Brioche buns with chocolate chips priced at $3.50.

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Check prices for these dates

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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Our top choices for Wainscott Woods hotels

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
AU$1,142
includes taxes & fees
9 Sept - 10 Sept
Wainscott Woods Retreat

2. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
AU$474
includes taxes & fees
4 Oct - 5 Oct
The Sagaponack

3. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
AU$524
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

4. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
AU$478
includes taxes & fees
1 Oct - 2 Oct
Bridgehampton Inn

5. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
AU$481
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

6. The Maidstone

The Maidstone
East Hampton
United States
Steven
AU$659
includes taxes & fees
10 Sept - 11 Sept
The Maidstone

7. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
AU$432
includes taxes & fees
28 Sept - 29 Sept
East Hampton House Resort

8. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
AU$544
includes taxes & fees
4 Oct - 5 Oct
Journey East Hampton

9. Zey Hotel

Zey Hotel
Greenport
United States
shaun
AU$269
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel

10. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
AU$935
includes taxes & fees
21 Sept - 22 Sept
The 1770 House Restaurant & Inn

11. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
AU$266
includes taxes & fees
27 Sept - 28 Sept
The Bentley Hotel Southampton

12. Harpoon House

Harpoon House
Southampton
United States
Kim
AU$384
includes taxes & fees
7 Sept - 8 Sept
Harpoon House

13. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Michael
AU$202
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort

14. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
AU$357
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

15. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
AU$957
includes taxes & fees
7 Sept - 8 Sept
Faraway Sag Harbor

16. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
AU$229
includes taxes & fees
28 Sept - 29 Sept
Hamlet Inn

17. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
United States
James Patrick
AU$724
includes taxes & fees
4 Oct - 5 Oct
The Huntting Inn

18. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
AU$942
includes taxes & fees
13 Sept - 14 Sept
The Hedges Inn

19. The Chequit

The Chequit
The Heights
United States
Kathleen
AU$310
includes taxes & fees
4 Oct - 5 Oct
The Chequit

20. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
AU$1,470
includes taxes & fees
7 Sept - 8 Sept
Topping Rose House
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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

Recent Reviews in Wainscott Woods

 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 10 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 11 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 13 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 accommodation in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
AU$192
4 Oct - 5 Oct
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
AU$197
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (394 reviews)
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
AU$225
1 Oct - 2 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
AU$266
27 Sept - 28 Sept
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
AU$305
21 Sept - 22 Sept
includes taxes & fees
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
AU$416
23 Sept - 24 Sept
includes taxes & fees
9.2/10 Wonderful! (772 reviews)
The Hampton Maid

Frequently asked questions

What is the best area to stay in Wainscott Woods?
The best area to stay in Wainscott Woods is in the immediate vicinity of the main village centre, particularly along Wainscott Main Street and its adjoining roads.This area is the heart of Wainscott Woods, offering a convenient balance of local amenities and access to the region's natural beauty. It's characterised by its charming, well-maintained homes and a few select local businesses, including a renowned bakery and a couple of independent shops. The layout is relatively spread out, with properties often featuring spacious gardens, providing a sense of privacy and tranquility.Couples looking for a peaceful escape will find this area particularly appealing. The proximity to Wainscott Pond and the nearby ocean beaches means easy access to scenic walks and quiet moments by the water. There are also high-end dining options within a short drive, superb for an evening out.For families, staying near the village centre offers the convenience of being close to essential services while still enjoying a relaxed, residential atmosphere. The open spaces and access to nature provide plenty of opportunities for children to explore.
When is the best time to go to Wainscott Woods?
The best time to visit Wainscott Woods is during the late spring, summer, or early autumn months, from May through to October.The summer, particularly July and August, is when Wainscott Woods truly comes alive. The weather is consistently warm and sunny, great for enjoying the beaches and outdoor activities. This is peak season, so while it's the busiest, it's also when all facilities and attractions are fully operational, offering the widest range of experiences. Expect lovely warm days and pleasant evenings.For those who prefer a slightly quieter experience but still want good weather, June and September are excellent choices. In June, the weather is reliably warm, and the area is less crowded than in the peak summer months. September offers similarly pleasant temperatures, often with the added benefit of slightly cooler evenings and fewer people, making it ideal for relaxing beach days and exploring the local area at a more leisurely pace.Late spring (May) and early autumn (October) also offer a pleasant experience. While the weather can be a little cooler and some establishments might have reduced hours, you'll find great value and a very peaceful environment.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wainscott Woods.
How can I save on a hotel booking in Wainscott Woods with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Wainscott Woods hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Wainscott Woods?
Prices for hotels in Wainscott Woods often vary, but you can find a great deal from AU$192 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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