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Sep 3 - Sep 4
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Our top choices for Wainscott Woods hotels

Exterior
Coffee/tea maker
Family Studio Suite, 2 Queen Beds | Hypo-allergenic bedding available, memory foam beds, blackout drapes
Exterior

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
￥98,625
￥118,285 total
includes taxes & fees
Sep 10 - Sep 11
Wainscott Woods Retreat
Property entrance
Interior detail
Point of interest
Exterior

2. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
￥40,302
￥53,984 total
includes taxes & fees
Oct 4 - Oct 5
The Sagaponack
Building design
Free daily continental breakfast
Lobby lounge
Lobby

3. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
￥48,207
￥55,076 total
includes taxes & fees
Sep 27 - Sep 28
Sag Harbor Inn
Outdoor dining
Front of property
Bar (on property)
Carriage House | Living area | Flat-screen TV

4. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
￥77,604
￥106,089 total
includes taxes & fees
Sep 21 - Sep 22
The 1770 House Restaurant & Inn
Exterior
The Prestige Coast Suite | Bathroom | Shower, rainfall showerhead, free toiletries, hair dryer
Beach nearby
Bay Twin Room | Minibar, in-room safe, individually decorated, individually furnished

5. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
￥52,239
￥59,683 total
includes taxes & fees
Oct 4 - Oct 5
A Room At The Beach
Beach nearby, sun loungers, beach umbrellas, beach towels
Restaurant
Interior
Front of property

6. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
￥85,598
￥107,163 total
includes taxes & fees
Sep 21 - Sep 22
The Hedges Inn
Beach nearby
Free continental breakfast on weekends
Bar (on property)
Exterior detail

7. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
United States
James Patrick
￥70,706
￥82,368 total
includes taxes & fees
Oct 4 - Oct 5
The Huntting Inn
Outdoor pool
Exterior
Bar (on property)
Bar (on property)

8. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
￥145,525
￥166,819 total
includes taxes & fees
Sep 7 - Sep 8
Topping Rose House
Bar (on property)
Outdoor wedding area
Property grounds
Interior

9. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
￥47,903
￥54,730 total
includes taxes & fees
Oct 1 - Oct 2
Bridgehampton Inn
Property entrance
Classic Queen | Frette Italian sheets, premium bedding, minibar, in-room safe
Garden
Bar (on property)

10. The Maidstone

The Maidstone
East Hampton
United States
Steven
￥62,302
￥74,741 total
includes taxes & fees
Sep 10 - Sep 11
The Maidstone
View from property
Free daily on-the-go breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers
Atlantic King Suite | Premium bedding, in-room safe, iron/ironing board (on request)

11. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
￥49,705
￥62,465 total
includes taxes & fees
Oct 4 - Oct 5
Journey East Hampton
Deluxe Studio | Living area | TV
Front of property
Deluxe Studio, Kitchen | WiFi (free)
Reception

12. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
￥39,298
￥49,215 total
includes taxes & fees
Sep 28 - Sep 29
East Hampton House Resort
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas
Lobby lounge
Terrace/patio
Restaurant

13. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
￥86,456
￥108,654 total
includes taxes & fees
Sep 7 - Sep 8
Faraway Sag Harbor
Front of property - evening/night
Graybarn Cottage | Living area | Flat-screen TV, fireplace, DVD player
Graybarn Cottage | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
Graybarn Cottage | Living area | Flat-screen TV, fireplace, DVD player

14. Mill House Inn

Mill House Inn
Pantigo Road Historic District
Canada
Ronald
￥138,933
￥200,796 total
includes taxes & fees
Sep 7 - Sep 8
Mill House Inn
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Desk, laptop workspace, iron/ironing board, WiFi (free)
Exterior
Living room
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Living area

15. Head of Pond House

Head of Pond House
Water Mill
United States
Liz
￥297,235
￥339,591 total
includes taxes & fees
Sep 9 - Sep 10
Head of Pond House
Beach nearby, white sand, sun loungers, beach umbrellas
Aerial view
Property amenity
Frette Italian sheets, premium bedding, down comforters

16. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Ryan
￥110,237
￥132,243 total
includes taxes & fees
Oct 1 - Oct 2
The Roundtree, Amagansett
Interior detail
Deluxe King Guest Room | Minibar, in-room safe, desk, laptop workspace
Restaurant
Restaurant

17. Harpoon House

Harpoon House
Southampton
United States
Kim
￥38,108
￥43,538 total
includes taxes & fees
Sep 7 - Sep 8
Harpoon House
Terrace/patio
Breakfast, lunch and dinner served
Seasonal outdoor pool, pool umbrellas, sun loungers
Premium bedding, iron/ironing board, WiFi (free), individually furnished

18. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
￥84,530
￥106,235 total
includes taxes & fees
Sep 7 - Sep 8
The Pridwin Hotel
Desk, WiFi (free), bed sheets
Exterior detail
Interior detail
Exterior

19. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
United States
William
￥31,597
￥37,681 total
includes taxes & fees
Sep 10 - Sep 11
Southampton Long Island Hotel
Honeymoon Room, Jetted Tub | Egyptian cotton sheets, premium bedding, desk, laptop workspace
Exterior
Single Room | Egyptian cotton sheets, premium bedding, desk, laptop workspace
Sport court

20. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Jessa
￥19,105
￥25,832 total
includes taxes & fees
Oct 1 - Oct 2
The Atlantic Hotel
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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.
Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our stay! The staff was very helpful. Would definitely stay again!"
Diane 1-night trip
Posted 4 hours ago
Hampton's Vacation Inn
The Hampton Maid

The Hampton Maid

10/10 Excellent
"wonderful hotel."
SABINA 1-night trip
Posted 9 hours ago
The Hampton Maid
Ocean Surf Resort

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"
naoko 1-night trip
Posted 11 hours ago
Ocean Surf Resort
Zey Hotel

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!"
Brian 1-night trip
Posted 12 hours ago
Zey Hotel
Kenny's Tipperary Inn

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."
Demetra 4-night trip
Posted 12 hours ago
Kenny's Tipperary Inn
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 14 hours ago
Faraway Sag Harbor
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Great beachfront property! Spa is amazing!"
Daniel 1-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa
Montauk Yacht Club

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."
Arabella 1-night trip
Posted 2 days ago
Montauk Yacht Club
The Bentley Hotel Southampton

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!"
Victoria 1-night trip
Posted 2 days ago
The Bentley Hotel Southampton

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
￥18,380
￥21,838 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very Good! (956 reviews)
Kenny's Tipperary Inn
Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
￥19,649
￥22,448 total
Sep 9 - Sep 10
includes taxes & fees
9/10 Wonderful! (394 reviews)
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
￥19,105
￥25,832 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
￥24,352
￥31,827 total
Sep 15 - Sep 16
includes taxes & fees
9.6/10 Exceptional! (573 reviews)
The Bentley Hotel Southampton
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
￥23,493
￥34,612 total
Sep 21 - Sep 22
includes taxes & fees
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
￥41,815
￥47,775 total
Sep 9 - Sep 10
includes taxes & fees
9.2/10 Wonderful! (772 reviews)
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 Offshore Montauk. See all available top hotels, or vacation rentals in Wainscott Woods.
What's the top vacation rental that Wainscott Woods has to offer?
The Hampton Sack a cheerful relaxing beach cottage: Visitors like this Wainscott Woods vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 Offshore Montauk 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.

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