A lighthouse on a rocky coastline with a clear blue sky.

Find hotels in Wainscott Woods, NY from SAR 440

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Filter by

Star rating

Guest rating

Our top choices for Wainscott Woods hotels

A waterfront property with a large house, multiple boats docked, and lush greenery.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

1. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
SAR 822
SAR 939 total
includes taxes & fees
3 Nov - 4 Nov
Sag Harbor Inn
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A living room with a fireplace, two sofas, a coffee table, and a chair.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

2. Journey East Hampton

Journey East Hampton
East Hampton North
United States
Erika
SAR 895
SAR 1,125 total
includes taxes & fees
3 Nov - 4 Nov
Journey East Hampton
A dining area with a table set for two, a wine bottle, and two wine glasses. There are wicker chairs, a bookshelf with various bottles, and a chandelier.
A kitchen with a central island, two wicker chairs, and a bar area with glasses.
A hotel room with a large bed, a window with curtains, a small table with chairs, and an air conditioning unit on the wall.
Room

3. The Maidstone

The Maidstone
East Hampton
United States
Steven
SAR 790
SAR 948 total
includes taxes & fees
1 Nov - 2 Nov
The Maidstone
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
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.
A beach with pebbles and sand, a sunset, and a calm sea.

4. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
SAR 728
SAR 982 total
includes taxes & fees
26 Oct - 27 Oct
The Sagaponack
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
Beach

5. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Samantha
SAR 1,111
SAR 1,269 total
includes taxes & fees
25 Oct - 26 Oct
A Room At The Beach
A dining area with a fireplace, bookshelves, and a view of the bar area.
A room with two armchairs, a small table with a vase of flowers, and a patterned rug.
A two-story building with a brick pathway leading to the entrance.
An outdoor wedding setup with white chairs, a table with floral arrangements, and a white canopy.

6. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
SAR 1,122
SAR 1,282 total
includes taxes & fees
22 Oct - 23 Oct
Bridgehampton Inn
Living area
Room
Front of property
Reception

7. East Hampton House Resort

East Hampton House Resort
East Hampton North
United States
Tina
SAR 542
SAR 722 total
includes taxes & fees
2 Nov - 3 Nov
East Hampton House Resort
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A spacious living room with a fireplace, comfortable seating, and large windows.

8. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Thomas
SAR 1,385
SAR 1,740 total
includes taxes & fees
16 Nov - 17 Nov
Faraway Sag Harbor
A beach chair with a striped cushion and a bag with a floral design.
A room with a bookshelf, a chair, a lamp, and a wall mural depicting a beach scene.
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
SAR 1,198
SAR 1,590 total
includes taxes & fees
25 Oct - 26 Oct
The Hedges Inn
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A bar area with shelves stocked with various bottles and glasses.
A modern hotel room with a bed, bedside table, and a view of the garden.
A large, white, two-story building with a covered porch and a bicycle parked in front.

10. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
SAR 2,183
SAR 2,507 total
includes taxes & fees
3 Nov - 4 Nov
Topping Rose House
A house with a sloped roof, large windows, and a pathway leading to the entrance.
A wooden gate leading to a pathway surrounded by lush greenery and trees.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.
A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

11. Mill House Inn

Mill House Inn
Pantigo Road Historic District
United States
Rhett
SAR 1,219
SAR 1,762 total
includes taxes & fees
21 Oct - 22 Oct
Mill House Inn
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.

12. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
SAR 1,527
SAR 1,782 total
includes taxes & fees
2 Nov - 3 Nov
The Huntting Inn
An outdoor dining area with trees and tables under string lights.
A garden pathway leading to a white picket fence and a building with an American flag.
A white house with a sign reading "The 1770 House Restaurant & Inn."
A living room with a fireplace, a television mounted above it, and a dining area in the background.

13. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
SAR 1,510
SAR 2,065 total
includes taxes & fees
3 Nov - 4 Nov
The 1770 House Restaurant & Inn
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

14. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Armando
SAR 492
SAR 562 total
includes taxes & fees
26 Oct - 27 Oct
The Bentley Hotel Southampton
A bedroom with a bed, bedside table, lamp, and a view of the outdoors through a window.
A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.
A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.
A living room area with a sofa, a dining table, and a separate queen bedroom.

15. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
United States
William
SAR 597
SAR 711 total
includes taxes & fees
21 Oct - 22 Oct
Southampton Long Island Hotel
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 bathroom with a bathtub, green tiled walls, and windows with white blinds.
A bar area with stools, a shelf with glasses, and decorative plants.

16. Zey Hotel

Zey Hotel
Greenport
United States
Renee
SAR 581
SAR 664 total
includes taxes & fees
3 Nov - 4 Nov
Zey Hotel
A beach with waves gently lapping onto the shore.
A house with a gravel driveway, a child holding an adult's hand, and a lamp post.
A patio with four wicker chairs arranged around a round table with a fire pit in the center, set in a grassy outdoor area with trees and a fence in the background.
A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.

17. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Dwight
SAR 2,099
SAR 2,518 total
includes taxes & fees
3 Nov - 4 Nov
The Roundtree, Amagansett
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 spacious lobby with a large seating area, a staircase, and a view of the upper floor.

18. EHP Resort & Marina

EHP Resort & Marina
East Hampton
United States
theresa
SAR 1,295
SAR 1,627 total
includes taxes & fees
26 Oct - 27 Oct
EHP Resort & Marina
Restaurant
A well-maintained garden with a central pathway leading to a house.
A banquet hall with round tables set for dining, each with candles, glassware, and floral centerpieces.
A snow-covered pathway leading to a building with a porch.

19. Southampton Inn

Southampton Inn
Southampton
United States
Kevin
SAR 750
SAR 919 total
includes taxes & fees
1 Nov - 2 Nov
Southampton Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.
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 hotel room with a bed, a sofa, a coffee table, and a view of the city.

20. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Masayo
SAR 696
SAR 889 total
includes taxes & fees
3 Nov - 4 Nov
The Shoals Suites and Slips
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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
A lighthouse on a rocky coastline with a clear blue sky.

Top Wainscott Woods Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Beautiful property. Room renovation appears brand new. King Suite is huge and very nicely decorated. Will use again, Thank you!"
Michael 1-night trip
Posted 7 hours ago
The Bentley Hotel Southampton
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Grace 1-night trip
Posted 1 day ago
The Atlantic Hotel
Sound View Greenport

Sound View Greenport

8/10 Good
"This was our third stay at Soundview. We stay there because all of the rooms face the sound and the natural view can’t be beat. The rooms are lodgy but spacious and depending on your room, there are public/private balconies."
Danielle 1-night trip
Posted 2 days ago
Sound View Greenport
Zey Hotel

Zey Hotel

10/10 Excellent
"Hotel is in a great location, central to everything. Staff was helpful and courteous. We will definitely be back!"
Joanne 1-night trip
Posted 4 days ago
Zey Hotel

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
SAR 434
SAR 516 total
21 Oct - 22 Oct
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
SAR 402
SAR 553 total
29 Oct - 30 Oct
includes taxes & fees
7.2/10 Good! (1,005 reviews)
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
SAR 492
SAR 562 total
26 Oct - 27 Oct
includes taxes & fees
9.6/10 Exceptional! (603 reviews)
The Bentley Hotel Southampton
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
SAR 364
SAR 579 total
26 Oct - 27 Oct
includes taxes & fees
Ocean Surf Resort
Sun N Sound

Sun N Sound

22 Soundview Drive Montauk NY
SAR 487
SAR 618 total
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (335 reviews)
Sun N Sound
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
SAR 794
SAR 907 total
19 Nov - 20 Nov
includes taxes & fees
9.2/10 Wonderful! (808 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 traveler data. Other good choices for your stay in the area are Offshore Montauk and The Atlantic Hotel. See all available top hotels, or vacation rentals in Wainscott Woods.
What's the top vacation rental that Wainscott Woods has to offer?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: Visitors like this Wainscott Woods vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all 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 if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Wainscott Woods.
Where can I learn more about changing or cancelling my trip to Wainscott Woods?
For additional details about picking new dates or cancelling your trip to Wainscott Woods, go to https://www.expedia.com/service/.
What's the best pet-friendly place to stay in Wainscott Woods?
380 Inn is a top hotel for people traveling 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. Offshore Montauk and The Atlantic Hotel are a couple of other choices that feature an onsite pool. View all hotels with pools in Wainscott Woods.
What's it like staying in Wainscott Woods?
Visitors to Wainscott Woods are sure to find plenty to explore and enjoy. In Wainscott Woods, there are 22 hotels and other accommodations to choose from. Find out more about Wainscott Woods.
What should I see while I'm 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. Check out what more 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wainscott Woods is 57 inches.