471516&adults=2&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

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Sign up, it's free

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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=2026-01-29&endDate=2026-01-30&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

## More cheap stays in Wainscott Woods

![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hamlet Inn

300 Montauk Highway Southampton NY

CA $120

CA $155 total

Jan 16 - Jan 17

includes taxes & fees

8.4/10 Very Good! (447 reviews)

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

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

### The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

CA $169

CA $195 total

Jan 22 - Jan 23

includes taxes & fees

9.4/10 Exceptional! (422 reviews)

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

CA $233

CA $266 total

Jan 29 - Jan 30

includes taxes & fees

8.8/10 Excellent! (297 reviews)

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

![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_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=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true&regionId=553248635976471516)

7/10 Good! (978 reviews)

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

![Montauk Blue Hotel](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Montauk Blue Hotel

108 South Emerson Avenue Montauk NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=105612509&PinnedHotelID=105612509&HadPinnedHotel=true&regionId=553248635976471516)

9.2/10 Wonderful! (187 reviews)

[](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information)

![Shorewood Inn](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/7564e116_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Shorewood Inn

1399 Main Rd Riverhead NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=15241380&PinnedHotelID=15241380&HadPinnedHotel=true&regionId=553248635976471516)

8.4/10 Very Good! (714 reviews)

[](https://expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.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)

## Recent reviews of Wainscott Woods hotels

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

### The Harbor Front Inn

5/5 Excellent

"The staff was wonderful and the room and views fantastic."

A verified traveller stayed at The Harbor Front Inn

Posted 4 days ago

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

![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg)

### The Atlantic Hotel

5/5 Excellent

"Staff was very friendly room was clean and comfortable "

A verified traveller stayed at The Atlantic Hotel

Posted 4 days ago

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

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

### Sound View Greenport

5/5 Excellent

"Amazing room and view from the room was perfect! "

A verified traveller stayed at Sound View Greenport

Posted 9 days ago

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

![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg)

### Hamlet Inn

5/5 Excellent

"Nice getaway spot in Southampton. Friendly staff. Well situated to may local points of interest. "

A verified traveller stayed at Hamlet Inn

Posted 10 days ago

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

5/5 Excellent

"The Spa was Amazing! I didn't have breakfast. "

A verified traveller stayed at Gurney's Montauk Resort & Seawater Spa

Posted 10 days ago

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

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

### Offshore Montauk

5/5 Excellent

"Always a great stay"

A verified traveller stayed at Offshore Montauk

Posted 12 days ago

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

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

### Montauk Manor

5/5 Excellent

"Very beautiful place, staff are amazing. Thank you"

A verified traveller stayed at Montauk Manor

Posted 12 days ago

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

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

### The Sagaponack

5/5 Excellent

"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"

A verified traveller stayed at The Sagaponack

Posted 13 days ago

[](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

5/5 Excellent

"The rooms were so nice! Definitely gonna be back!"

A verified traveller stayed at The Bentley Hotel Southampton

Posted 13 days ago

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

## Frequently asked questions

### 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)
- [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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