Top 10 Hotels in Wainscott Woods, NY from ￥19,317 - Competitive Prices

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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 patio with four wicker chairs and a table, a blue umbrella, and a wooden building in the background.

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.

1. Wainscott Woods Retreat

Wainscott

Ivan

￥111,171

￥132,412 total

includes taxes & fees

Sep 20 - Sep 21

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 beach with pebbles and sand, a sunset, and a calm sea.

A wooden building with a white window and a balcony.

2. The Sagaponack

Wainscott

Jane

￥38,741

￥50,430 total

includes taxes & fees

Oct 6 - Oct 7

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

A hotel lobby with a sofa, chairs, tables, and a large window.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

3. Sag Harbor Inn

Sag Harbor

Loretta

￥49,977

￥57,100 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor dining area with trees and tables under string lights.

A white house with a sign reading "The 1770 House Restaurant & Inn."

A restaurant with wooden beams, tables with white tablecloths, and a bar area.

A living room with a fireplace, a television mounted above it, and a dining area in the background.

4. The 1770 House Restaurant & Inn

East Hampton

Lisa

￥75,390

￥103,063 total

includes taxes & fees

Sep 21 - Sep 22

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 bathtub surrounded by candles and flower petals.

5. A Room At The Beach

Bridgehampton

"I absolutely loved my stay at **A Room at the Beach** in Bridgehampton. Every detail of the property feels thoughtfully designed, creating an atmosphere that is both elegant and incredibly relaxing. The rooms are stylish, comfortable, and well appointed. They strike the perfect balance between luxury and warmth. What really sets this property apart, though, are the charming grounds. They've created gathering spaces that invite you to pause, read, enjoy a morning coffee, and take in the...

Barbara

￥45,673

￥52,181 total

includes taxes & fees

Oct 4 - Oct 5

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 dining area with a table set for two, wicker chairs, a painting of sailboats, and a wooden ceiling with a grid pattern.

A room with a bookshelf, a chair, a lamp, and a wall mural depicting a beach scene.

6. The Hedges Inn

East Hampton

Lauren

￥69,274

￥88,245 total

includes taxes & fees

Sep 29 - Sep 30

A beach with a lifeguard tower, sandy dunes, and the ocean.

A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.

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.

7. The Huntting Inn

Egypt Lane Historic District

Josie

￥69,081

￥80,475 total

includes taxes & fees

Oct 4 - Oct 5

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 bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

A two-story building with a brick pathway leading to the entrance.

8. Bridgehampton Inn

Bridgehampton

Leslie

￥46,121

￥52,694 total

includes taxes & fees

Oct 1 - Oct 2

9. East Hampton House Resort

East Hampton North

Suzette

￥38,395

￥48,084 total

includes taxes & fees

Sep 28 - Sep 29

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

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.

10. Journey East Hampton

East Hampton North

NAKUL

￥42,611

￥53,555 total

includes taxes & fees

Oct 13 - Oct 14

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

A modern hotel room with a bed, bedside table, and a view of the garden.

A bar area with shelves stocked with various bottles and glasses.

11. Topping Rose House

Bridgehampton

Adam

￥145,933

￥167,268 total

includes taxes & fees

Sep 21 - Sep 22

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.

12. The Maidstone

East Hampton

Steven

￥42,428

￥50,899 total

includes taxes & fees

Oct 13 - Oct 14

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 cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

13. Faraway Sag Harbor

Sag Harbor

Miguel

￥68,719

￥86,363 total

includes taxes & fees

Oct 4 - Oct 5

A house with a sloped roof, large windows, and a pathway leading to the entrance.

A dining area with a chandelier, a large table, chairs, and a vase with flowers.

A wooden gate leading to a pathway surrounded by lush greenery and trees.

A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.

14. Mill House Inn

Pantigo Road Historic District

Ronald

￥134,969

￥195,067 total

includes taxes & fees

Sep 21 - Sep 22

A two-story house with a steeply pitched roof, green shutters, and a brick entrance.

A modern living room with a sofa, a dining table with chairs, a TV on a wooden stand, and a large window with a view of trees.

A swimming pool with lounge chairs and a white fence.

A living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf.

15. Head of Pond House

Water Mill

Liz

￥99,954

￥114,197 total

includes taxes & fees

Sep 24 - Sep 25

A beach with waves gently lapping onto the shore.

A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.

A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

A house with a gravel driveway, a child holding an adult's hand, and a lamp post.

16. The Roundtree, Amagansett

Amagansett North

Ryan

￥107,093

￥128,471 total

includes taxes & fees

Oct 6 - Oct 7

A deck with outdoor seating, overlooking a body of water with a sunset view.

A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.

17. The Pridwin Hotel

Shelter Island Heights

Morris

￥78,644

￥98,836 total

includes taxes & fees

Sep 17 - Sep 18

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.

Two wine bottles with labels on a counter.

A covered outdoor seating area with white canopies and brown furniture.

18. Harpoon House

Southampton

Kim

￥37,812

￥43,201 total

includes taxes & fees

Oct 1 - Oct 2

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

19. The Atlantic Hotel

Southampton

Jessa

￥18,499

￥25,012 total

includes taxes & fees

Oct 1 - Oct 2

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 house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

A beach scene with a sunset, calm sea, and a few people fishing.

A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

20. Hamlet Inn

Southampton

Thomas

￥19,663

￥25,415 total

includes taxes & fees

Sep 27 - Sep 28

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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

Brioche buns with chocolate chips priced at $3.50.

Top Wainscott Woods Hotel Reviews

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"

Marram

10/10 Excellent

"Amazing hip on the beach Cool best food anywhere"

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."

Montauk Manor

10/10 Excellent

"Staff was great. Pool and property clean. Location excellent too"

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."

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"

North Fork Resort

10/10 Excellent

"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"

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"

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Absolutely gorgeous stay!"

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY

￥16,675

￥19,813 total

Oct 8 - Oct 9

includes taxes & fees

8.4/10 Very Good! (961 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

￥19,088

￥21,807 total

Sep 17 - Sep 18

includes taxes & fees

The Atlantic Hotel

1655 County Road 39 Southampton NY

￥18,499

￥25,012 total

Oct 1 - Oct 2

includes taxes & fees

7.2/10 Good! (1,007 reviews)

Ocean Surf Resort

84 South Emerson Avenue Montauk NY

￥19,622

￥29,166 total

Sep 28 - Sep 29

includes taxes & fees

8.6/10 Excellent! (316 reviews)

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY

￥22,283

￥33,007 total

Sep 29 - Sep 30

includes taxes & fees

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

￥32,810

￥37,485 total

Oct 13 - Oct 14

includes taxes & fees

9.2/10 Wonderful! (781 reviews)

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 Sound View Greenport 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. Sound View Greenport 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.

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Find hotels in Wainscott Woods, NY from ￥19,317

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wainscott Woods

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Wainscott Woods hotels

1. Wainscott Woods Retreat

2. The Sagaponack

3. Sag Harbor Inn

4. The 1770 House Restaurant & Inn

5. A Room At The Beach

6. The Hedges Inn

7. The Huntting Inn

8. Bridgehampton Inn

9. East Hampton House Resort

10. Journey East Hampton

11. Topping Rose House

12. The Maidstone

13. Faraway Sag Harbor

14. Mill House Inn

15. Head of Pond House

16. The Roundtree, Amagansett

17. The Pridwin Hotel

18. Harpoon House

19. The Atlantic Hotel

20. Hamlet Inn

Learn more about Wainscott Woods

Top Wainscott Woods Hotel Reviews

Ocean Surf Resort

Marram

The Atlantic Hotel

Montauk Manor

Sound View Greenport

Sun N Sound

North Fork Resort

Zey Hotel

Gurney's Montauk Resort & Seawater Spa

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

Hampton's Vacation Inn

The Atlantic Hotel

Ocean Surf Resort

Montauk Blue Hotel

The Hampton Maid

Frequently asked questions

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