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Sep 13 - Sep 14
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Sep 14 - Sep 15
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Our top choices for Wainscott Woods hotels

Exterior
Private kitchenette
Family Studio Suite, 2 Queen Beds
Exterior

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
￥85,161
￥102,673 total
includes taxes & fees
Sep 14 - Sep 15
Wainscott Woods Retreat
Property entrance
Exterior
Interior detail
Point of interest

2. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
￥38,989
￥52,226 total
includes taxes & fees
Oct 12 - Oct 13
The Sagaponack
Building design
Breakfast area
Pool
Lobby

3. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
￥49,770
￥56,862 total
includes taxes & fees
Oct 4 - Oct 5
Sag Harbor Inn
Outdoor dining
Bar (on property)
Front of property
Carriage House | Living area

4. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
￥75,077
￥102,635 total
includes taxes & fees
Sep 21 - Sep 22
The 1770 House Restaurant & Inn
Exterior
Bay Twin Room
The Prestige Coast Suite | Bathroom
Beach

5. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
￥45,484
￥51,965 total
includes taxes & fees
Oct 4 - Oct 5
A Room At The Beach
Beach
Interior
Restaurant
Front of property

6. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
￥68,986
￥87,879 total
includes taxes & fees
Sep 14 - Sep 15
The Hedges Inn
Beach
Bar (on property)
Breakfast area
Exterior detail

7. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
￥68,404
￥79,687 total
includes taxes & fees
Oct 4 - Oct 5
The Huntting Inn
Bar (on property)
Interior
Room, 1 King Bed (Pets Allowed)
Property grounds

8. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
￥45,929
￥52,474 total
includes taxes & fees
Oct 1 - Oct 2
Bridgehampton Inn
Outdoor pool
Exterior
Cottage, 2 Twin Beds | View from room
Bar (on property)

9. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
￥140,786
￥161,386 total
includes taxes & fees
Sep 28 - Sep 29
Topping Rose House
Property entrance
Bar (on property)
Exterior detail
Garden

10. The Maidstone

The Maidstone
East Hampton
United States
Steven
￥42,012
￥50,399 total
includes taxes & fees
Oct 13 - Oct 14
The Maidstone
Deluxe Studio | Living area
Front of property
Deluxe Studio, Kitchen
Reception

11. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
￥38,018
￥47,613 total
includes taxes & fees
Sep 28 - Sep 29
East Hampton House Resort
View from property
Lobby sitting area
Atlantic King Suite
Outdoor pool

12. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
￥42,435
￥53,332 total
includes taxes & fees
Oct 12 - Oct 13
Journey East Hampton
Front of property - evening/night
Porch
Graybarn Cottage | Living area
Graybarn Cottage

13. Mill House Inn

Mill House Inn
Pantigo Road Historic District
Canada
Ronald
￥134,409
￥194,257 total
includes taxes & fees
Sep 14 - Sep 15
Mill House Inn
Pool
Terrace/patio
Reception
Lobby lounge

14. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
￥71,198
￥89,478 total
includes taxes & fees
Oct 4 - Oct 5
Faraway Sag Harbor
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed)
Luxury Suite, Lake View (Pet not allowed)
Living room
Exterior

15. Head of Pond House

Head of Pond House
Water Mill
United States
Liz
￥167,226
￥191,055 total
includes taxes & fees
Sep 14 - Sep 15
Head of Pond House
Beach
Aerial view
Room
Room

16. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Ryan
￥106,648
￥127,938 total
includes taxes & fees
Oct 1 - Oct 2
The Roundtree, Amagansett
Terrace/patio
Room
Restaurant
Pool

17. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
￥77,873
￥97,867 total
includes taxes & fees
Sep 14 - Sep 15
The Pridwin Hotel
Interior detail
Deluxe King Guest Room
Restaurant
Restaurant

18. Harpoon House

Harpoon House
Southampton
United States
Kim
￥36,866
￥42,120 total
includes taxes & fees
Sep 14 - Sep 15
Harpoon House
Honeymoon Room, Jetted Tub
Breakfast area
Sport court
Single Room

19. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Jessa
￥18,318
￥24,768 total
includes taxes & fees
Oct 1 - Oct 2
The Atlantic Hotel
Property grounds
Property entrance
Property amenity
Bicycling

20. Southampton Village Motel

Southampton Village Motel
Southampton
United States
Lucas
￥67,696
￥77,343 total
includes taxes & fees
Sep 15 - Sep 16
Southampton Village Motel
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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

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Very peaceful. See the ocean from the deck, Sauna is clean. Only AC was too loud & Shower water pressure was low. Uber to get around was expensive."
Jammy 4-night trip
Posted 10 hours ago
Beachcomber Resort at Montauk
Sun N Sound

Sun N Sound

10/10 Excellent
"Beach view"
kaissa 1-night trip
Posted 15 hours ago
Sun N Sound
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"we enjoyed our stay at the Tipperary Inn the staff were very nice and helpful the parking was convenient and the room was roomy and comfortable we would stay there again."
Maire 2-night trip
Posted 19 hours ago
Kenny's Tipperary Inn
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"I love how its very close to the beach and grocery stores."
Leona 2-night trip
Posted 1 day ago
Ocean Resort Inn
The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was nice!"
Nancy 2-night trip
Posted 2 days ago
The Atlantic Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Everything went smoother than I thought it would. The staff couldn’t have been kinder, helpful, or more knowledgeable. The spa treatments and massages were off the charts! We’re looking forward to our next stay and many more to come!"
George 2-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa
Offshore Montauk

Offshore Montauk

10/10 Excellent
"Everything"
Tonya 1-night trip
Posted 2 days ago
Offshore Montauk
Zey Hotel

Zey Hotel

10/10 Excellent
"Such an amazing hotel to stay for the weekend"
Olivia 1-night trip
Posted 4 days ago
Zey Hotel
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 11 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
￥16,512
￥19,620 total
Oct 8 - Oct 9
includes taxes & fees
8.4/10 Very Good! (959 reviews)
Kenny's Tipperary Inn
Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
￥19,009
￥21,717 total
Sep 14 - Sep 15
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
￥18,318
￥24,768 total
Oct 1 - Oct 2
includes taxes & fees
7.2/10 Good! (1,004 reviews)
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
￥19,644
￥29,124 total
Sep 28 - Sep 29
includes taxes & fees
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
￥20,910
￥31,406 total
Oct 13 - Oct 14
includes taxes & fees
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
￥32,488
￥37,119 total
Oct 13 - Oct 14
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.

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