Montauk Lighthouse and beach aerial shot, Long Island, New York, USA.

Find hotels in Wainscott Woods, NY from CA $181

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Oct 17 - Oct 18
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Our top choices for Wainscott Woods hotels

1. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
CA $310
CA $354 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn

2. East Hampton House Resort

East Hampton House Resort
East Hampton North
United States
Tina
CA $224
CA $295 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort

3. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
CA $274
CA $370 total
includes taxes & fees
Oct 26 - Oct 27
The Sagaponack

4. The Maidstone

The Maidstone
East Hampton
United States
Steven
CA $312
CA $374 total
includes taxes & fees
Oct 25 - Oct 26
The Maidstone

5. Journey East Hampton

Journey East Hampton
East Hampton North
United States
Erika
CA $350
CA $440 total
includes taxes & fees
Nov 3 - Nov 4
Journey East Hampton

6. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Thomas
CA $522
CA $656 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor

7. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Samantha
CA $419
CA $478 total
includes taxes & fees
Oct 21 - Oct 22
A Room At The Beach

8. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
CA $423
CA $483 total
includes taxes & fees
Oct 26 - Oct 27
Bridgehampton Inn

9. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Doug
CA $202
CA $230 total
includes taxes & fees
Nov 10 - Nov 11
The Bentley Hotel Southampton

10. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
CA $569
CA $778 total
includes taxes & fees
Nov 1 - Nov 2
The 1770 House Restaurant & Inn

11. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
CA $823
CA $945 total
includes taxes & fees
Oct 18 - Oct 19
Topping Rose House

12. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
CA $451
CA $599 total
includes taxes & fees
Oct 27 - Oct 28
The Hedges Inn

13. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
CA $542
CA $633 total
includes taxes & fees
Nov 15 - Nov 16
The Huntting Inn

14. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Dan
CA $205
CA $234 total
includes taxes & fees
Oct 18 - Oct 19
Ocean Vista Resort

15. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
United States
William
CA $225
CA $268 total
includes taxes & fees
Oct 18 - Oct 19
Southampton Long Island Hotel

16. Mill House Inn

Mill House Inn
Pantigo Road Historic District
United States
Rhett
CA $460
CA $664 total
includes taxes & fees
Oct 21 - Oct 22
Mill House Inn

17. Southampton Inn

Southampton Inn
Southampton
United States
Kevin
CA $283
CA $346 total
includes taxes & fees
Nov 1 - Nov 2
Southampton Inn

18. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Chris
CA $151
CA $208 total
includes taxes & fees
Oct 28 - Oct 29
The Atlantic Hotel

19. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Masayo
CA $262
CA $335 total
includes taxes & fees
Nov 15 - Nov 16
The Shoals Suites and Slips

20. The Chequit

The Chequit
The Heights
United States
Patrick
CA $211
CA $241 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
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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
Montauk Lighthouse and beach aerial shot, Long Island, New York, USA.

Top Wainscott Woods Hotel Reviews

Montauk Manor

Montauk Manor

10/10 Excellent
"Everything was amazing. We were looking for somewhere close for a quick getaway for my husband's birthday and decided to head out here. Needless to say the property was beautiful. Old historical charm, well kept beautiful grounds, superb service. Beautiful heated indoor pool, hot tub and sauna. Nice studio apartment style rooms with full kitchens.. Perfect for the days you just want to order food and sit in. Service was great, everyone was friendly. Absolutely exceeded our expectations!! Place was very clean and though some rooms are dated, they are well kept. Beds are comfortable. Would recommend for a short quick getaway even for off season."
Shari 2-night trip
Posted less than an hour ago
Montauk Manor
Zey Hotel

Zey Hotel

10/10 Excellent
"Hotel is in a great location, central to everything. Staff was helpful and courteous. We will definitely be back!"
Joanne 1-night trip
Posted 7 hours ago
Zey Hotel
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Great place in Montauk. Beautiful view and room was spacious."
fred 4-night trip
Posted 12 hours ago
Beachcomber Resort at Montauk
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Lots of parking, rooms were clean and smelt nice"
miranda 1-night trip
Posted 13 hours ago
The Atlantic Hotel
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

8/10 Good
"✅ was very good! perfect for 1-2 nights!! Tksss so much"
Elena 1-night trip
Posted 1 day ago
Hampton Bays Hotel on Main
Shorewood Inn

Shorewood Inn

10/10 Excellent
"Clean, affordable, helpful staff, good parking. We will stay again when we are in the area."
Kathleen 1-night trip
Posted 2 days ago
Shorewood Inn
Offshore Montauk

Offshore Montauk

10/10 Excellent
"This was my first time staying @ this property. The staff were so kind & helpful! The gentleman at the front desk was beyond helpful from the moment we checked in, to the moment we left! This team knows the meaning of hospitality! 5 star service Would stay here again !! Thank you :)"
guadalupe 1-night trip
Posted 3 days ago
Offshore Montauk
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The breakfast could have had a better choice."
Allen 1-night trip
Posted 4 days ago
Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."
Cynthia 7-night trip
Posted 4 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
CA $153
CA $181 total
Oct 22 - Oct 23
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
CA $151
CA $208 total
Oct 28 - Oct 29
includes taxes & fees
7.2/10 Good! (1,002 reviews)
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
CA $133
CA $213 total
Oct 29 - Oct 30
includes taxes & fees
8.6/10 Excellent! (329 reviews)
Ocean Surf Resort
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
CA $202
CA $230 total
Nov 10 - Nov 11
includes taxes & fees
9.6/10 Exceptional! (600 reviews)
The Bentley Hotel Southampton
Sun N Sound

Sun N Sound

22 Soundview Drive Montauk NY
CA $197
CA $248 total
Oct 19 - Oct 20
includes taxes & fees
9.2/10 Wonderful! (334 reviews)
Sun N Sound
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
CA $299
CA $342 total
Oct 21 - Oct 22
includes taxes & fees
The Hampton Maid

Hotels in Wainscott Woods with star rating

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 canceled 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 much is the nightly rate at a Wainscott Woods hotel?
Prices for hotels in Wainscott Woods often vary, but you can find a great deal from CA $181 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 the cheapest rate.

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