Photo by Miriam Marcus

Find hotels in Wainscott Woods, NY from ₩194,617

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Dec 1 - Dec 2
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Dec 2 - Dec 3
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Dec 5 - Dec 7
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Dec 12 - Dec 14

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Compare 4,095 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

2.5 star property
Wainscott
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is ₩439,459
₩502,083 total
includes taxes & fees
Dec 7 - Dec 8
Wainscott Woods Retreat
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is ₩203,423
₩261,133 total
includes taxes & fees
Dec 2 - Dec 3
Montauk Manor
Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4.0 star property
Montauk
8.2 out of 10, Very Good, (694)
"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"
United States
Alex
The price is ₩369,860
₩504,800 total
includes taxes & fees
Dec 11 - Dec 12
Gurney's Montauk Resort & Seawater Spa
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (73)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is ₩119,280
₩220,120 total
includes taxes & fees
Dec 15 - Dec 16
Offshore Montauk
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (539)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ₩153,081
₩246,725 total
includes taxes & fees
Dec 29 - Dec 30
The Harbor Front Inn
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (973)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
The price is ₩475,535
₩543,313 total
includes taxes & fees
Dec 19 - Dec 20
Zey Hotel
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ₩150,586
₩194,617 total
includes taxes & fees
Dec 2 - Dec 3
Hamlet Inn
View from room
Hero Beach Club

Hero Beach Club

4.0 star property
Montauk
9.0 out of 10, Wonderful, (201)
"Great weekend trip "
United States
Timothy
The price is ₩218,892
₩399,321 total
includes taxes & fees
Dec 4 - Dec 5
Hero Beach Club
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (687)
"Great place to stay"
United States
Mitchell
The Hampton Maid
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (596)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ₩235,272
₩340,623 total
includes taxes & fees
Dec 2 - Dec 3
Sound View Greenport
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is ₩284,000
₩324,469 total
includes taxes & fees
Dec 2 - Dec 3
Sag Harbor Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Very clean and spacious room! "
United States
Mary Beth
Kenny's Tipperary Inn
Outdoor pool, sun loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (286)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
Daunt's Albatross Motel
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (388)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is ₩172,494
₩198,543 total
includes taxes & fees
Dec 11 - Dec 12
The Bentley Hotel Southampton
Property entrance
The Menhaden

The Menhaden

3.5 star property
Greenport
9.6 out of 10, Exceptional, (170)
"Hotel manager was great! Loved the firepits outside "
United States
Lisa
The price is ₩266,094
₩362,713 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Menhaden
Exterior
The Sagaponack

The Sagaponack

3.0 star property
Wainscott
8.8 out of 10, Excellent, (209)
"An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too. "
United States
Brad
The price is ₩224,998
₩315,761 total
includes taxes & fees
Dec 4 - Dec 5
The Sagaponack
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (224)
"Great quick stay"
United States
Jasmine T
The price is ₩272,244
₩311,039 total
includes taxes & fees
Dec 2 - Dec 3
The Shoals Suites and Slips
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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
If I could only "Trove" a smell. Delicious scones and brioches (cinnamon butter and chocolate chip options), etc.
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Great hotel for a quick stay - very friendly staff"
Dianne 1-night trip
Posted 7 days ago
The Atlantic Hotel

More cheap stays in Wainscott Woods

The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
The price is ₩172,494 per night from Dec 11 to Dec 12
₩172,494
₩198,543 total
Dec 11 - Dec 12
includes taxes & fees
9.4/10 Exceptional! (387 reviews)

Frequently asked questions

What's the best place for a stay in Wainscott Woods?
Wainscott Woods Retreat is one of the top choices for your stay based on our traveler data. This hotel offers free parking and private balconies. Other good choices for your stay in the area are Gurney's Montauk Resort & Seawater Spa and Montauk Blue Hotel. See all available top hotels, or 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?
Wainscott Woods Retreat: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Gurney's Montauk Resort & Seawater Spa and Montauk Blue 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 23 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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