𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Wainscott Woods (2026)

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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 hotel room with two beds, a kitchenette, a refrigerator, and a wall-mounted shelf with bottles.

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

1. Wainscott Woods Retreat

Wainscott

Ivan

₹69,686

₹82,961 total

includes taxes & fees

16 Sept - 17 Sept

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A room with a large bay window, a chandelier, and wall sconces.

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.

2. The Sagaponack

Wainscott

Jane

₹24,255

₹32,489 total

includes taxes & fees

14 Oct - 15 Oct

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 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.

3. Sag Harbor Inn

Sag Harbor

Loretta

₹30,961

₹35,373 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

A garden pathway leading to a white picket fence and a building with an American flag.

4. The 1770 House Restaurant & Inn

East Hampton

Lisa

₹46,704

₹63,848 total

includes taxes & fees

21 Sept - 22 Sept

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 large, white, two-story building with a covered porch and a bicycle parked in front.

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

5. Topping Rose House

Bridgehampton

Adam

₹90,406

₹103,624 total

includes taxes & fees

16 Sept - 17 Sept

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.

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

6. 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

₹28,295

₹32,327 total

includes taxes & fees

4 Oct - 5 Oct

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.

7. The Hedges Inn

East Hampton

Lauren

₹42,915

₹54,668 total

includes taxes & fees

17 Sept - 18 Sept

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

A breakfast buffet table with various pastries and fruits, set against a backdrop of large windows overlooking a garden.

A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.

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

8. The Huntting Inn

Egypt Lane Historic District

Josie

₹42,553

₹49,572 total

includes taxes & fees

4 Oct - 5 Oct

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 room with two armchairs, a small table with a vase of flowers, and a patterned rug.

An outdoor wedding setup with white chairs, a table with floral arrangements, and a white canopy.

9. Bridgehampton Inn

Bridgehampton

Leslie

₹28,572

₹32,644 total

includes taxes & fees

1 Oct - 2 Oct

10. East Hampton House Resort

East Hampton North

Suzette

₹23,651

₹29,619 total

includes taxes & fees

28 Sept - 29 Sept

11. The Maidstone

East Hampton

Steven

₹26,135

₹31,353 total

includes taxes & fees

13 Oct - 14 Oct

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 modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

12. Journey East Hampton

East Hampton North

NAKUL

₹26,398

₹33,177 total

includes taxes & fees

12 Oct - 13 Oct

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 cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

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

13. Mill House Inn

Pantigo Road Historic District

Ronald

₹83,614

₹120,844 total

includes taxes & fees

16 Sept - 17 Sept

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.

14. Faraway Sag Harbor

Sag Harbor

Miguel

₹42,571

₹53,502 total

includes taxes & fees

4 Oct - 5 Oct

A beach with waves gently lapping onto the shore.

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.

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

15. The Roundtree, Amagansett

Amagansett North

Ryan

₹66,344

₹79,588 total

includes taxes & fees

7 Oct - 8 Oct

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

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

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

A restaurant with green booths, wooden chairs, and round tables.

16. The Pridwin Hotel

Shelter Island Heights

Morris

₹57,746

₹72,572 total

includes taxes & fees

16 Sept - 17 Sept

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

A cozy living room with a wooden table, a red sofa, and a balcony with a view of trees and a body of water.

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.

17. Head of Pond House

Water Mill

Liz

₹59,445

₹67,916 total

includes taxes & fees

24 Sept - 25 Sept

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.

Two wine bottles with labels on a counter.

18. Harpoon House

Southampton

Kim

₹23,292

₹26,612 total

includes taxes & fees

1 Oct - 2 Oct

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.

19. The Bentley Hotel Southampton

Southampton

Frank

₹14,205

₹18,618 total

includes taxes & fees

5 Oct - 6 Oct

A brick house with a covered porch, a chimney, and a well-maintained lawn.

A spacious living room with a staircase, a fireplace, and a coffee table with books and flowers.

A two-story house with a covered patio and a small garden area.

A small brick house with a chimney, surrounded by a well-maintained lawn and trees.

20. The Reform Club

Amagansett North

Cathleen

₹94,066

₹116,067 total

includes taxes & fees

6 Oct - 7 Oct

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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

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."

Montauk Blue Hotel

10/10 Excellent

"The view from my room had to be the best start of my trip. It was better than the pictures. The beach was clean, calm and super inviting. The cleanliness of the room was also great. I am looking forward to my next trip"

Ocean Surf Resort

10/10 Excellent

"Our room was poolside. Behind the pool were lounge chairs with a view of the ocean. Doesn't get any better than that! Pool doesn't close Labor Day. Stays open til mid October and is heated. Off the pool deck, is a pathway down to the beach. Slept with the door open so we could listen to the waves. Room had a stovetop, microwave, coffeemaker and mini fridge. Plates, glasses, pots, pans and utensils available for use. Bring your own food and drinks instead of paying for overpriced restaurant meals. Rooms were updated, clean, and comfy. Table for two right outside the sliding door. A few blocks away from Montauk village. Plenty of folks staying here but still quiet and peaceful."

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"

The Harbor Front Inn

10/10 Excellent

"Great location"

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

₹10,272

₹12,205 total

8 Oct - 9 Oct

includes taxes & fees

8.4/10 Very good! (960 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

₹11,825

₹13,510 total

17 Sept - 18 Sept

includes taxes & fees

The Atlantic Hotel

1655 County Road 39 Southampton NY

₹11,395

₹15,409 total

1 Oct - 2 Oct

includes taxes & fees

Ocean Surf Resort

84 South Emerson Avenue Montauk NY

₹12,087

₹17,966 total

28 Sept - 29 Sept

includes taxes & fees

8.6/10 Excellent! (315 reviews)

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY

₹13,804

₹20,448 total

27 Sept - 28 Sept

includes taxes & fees

9.2/10 Wonderful! (274 reviews)

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

₹20,211

₹23,091 total

13 Oct - 14 Oct

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Wainscott Woods?

Located 12.5 mi (20.2 km) from the heart of Wainscott Woods, Sound View Greenport is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are The Atlantic Hotel and Gurney's Montauk Resort & Seawater Spa. 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?

Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel and Gurney's Montauk Resort & Seawater Spa 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 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Wainscott Woods is 1452 mm.

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Book Hotels in Wainscott Woods on Expedia.com

Wainscott Woods Hotels from ₹11,899

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wainscott Woods

Check prices for these dates

Filter by

Star rating

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. Topping Rose House

6. A Room At The Beach

7. The Hedges Inn

8. The Huntting Inn

9. Bridgehampton Inn

10. East Hampton House Resort

11. The Maidstone

12. Journey East Hampton

13. Mill House Inn

14. Faraway Sag Harbor

15. The Roundtree, Amagansett

16. The Pridwin Hotel

17. Head of Pond House

18. Harpoon House

19. The Bentley Hotel Southampton

20. The Reform Club

Learn more about Wainscott Woods

Top Wainscott Woods Hotel Reviews

Montauk Manor

Sound View Greenport

Montauk Blue Hotel

Ocean Surf Resort

Sun N Sound

North Fork Resort

Zey Hotel

The Harbor Front Inn

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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