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Wainscott Woods Hotels from S$158

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Check prices for these dates

Tonight
16 Sept - 17 Sept
Tomorrow
17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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Our top choices for Wainscott Woods hotels

Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.
A well-maintained garden with a wooden cabin, a small tree, and a paved pathway.
A compact kitchenette with a fridge, a sink, and a coffee maker.
A patio with four wicker chairs and a table, a blue umbrella, and a wooden building in the background.

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
S$1,118
includes taxes & fees
17 Sept - 18 Sept
Wainscott Woods Retreat
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
A beach with pebbles and sand, a sunset, and a calm sea.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
A room with a large bay window, a chandelier, and wall sconces.

2. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
S$416
includes taxes & fees
7 Oct - 8 Oct
The Sagaponack
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

3. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
S$431
includes taxes & fees
12 Oct - 13 Oct
A Room At The Beach
A two-story building with a porch and a flagpole.
A restaurant with multiple tables set for dining, a bar area, and framed artwork on the walls.
A hotel interior with a long corridor, seating areas, and a reception desk.

4. The Maidstone

The Maidstone
East Hampton
United States
Steven
S$418
includes taxes & fees
13 Oct - 14 Oct
The Maidstone
A dining area with a fireplace, bookshelves, and a view of the bar area.
A two-story building with a brick pathway leading to the entrance.
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.
A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

5. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
S$434
includes taxes & fees
1 Oct - 2 Oct
Bridgehampton Inn
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

6. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
S$470
includes taxes & fees
12 Oct - 13 Oct
Sag Harbor Inn

7. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
S$394
includes taxes & fees
28 Sept - 29 Sept
East Hampton House Resort
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A living room with a fireplace, two sofas, a coffee table, and a chair.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

8. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
S$441
includes taxes & fees
12 Oct - 13 Oct
Journey East Hampton
A beach chair with a striped cushion and a bag with a floral design.
A two-story white house with a brick pathway leading to the front door, surrounded by a white picket fence and a flag.
A person riding a bicycle with a basket on a road.
A dining area with a table set for two, wicker chairs, a painting of sailboats, and a wooden ceiling with a grid pattern.

9. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
S$727
includes taxes & fees
17 Sept - 18 Sept
The Hedges Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

10. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
S$741
includes taxes & fees
13 Oct - 14 Oct
Faraway Sag Harbor
A beach with a lifeguard tower, sandy dunes, and the ocean.
A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.
A breakfast buffet table with various pastries and fruits, set against a backdrop of large windows overlooking a garden.
A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

11. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
S$659
includes taxes & fees
4 Oct - 5 Oct
The Huntting Inn
An outdoor dining area with trees and tables under string lights.
A living room with a fireplace, a television mounted above it, and a dining area in the background.
A restaurant with wooden beams, tables with white tablecloths, and a bar area.
A white house with a sign reading "The 1770 House Restaurant & Inn."

12. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
S$849
includes taxes & fees
22 Sept - 23 Sept
The 1770 House Restaurant & Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A storefront with a sign reading "THE SHOALS".
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

13. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
S$325
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.
A sign for Ocean Vista with a red and white van parked nearby.
A coastal pathway with a wooden bridge leading to a green sports court.
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.

14. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Michael
S$184
includes taxes & fees
12 Oct - 13 Oct
Ocean Vista Resort
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, white building with multiple windows and a prominent tree in the foreground.
A staircase with wooden balusters and a white wall.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

15. The Chequit

The Chequit
The Heights
United States
Kristin
S$280
includes taxes & fees
4 Oct - 5 Oct
The Chequit
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

16. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
S$209
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.
A restaurant with a signboard listing its hours of operation.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.

17. Zey Hotel

Zey Hotel
Greenport
United States
Renee
S$245
includes taxes & fees
27 Sept - 28 Sept
Zey Hotel
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
S$229
includes taxes & fees
5 Oct - 6 Oct
The Bentley Hotel Southampton
A staircase with a white railing, a white chandelier, and framed artwork on the walls.
A wooden bed with white and red pillows, a blue throw, and a nightstand with drawers.
A covered outdoor seating area with white canopies and brown furniture.
A dining area with tables set for guests, a fireplace, and large colorful paintings on the walls.

19. Harpoon House

Harpoon House
Southampton
United States
Kim
S$354
includes taxes & fees
1 Oct - 2 Oct
Harpoon House
A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.
A spacious bar area with a large floral arrangement, seating with cushioned chairs, and a view of the upper level through large windows.
A spacious interior with a wooden staircase, a blue sofa, and a white chair.
A modern kitchen with a wooden countertop, a black sink, and a pendant light.

20. EHP Resort & Marina

EHP Resort & Marina
East Hampton
United States
theresa
S$569
includes taxes & fees
22 Sept - 23 Sept
EHP Resort & Marina
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Learn more about Wainscott Woods

Check out Wolffer Estates Vineyard and Georgica Beachโ€”just a couple of the sights around Wainscott Woods.

See all hotels in Wainscott Woods
Brioche buns with chocolate chips priced at $3.50.
Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"The view is the best! Beach is beautiful. Rooms are clean however the rooms need some maintenance done. Holes in doors and curtain rods almost falling down . Air conditioning units need to be replaced. Fans on high all the time and turn on and off every 10 min. Had to turn off at night . The staff are very helpful and courteous. We will return again"
michelle 1-night trip
Posted 7 hours ago
Ocean Surf Resort
Marram

Marram

10/10 Excellent
"Amazing hip on the beach Cool best food anywhere"
Peter 1-night trip
Posted 8 hours ago
Marram
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"I had room facing the busy street, but the room was well insulated and I did not hear the traffic from outside. Also, the floor plan was very functional. Linen was clean CLEAN, bed was SO comfortable And the amenities of small fridge, coffee maker, iron, -and 2 water bottles provided with each room clean was especially helpful. Parking spaces were wide with ample space to unload and open passenger doors."
barbara 5-night trip
Posted 11 hours ago
The Atlantic Hotel
Montauk Manor

Montauk Manor

10/10 Excellent
"Staff was great. Pool and property clean. Location excellent too"
Jean 3-night trip
Posted 1 day ago
Montauk Manor
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."
Joseph 3-night trip
Posted 1 day ago
Sound View Greenport
Sun N Sound

Sun N Sound

8/10 Good
"Very nice and clean. Pool was excellent. Only complaint was that the bathroom sink and shower drains were slow to drain. I'll give it a 8/10"
Kathy 2-night trip
Posted 2 days ago
Sun N Sound
North Fork Resort

North Fork Resort

10/10 Excellent
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
Harold 1-night trip
Posted 2 days ago
North Fork Resort
Zey Hotel

Zey Hotel

10/10 Excellent
"My Husband Phil & I had the Best Stay. Very Quaint Hotel, just a couple of blocks from waterfront.Absolutely spotless, so many sitting areas, Coffee, tea water and ice available 24-7. Our room was spotless, decorated so well. We also had a balcony. James and all staff were so Pleasant and so accommodating. Can't wait to return for another stay. Thank you James .. Phil & Jenn"
Jennifer 1-night trip
Posted 2 days ago
Zey Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Absolutely gorgeous stay!"
Sabrina 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
S$163
8 Oct - 9 Oct
includes taxes & fees
8.4/10 Very good! (961 reviews)
Kenny's Tipperary Inn
Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
S$180
17 Sept - 18 Sept
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
S$205
1 Oct - 2 Oct
includes taxes & fees
7.2/10 Good! (1,007 reviews)
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
S$241
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (316 reviews)
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
S$272
27 Sept - 28 Sept
includes taxes & fees
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
S$308
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (781 reviews)
The Hampton Maid

Frequently asked questions

What's the best place for a stay in Wainscott Woods?
Located 14.3 mi (22.9 km) from the heart of Wainscott Woods, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Sound View Greenport and The Atlantic Hotel. See all available top hotels, or vacation rentals in Wainscott Woods.
If I need to cancel my hotel reservation in Wainscott Woods, will I receive a refund?
Yes, the majority of room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Wainscott Woods.
What's the best dog-friendly place to stay in Wainscott Woods?
380 Inn is a top hotel for people travelling with their pets, and offers free newspapers and in-room kitchenettes for its human guests. See more pet-friendly hotel accommodations in Wainscott Woods.
What are some hotels with pools in Wainscott Woods?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport and The Atlantic Hotel are a couple of other choices that feature an on-site pool. View all hotels with pools in Wainscott Woods.
How is it to stay in Wainscott Woods?
Visitors to Wainscott Woods will definitely find plenty to explore and enjoy. In Wainscott Woods, there are 22 hotels and other accommodation options to choose from. Find out more about Wainscott Woods.
What is there to see in Wainscott Woods?
Places to visit in the wider area include Wolffer Estates Vineyard, Georgica Beach and The Jewish Center of the Hamptons. You'll also find East Hampton Main Beach and Guild Hall in the area. Take a look at what more there is to see and do in Expedia's Wainscott Woods guide.
What's the weather like in Wainscott Woods?
The hottest months are usually August and July, with an average temperature of 21ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Wainscott Woods is 1452 mm.

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