Wainscott Woods Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Wainscott Woods hotels

Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
8.0 out of 10, Very good, (2)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is €1,320
includes taxes & fees
2 Sept - 3 Sept
Wainscott Woods Retreat
Offshore Residences
One Bedroom Condo King with Steam Shower | Living area

Offshore Residences

4.0 star property
The price is €859
includes taxes & fees
1 Oct - 2 Oct
Offshore Residences
The Montauk Beach House
Exterior

The Montauk Beach House

3.5 star property
8.8 out of 10, Excellent, (139)
"Super staff and beautiful location!"
The price is €367
includes taxes & fees
7 Sept - 8 Sept
The Montauk Beach House
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is €671
includes taxes & fees
2 Sept - 3 Sept
East Hampton Art House Bed & Breakfast
The Reform Club
Deluxe Suite

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (2)
"Unique property; lots of attention from staff; close to town."
The Reform Club
Hartmans' Briney Breezes Beach Resort
Outdoor pool, pool loungers

Hartmans' Briney Breezes Beach Resort

2.5 star property
9.6 out of 10, Exceptional, (128)
"Property is beautiful and the staff and amenities were awesome. Would definitely stay here again!"
Hartmans' Briney Breezes Beach Resort
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.4 out of 10, Good, (9)
"Beautiful property, but no restaurant open for lunch, no pool service, no one to answer calls at front desk. Constant marketing notices."
The price is €581
includes taxes & fees
21 Sept - 22 Sept
EHP Resort & Marina
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (275)
"Very close walk to the beach great for little ones "
The price is €265
includes taxes & fees
2 Sept - 3 Sept
The Surf Club
Shelter Island House
Property grounds

Shelter Island House

3.5 star property
8.4 out of 10, Very good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
The price is €197
includes taxes & fees
28 Sept - 29 Sept
Shelter Island House
Aqualina Inn Montauk
Seasonal outdoor pool, pool loungers

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (472)
"The room was very clean and the staff accommodating ! "
The price is €140
includes taxes & fees
29 Sept - 30 Sept
Aqualina Inn Montauk
West Neck Guesthouse
Deluxe Room, 1 King Bed

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (37)
"Great property! Close to beach and super clean. "
The price is €307
includes taxes & fees
1 Sept - 2 Sept
West Neck Guesthouse
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (55)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (76)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
The price is €240
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek
Breakers Montauk
Exterior

Breakers Montauk

3.0 star property
8.4 out of 10, Very good, (166)
"Property/room was wonderful. "
The price is €151
includes taxes & fees
29 Sept - 30 Sept
Breakers Montauk
Daunt's Albatross Motel
Outdoor pool, pool loungers

Daunt's Albatross Motel

2.0 star property
9.0 out of 10, Wonderful, (272)
"Great Stay!"
Daunt's Albatross Motel
Montauk Oceanside Suites
Apartment | Private kitchen

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (407)
"great place to stay"
The price is €170
includes taxes & fees
29 Sept - 30 Sept
Montauk Oceanside Suites
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very good, (134)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
Harpoon House
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.2 out of 10, Wonderful, (87)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is €322
includes taxes & fees
1 Oct - 2 Oct
A Room At The Beach
Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1243)
"I had the best time and highly recommend this hotel!"
The price is €307
includes taxes & fees
1 Sept - 2 Sept
Montauk Manor
A Wave Inn
Beach

A Wave Inn

2.5 star property
7.4 out of 10, Good, (127)
"Great stay"
The price is €194
includes taxes & fees
25 Sept - 26 Sept
A Wave Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

More cheap stays in Wainscott Woods

More cheap stays in Wainscott Woods

Greenporter Hotel

Greenporter Hotel

326 Front St, Greenport, NY
Get rates

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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

Wainscott Woods Retreat is one of the top choices for your stay based on our traveller data. This hotel offers free parking and in-room kitchenettes. Other good choices for your visit to the area are Private, Charming, Lovely Farmhouse in Wainscott, East Hampton and The Atlantic Hotel. See all available top hotels, or vacation rentals in Wainscott Woods.

What are some of the best holiday rentals that Wainscott Woods has to offer?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Wainscott Woods offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. 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 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?

Wainscott Woods Retreat: Hotel located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Private, Charming, Lovely Farmhouse in Wainscott, East Hampton 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.