Lodging Image

Find hotels in Wainscott Woods, NY from ￥19,192

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Filter by

Property class

Guest rating

Our top choices for Wainscott Woods hotels

Exterior
Private kitchenette
Exterior
Exterior

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
￥102,608
￥122,596 total
includes taxes & fees
Sep 14 - Sep 15
Wainscott Woods Retreat
Property entrance
Exterior detail
Point of interest
Interior detail

2. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
￥42,172
￥55,848 total
includes taxes & fees
Oct 11 - Oct 12
The Sagaponack
Building design
Breakfast area
Lobby
Pool

3. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
￥49,676
￥56,755 total
includes taxes & fees
Oct 4 - Oct 5
Sag Harbor Inn
Outdoor dining
Carriage House | Living area
Bar (on property)
Garden

4. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
￥74,935
￥102,440 total
includes taxes & fees
Sep 21 - Sep 22
The 1770 House Restaurant & Inn
Exterior
Bay Twin Room
The Prestige Coast Suite | Bathroom
Pool

5. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
￥45,398
￥51,867 total
includes taxes & fees
Oct 4 - Oct 5
A Room At The Beach
Beach
Bicycling
Restaurant
Interior

6. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
￥68,856
￥87,713 total
includes taxes & fees
Sep 14 - Sep 15
The Hedges Inn
Beach
Breakfast area
Exterior
Bar (on property)

7. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
￥68,275
￥79,536 total
includes taxes & fees
Oct 4 - Oct 5
The Huntting Inn
Bar (on property)
Property grounds
Interior
Room, 1 King Bed (Pets Allowed)

8. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
￥45,843
￥52,376 total
includes taxes & fees
Oct 1 - Oct 2
Bridgehampton Inn
Outdoor pool
Exterior
Bar (on property)
Bar (on property)

9. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
￥139,008
￥159,354 total
includes taxes & fees
Sep 13 - Sep 14
Topping Rose House
Property entrance
Bar (on property)
Classic Queen
Exterior detail

10. The Maidstone

The Maidstone
East Hampton
United States
Steven
￥50,522
￥60,608 total
includes taxes & fees
Sep 16 - Sep 17
The Maidstone
Deluxe Studio | Living area
Front of property
Reception
Studio

11. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
￥37,921
￥47,493 total
includes taxes & fees
Sep 13 - Sep 14
East Hampton House Resort
View from property
Lobby sitting area
Atlantic King Suite
Breakfast area

12. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
￥47,568
￥59,780 total
includes taxes & fees
Oct 6 - Oct 7
Journey East Hampton
Front of property - evening/night
Graybarn Cottage | Living area
Porch
Graybarn Cottage

13. Mill House Inn

Mill House Inn
Pantigo Road Historic District
Canada
Ronald
￥134,155
￥193,890 total
includes taxes & fees
Sep 13 - Sep 14
Mill House Inn
Pool
Terrace/patio
Restaurant
Reception

14. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
￥73,134
￥91,913 total
includes taxes & fees
Oct 5 - Oct 6
Faraway Sag Harbor
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed)
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Living area
Luxury Suite, Lake View (Pet not allowed)
Exterior

15. Head of Pond House

Head of Pond House
Water Mill
United States
Liz
￥166,910
￥190,695 total
includes taxes & fees
Sep 13 - Sep 14
Head of Pond House
Beach
Room
Room
Property amenity

16. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Ryan
￥106,446
￥127,696 total
includes taxes & fees
Oct 1 - Oct 2
The Roundtree, Amagansett
Terrace/patio
Pool
Beach
Restaurant

17. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
￥77,727
￥97,681 total
includes taxes & fees
Sep 13 - Sep 14
The Pridwin Hotel
Interior detail
Restaurant
Restaurant
Deluxe King Guest Room

18. Harpoon House

Harpoon House
Southampton
United States
Kim
￥37,372
￥42,698 total
includes taxes & fees
Oct 1 - Oct 2
Harpoon House
Honeymoon Room, Jetted Tub
Single Room
Sport court
Exterior

19. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Jessa
￥18,283
￥24,721 total
includes taxes & fees
Oct 1 - Oct 2
The Atlantic Hotel
Property grounds
Bicycling
Property entrance
Room, Multiple Beds

20. Southampton Village Motel

Southampton Village Motel
Southampton
United States
Lucas
￥67,568
￥77,196 total
includes taxes & fees
Sep 13 - Sep 14
Southampton Village Motel
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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.
Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"The staff were professional and very helpful. The room was clean and the view from the balcony was beautiful. The resort itself needs painting and updates otherwise everything else was wonderful."
Carmen 1-night trip
Posted 7 hours ago
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Front desk staff was extremely knowledgeable, friendly and accommodating. The beach crew was excellent too. They set up and brought back all the necessities so all you had to do was relax."
Geraldine 1-night trip
Posted 22 hours ago
Montauk Blue Hotel
Zey Hotel

Zey Hotel

10/10 Excellent
"Such an amazing hotel to stay for the weekend"
Olivia 1-night trip
Posted 2 days ago
Zey Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Very good"
Iosif 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

10/10 Excellent
"Excellent service, beautiful property, accommodating staff."
Maria 3-night trip
Posted 2 days ago
Montauk Manor
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Across the street from the beach…a great stay and easy walk into town! Will be back."
Rhonda 2-night trip
Posted 4 days ago
Beachcomber Resort at Montauk
Faraway Sag Harbor

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."
Claudia 3-night trip
Posted 8 days ago
Faraway Sag Harbor

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
￥16,480
￥19,582 total
Oct 8 - Oct 9
includes taxes & fees
Kenny's Tipperary Inn
Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
￥18,973
￥21,676 total
Sep 13 - Sep 14
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
￥18,283
￥24,721 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
￥19,606
￥29,069 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (309 reviews)
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
￥22,148
￥32,808 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (270 reviews)
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
￥40,017
￥45,720 total
Sep 14 - Sep 15
includes taxes & fees
The Hampton Maid

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 traveler data. Other good choices for your stay in the area are The Atlantic Hotel and Gurney's Montauk Resort & Seawater Spa. 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?
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 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.

Explore a world of travel with Expedia