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Sep 15 - Sep 16
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Sep 16 - Sep 17
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Sep 18 - Sep 20
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Sep 25 - Sep 27

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Our top choices for Wainscott Woods hotels

Exterior
Family Studio Suite, 2 Queen Beds
Private kitchenette
Exterior

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
￥108,249
￥129,051 total
includes taxes & fees
Sep 22 - Sep 23
Wainscott Woods Retreat
Property entrance
Interior detail
Exterior
Exterior detail

2. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
￥38,989
￥52,226 total
includes taxes & fees
Oct 14 - Oct 15
The Sagaponack
Building design
Pool
Lobby
Lobby lounge

3. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
￥49,770
￥56,862 total
includes taxes & fees
Oct 14 - Oct 15
Sag Harbor Inn
Outdoor dining
Garden
Bar (on property)
Front of property

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
The Prestige Coast Suite | Bathroom
Beach
Bay Twin Room

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
Restaurant
Interior
Bicycling

6. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
￥69,274
￥88,245 total
includes taxes & fees
Sep 16 - Sep 17
The Hedges Inn
Beach
Exterior detail
Breakfast area
Bar (on property)

7. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
￥68,689
￥80,019 total
includes taxes & fees
Oct 4 - Oct 5
The Huntting Inn
Bar (on property)
Room, 1 King Bed (Pets Allowed)
Property grounds
Outdoor wedding area

8. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
￥46,121
￥52,694 total
includes taxes & fees
Oct 1 - Oct 2
Bridgehampton Inn
Deluxe Studio | Living area
Front of property
Reception
Studio

9. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
￥38,177
￥47,811 total
includes taxes & fees
Sep 28 - Sep 29
East Hampton House Resort
View from property
Outdoor pool
Atlantic King Suite
Lobby sitting area

10. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
￥42,611
￥53,555 total
includes taxes & fees
Oct 12 - Oct 13
Journey East Hampton
Outdoor pool
Bar (on property)
Cottage, 2 Twin Beds | View from room
Bar (on property)

11. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
￥142,300
￥163,116 total
includes taxes & fees
Sep 21 - Sep 22
Topping Rose House
Exterior
Premier Double King Room
Breakfast area
Lobby sitting area

12. The Maidstone

The Maidstone
East Hampton
United States
Steven
￥42,187
￥50,610 total
includes taxes & fees
Oct 13 - Oct 14
The Maidstone
Pool
Restaurant
Terrace/patio
Lobby lounge

13. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
￥68,719
￥86,363 total
includes taxes & fees
Oct 4 - Oct 5
Faraway Sag Harbor
Front of property - evening/night
Graybarn Cottage | Living area
Graybarn Cottage
Graybarn Cottage | Living area

14. Mill House Inn

Mill House Inn
Pantigo Road Historic District
Canada
Ronald
￥134,409
￥194,257 total
includes taxes & fees
Sep 21 - Sep 22
Mill House Inn
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed)
Exterior
Luxury Suite, Lake View (Pet not allowed)
Living room

15. Head of Pond House

Head of Pond House
Water Mill
United States
Liz
￥99,954
￥114,197 total
includes taxes & fees
Sep 24 - Sep 25
Head of Pond House
Beach
Room
Room
Aerial view

16. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Ryan
￥107,093
￥128,471 total
includes taxes & fees
Oct 1 - Oct 2
The Roundtree, Amagansett
Terrace/patio
Beach
Room
Pool

17. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Morris
￥93,214
￥117,146 total
includes taxes & fees
Sep 16 - Sep 17
The Pridwin Hotel
Interior detail
Deluxe King Guest Room
Terrace/patio
Restaurant

18. Harpoon House

Harpoon House
Southampton
United States
Kim
￥37,598
￥42,956 total
includes taxes & fees
Oct 1 - Oct 2
Harpoon House
Honeymoon Room, Jetted Tub
Exterior
Sport court
Breakfast area

19. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Jessa
￥18,394
￥24,871 total
includes taxes & fees
Oct 1 - Oct 2
The Atlantic Hotel
Restaurant
Property grounds
Double Room | Terrace/patio
Beach

20. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
￥19,551
￥25,271 total
includes taxes & fees
Sep 27 - Sep 28
Hamlet Inn
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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

Montauk Manor

Montauk Manor

10/10 Excellent
"Staff was great. Pool and property clean. Location excellent too"
Jean 3-night trip
Posted 9 hours ago
Montauk Manor
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."
Joseph 3-night trip
Posted 12 hours ago
Sound View Greenport
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"The view from my room had to be the best start of my trip. It was better than the pictures. The beach was clean, calm and super inviting. The cleanliness of the room was also great. I am looking forward to my next trip"
Casandra 1-night trip
Posted 16 hours ago
Montauk Blue Hotel
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Our room was poolside. Behind the pool were lounge chairs with a view of the ocean. Doesn't get any better than that! Pool doesn't close Labor Day. Stays open til mid October and is heated. Off the pool deck, is a pathway down to the beach. Slept with the door open so we could listen to the waves. Room had a stovetop, microwave, coffeemaker and mini fridge. Plates, glasses, pots, pans and utensils available for use. Bring your own food and drinks instead of paying for overpriced restaurant meals. Rooms were updated, clean, and comfy. Table for two right outside the sliding door. A few blocks away from Montauk village. Plenty of folks staying here but still quiet and peaceful."
Sigrid 1-night trip
Posted 19 hours ago
Ocean Surf Resort
Sun N Sound

Sun N Sound

8/10 Good
"Very nice and clean. Pool was excellent. Only complaint was that the bathroom sink and shower drains were slow to drain. I'll give it a 8/10"
Kathy 2-night trip
Posted 21 hours ago
Sun N Sound
North Fork Resort

North Fork Resort

10/10 Excellent
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
Harold 1-night trip
Posted 21 hours ago
North Fork Resort
Zey Hotel

Zey Hotel

10/10 Excellent
"My Husband Phil & I had the Best Stay. Very Quaint Hotel, just a couple of blocks from waterfront.Absolutely spotless, so many sitting areas, Coffee, tea water and ice available 24-7. Our room was spotless, decorated so well. We also had a balcony. James and all staff were so Pleasant and so accommodating. Can't wait to return for another stay. Thank you James .. Phil & Jenn"
Jennifer 1-night trip
Posted 21 hours ago
Zey Hotel
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great location"
Jordan 2-night trip
Posted 2 days ago
The Harbor Front Inn
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Absolutely gorgeous stay!"
Sabrina 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
￥16,580
￥19,700 total
Oct 8 - Oct 9
includes taxes & fees
8.4/10 Very Good! (960 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 17 - Sep 18
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
￥18,394
￥24,871 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
￥19,511
￥29,000 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (315 reviews)
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
￥22,283
￥33,007 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (274 reviews)
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
￥32,624
￥37,272 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 14.3 mi (22.9 km) from the heart of Wainscott Woods, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Sound View Greenport and The Atlantic Hotel. 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?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Sound View Greenport and The Atlantic Hotel 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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