𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Wainscott Woods from RM478 (2026) - Fully Refundable Options

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

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Our top choices for Wainscott Woods hotels

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

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.

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

1. Sag Harbor Inn

Sag Harbor

Terri

RM894

RM1,021 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A living room with a fireplace, two sofas, a coffee table, and a chair.

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

2. Journey East Hampton

East Hampton North

Erika

RM1,010

RM1,270 total

includes taxes & fees

3 Nov - 4 Nov

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

A wooden building with a white window and a balcony.

3. The Sagaponack

Wainscott

Jane

RM792

RM1,068 total

includes taxes & fees

26 Oct - 27 Oct

A dining area with a fireplace, bookshelves, and a view of the bar area.

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

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.

4. Bridgehampton Inn

Bridgehampton

Leslie

RM1,220

RM1,394 total

includes taxes & fees

20 Oct - 21 Oct

5. East Hampton House Resort

East Hampton North

Tina

RM590

RM785 total

includes taxes & fees

2 Nov - 3 Nov

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 hotel room with a large bed, a window with curtains, a small table with chairs, and an air conditioning unit on the wall.

A two-story building with a porch and a flagpole.

6. The Maidstone

East Hampton

Steven

RM786

RM943 total

includes taxes & fees

1 Nov - 2 Nov

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.

7. A Room At The Beach

Bridgehampton

Samantha

RM1,209

RM1,381 total

includes taxes & fees

21 Oct - 22 Oct

A beach chair with a striped cushion and a bag with a floral design.

A person riding a bicycle with a basket on a road.

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

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

8. The Hedges Inn

East Hampton

Lauren

RM1,466

RM1,915 total

includes taxes & fees

20 Oct - 21 Oct

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.

9. Topping Rose House

Bridgehampton

Adam

RM2,553

RM2,931 total

includes taxes & fees

20 Oct - 21 Oct

A pool area with umbrellas, potted plants, and a pathway leading to a building.

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

A spacious living room with a fireplace, comfortable seating, and large windows.

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

10. Faraway Sag Harbor

Sag Harbor

Thomas

RM1,506

RM1,893 total

includes taxes & fees

16 Nov - 17 Nov

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

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 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.

11. Mill House Inn

Pantigo Road Historic District

Rhett

RM1,326

RM1,917 total

includes taxes & fees

20 Oct - 21 Oct

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

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

12. The Huntting Inn

Egypt Lane Historic District

Josie

RM1,563

RM1,827 total

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a bed, bedside table, lamp, and a view of the outdoors through a window.

A living room area with a sofa, a dining table, and a separate queen bedroom.

A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.

13. Southampton Long Island Hotel

Southampton

William

RM649

RM774 total

includes taxes & fees

20 Oct - 21 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 white house with a sign reading "The 1770 House Restaurant & Inn."

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

14. The 1770 House Restaurant & Inn

East Hampton

Lisa

RM1,643

RM2,246 total

includes taxes & fees

1 Nov - 2 Nov

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 hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

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.

15. The Bentley Hotel Southampton

Southampton

Doug

RM551

RM630 total

includes taxes & fees

31 Oct - 1 Nov

A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.

A modern kitchen with a wooden countertop, a black sink, and a pendant light.

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 lobby with a large seating area, a staircase, and a view of the upper floor.

16. EHP Resort & Marina

East Hampton

theresa

RM1,408

RM1,770 total

includes taxes & fees

20 Oct - 21 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 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.

17. The Roundtree, Amagansett

Amagansett North

Dwight

RM2,426

RM2,910 total

includes taxes & fees

1 Nov - 2 Nov

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.

18. Southampton Inn

Southampton

Kevin

RM816

RM999 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A child playing with a colorful kite in a grassy field.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.

19. The Harbor Front Inn

Greenport

Antrii

RM663

RM874 total

includes taxes & fees

17 Nov - 18 Nov

A staircase with a white railing, a white chandelier, and framed artwork on the walls.

A dining area with tables set for guests, a fireplace, and large colorful paintings on the walls.

Two wine bottles with labels on a counter.

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

20. Harpoon House

Southampton

Yuliya V

RM1,102

RM1,259 total

includes taxes & fees

20 Oct - 21 Oct

View all properties

Hotels recommended for families in Wainscott Woods

Sag Harbor Inn

Sag Harbor

RM894

RM1,021 total

includes taxes & fees

1 Nov - 2 Nov

Topping Rose House

Bridgehampton

RM2,553

RM2,931 total

includes taxes & fees

20 Oct - 21 Oct

Faraway Sag Harbor

Sag Harbor

RM1,506

RM1,893 total

includes taxes & fees

16 Nov - 17 Nov

Journey East Hampton

East Hampton North

RM1,010

RM1,270 total

includes taxes & fees

3 Nov - 4 Nov

The Sagaponack

Wainscott

RM792

RM1,068 total

includes taxes & fees

26 Oct - 27 Oct

East Hampton House Resort

East Hampton North

RM590

RM785 total

includes taxes & fees

2 Nov - 3 Nov

Bridgehampton Inn

Bridgehampton

RM1,220

RM1,394 total

includes taxes & fees

20 Oct - 21 Oct

The Roundtree, Amagansett

Amagansett North

RM2,426

RM2,910 total

includes taxes & fees

1 Nov - 2 Nov

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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

Top Wainscott Woods Hotel Reviews

Montauk Blue Hotel

10/10 Excellent

"Great rooms beautiful ocean views"

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."

Ocean Vista Resort

10/10 Excellent

"Beautiful place to stay . Room has a full kitchen. Also included in the room glasses silverware and dishes . Easy access to the beach. Most enjoyable time ."

Zey Hotel

10/10 Excellent

"Hotel is in a great location, central to everything. Staff was helpful and courteous. We will definitely be back!"

Beachcomber Resort at Montauk

10/10 Excellent

"Great place in Montauk. Beautiful view and room was spacious."

The Atlantic Hotel

10/10 Excellent

"Lots of parking, rooms were clean and smelt nice"

Shorewood Inn

10/10 Excellent

"Clean, affordable, helpful staff, good parking. We will stay again when we are in the area."

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY

RM439

RM521 total

22 Oct - 23 Oct

includes taxes & fees

The Atlantic Hotel

1655 County Road 39 Southampton NY

RM437

RM601 total

28 Oct - 29 Oct

includes taxes & fees

7.2/10 Good! (1,004 reviews)

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

RM551

RM630 total

31 Oct - 1 Nov

includes taxes & fees

Ocean Surf Resort

84 South Emerson Avenue Montauk NY

RM445

RM686 total

25 Oct - 26 Oct

includes taxes & fees

Sun N Sound

22 Soundview Drive Montauk NY

RM566

RM713 total

22 Oct - 23 Oct

includes taxes & fees

9.2/10 Wonderful! (335 reviews)

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

RM863

RM986 total

20 Oct - 21 Oct

includes taxes & fees

9.2/10 Wonderful! (808 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 traveller data. Other good choices for your visit to the area are Offshore Montauk 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. Offshore Montauk 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 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.

Wainscott Woods hotels from RM478

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. Sag Harbor Inn

2. Journey East Hampton

3. The Sagaponack

4. Bridgehampton Inn

5. East Hampton House Resort

6. The Maidstone

7. A Room At The Beach

8. The Hedges Inn

9. Topping Rose House

10. Faraway Sag Harbor

11. Mill House Inn

12. The Huntting Inn

13. Southampton Long Island Hotel

14. The 1770 House Restaurant & Inn

15. The Bentley Hotel Southampton

16. EHP Resort & Marina

17. The Roundtree, Amagansett

18. Southampton Inn

19. The Harbor Front Inn

20. Harpoon House

Hotels recommended for families in Wainscott Woods

Sag Harbor Inn

Topping Rose House

Faraway Sag Harbor

Journey East Hampton

The Sagaponack

East Hampton House Resort

Bridgehampton Inn

The Roundtree, Amagansett

Learn more about Wainscott Woods

Top Wainscott Woods Hotel Reviews

Montauk Blue Hotel

Sound View Greenport

Ocean Vista Resort

Zey Hotel

Beachcomber Resort at Montauk

The Atlantic Hotel

Shorewood Inn

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

The Atlantic Hotel

The Bentley Hotel Southampton

Ocean Surf Resort

Sun N Sound

The Hampton Maid

Frequently asked questions

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