Top 10 Hotels in Wainscott Woods, NY from NT$4,366 - Competitive Prices

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Go beyond your typical stay in Wainscott Woods

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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 compact kitchenette with a fridge, a sink, and a coffee maker.

1. Wainscott Woods Retreat

Wainscott

Ivan

NT$20,511

NT$24,542 total

includes taxes & fees

Sep 10 - Sep 11

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 wooden building with a white window and a balcony.

2. The Sagaponack

Wainscott

Jane

NT$8,057

NT$10,792 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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.

3. Topping Rose House

Bridgehampton

Adam

NT$31,194

NT$35,750 total

includes taxes & fees

Sep 7 - Sep 8

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.

4. Sag Harbor Inn

Sag Harbor

Loretta

NT$10,284

NT$11,750 total

includes taxes & fees

Oct 4 - Oct 5

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.

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

NT$10,443

NT$11,931 total

includes taxes & fees

Oct 4 - Oct 5

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.

6. The Hedges Inn

East Hampton

Lauren

NT$17,112

NT$21,423 total

includes taxes & fees

Sep 8 - Sep 9

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.

7. Faraway Sag Harbor

Sag Harbor

Joseph

NT$17,235

NT$21,660 total

includes taxes & fees

Sep 7 - Sep 8

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

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

8. Mill House Inn

Pantigo Road Historic District

Ronald

NT$27,696

NT$40,029 total

includes taxes & fees

Sep 10 - Sep 11

A two-story house with a front porch, columns, and a well-lit entrance.

A bathroom with two white robes hanging on a wooden rack, a window with a white blind, and a wooden towel rack with towels.

A white house with a red door, surrounded by a well-maintained garden with hedges and a stone pathway.

A modern kitchen with a central island, bar stools, pendant lighting, and a view into the dining area.

9. The Maidstone

East Hampton

Steven

NT$12,455

NT$14,941 total

includes taxes & fees

Sep 10 - Sep 11

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

10. The 1770 House Restaurant & Inn

East Hampton

Lisa

NT$15,470

NT$21,149 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 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.

11. Head of Pond House

Water Mill

Liz

NT$59,421

NT$67,889 total

includes taxes & fees

Sep 9 - Sep 10

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 large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

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

James Patrick

NT$14,135

NT$16,466 total

includes taxes & fees

Oct 4 - Oct 5

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

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

13. Journey East Hampton

East Hampton North

NAKUL

NT$9,848

NT$12,376 total

includes taxes & fees

Oct 4 - Oct 5

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.

14. The Roundtree, Amagansett

Amagansett North

Ryan

NT$22,038

NT$26,437 total

includes taxes & fees

Oct 1 - Oct 2

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.

15. Bridgehampton Inn

Bridgehampton

Leslie

NT$9,491

NT$10,843 total

includes taxes & fees

Oct 1 - Oct 2

16. East Hampton House Resort

East Hampton North

Suzette

NT$7,856

NT$9,839 total

includes taxes & fees

Sep 28 - Sep 29

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 modern kitchen with a marble countertop, a coffee maker, and a fruit tray.

17. The Reform Club

Amagansett North

Cathleen

NT$44,512

NT$54,923 total

includes taxes & fees

Sep 22 - Sep 23

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.

18. The Pridwin Hotel

Shelter Island Heights

Anna

NT$16,851

NT$21,178 total

includes taxes & fees

Sep 7 - Sep 8

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

Two wine bottles with labels on a counter.

A wooden bed with white and red pillows, a blue throw, and a nightstand with drawers.

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

19. Harpoon House

Southampton

Kim

NT$7,618

NT$8,704 total

includes taxes & fees

Sep 7 - Sep 8

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.

20. Zey Hotel

Greenport

shaun

NT$5,341

NT$6,103 total

includes taxes & fees

Sep 7 - Sep 8

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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

Hampton's Vacation Inn

10/10 Excellent

"Loved our stay! The staff was very helpful. Would definitely stay again!"

The Hampton Maid

10/10 Excellent

"wonderful hotel."

Ocean Surf Resort

10/10 Excellent

"Stutaff was kind and the room was clean. It was very nice to be close to the sea. I had a good time. Thank you"

Zey Hotel

10/10 Excellent

"Great location, and James is there for your every need! Not posh, but great value and a friendly staff make for a great experience in Greenport!"

Kenny's Tipperary Inn

8/10 Good

"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."

Faraway Sag Harbor

8/10 Good

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Great beachfront property! Spa is amazing!"

Montauk Yacht Club

10/10 Excellent

"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes from the downtown area. Highly recommend this property."

The Bentley Hotel Southampton

10/10 Excellent

"A well thought out space. Staff is welcoming and helpful. The Room met our expectations. They even offer a beach pass for the Southampton town beach!"

More cheap stays in Wainscott Woods