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Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

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Our top choices for Wainscott Woods hotels

Exterior

1. Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.2 out of 10, Good, (10 reviews)
"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 ā‚©1,440,202
ā‚©1,645,431 total
includes taxes & fees
Aug 3 - Aug 4
Wainscott Woods Retreat
Property entrance

2. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (277 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is ā‚©798,512
ā‚©985,037 total
includes taxes & fees
Aug 18 - Aug 19
The Sagaponack
Building design

3. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (652 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is ā‚©740,468
ā‚©845,984 total
includes taxes & fees
Aug 3 - Aug 4
Sag Harbor Inn
Deluxe Studio | Living area | TV

4. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (323 reviews)
"Very nice large room."
United States
David
The price is ā‚©544,586
ā‚©661,737 total
includes taxes & fees
Aug 4 - Aug 5
East Hampton House Resort
Deluxe Double Room, 1 King Bed, City View | In-room safe, desk, laptop workspace, WiFi (free)

5. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (95 reviews)
"Property was new and excellently maintained. Confusing check-in for less computer savvy seniors. No parking a big bummer. Excellent downtown location. We would recommend with these considerations."
United States
Deborah
The price is ā‚©217,916
ā‚©248,969 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Bays Hotel on Main
Desk, WiFi (free), bed sheets

6. Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (220 reviews)
"nice stay"
United States
William
The price is ā‚©434,970
ā‚©518,705 total
includes taxes & fees
Aug 3 - Aug 4
Southampton Long Island Hotel
Restaurant

7. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (495 reviews)
"The hotel was cute, comfy and in good central location"
United States
Shauna
The price is ā‚©358,741
ā‚©463,658 total
includes taxes & fees
Aug 3 - Aug 4
Hamlet Inn
Exterior

8. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (785 reviews)
"Parking was easy. The grounds and room were clean. It was 5 minutes away from the Jamesport Triathlon."
United States
Diane
The price is ā‚©236,848
ā‚©270,584 total
includes taxes & fees
Aug 2 - Aug 3
Shorewood Inn
Frette Italian sheets, premium bedding, down comforters, pillowtop beds

9. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (633 reviews)
"Very nice property/staff and a great location"
United States
David
The price is ā‚©626,276
ā‚©789,684 total
includes taxes & fees
Aug 30 - Aug 31
The Harbor Front Inn
Bar (on property)

10. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (744 reviews)
"Amazing place."
United States
Adam
The Hampton Maid
Outdoor pool

11. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (154 reviews)
"Amazing"
United Kingdom
Ming Da
The price is ā‚©1,433,656
ā‚©1,643,043 total
includes taxes & fees
Aug 2 - Aug 3
Topping Rose House
Honeymoon Room, Jetted Tub | Egyptian cotton sheets, premium bedding, desk, laptop workspace

12. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (1,015 reviews)
"wonderful staff and i had an amazing stay"
United States
Jessa
The price is ā‚©326,009
ā‚©408,828 total
includes taxes & fees
Aug 13 - Aug 14
The Atlantic Hotel
View from property

13. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (189 reviews)
"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."
United Kingdom
Dan
The price is ā‚©975,410
ā‚©1,225,839 total
includes taxes & fees
Aug 16 - Aug 17
Journey East Hampton
Breakfast, lunch and brunch served

14. Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (590 reviews)
"Loved it and great location."
United States
Caren
The price is ā‚©695,516
ā‚©834,139 total
includes taxes & fees
Aug 23 - Aug 24
Southampton Inn
Beach nearby

15. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (120 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is ā‚©824,843
ā‚©956,949 total
includes taxes & fees
Aug 25 - Aug 26
The Huntting Inn
Reception

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (551 reviews)
"Great location and hotel"
United States
Yossef
The price is ā‚©667,730
ā‚©799,251 total
includes taxes & fees
Aug 9 - Aug 10
The Bentley Hotel Southampton
Exterior

17. Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (128 reviews)
"Great hospitality from the hosts, lovely facilities including the garden, pool and beachfront and great nearby restaurant which was also excellent!"
United Kingdom
Andrew
The price is ā‚©306,429
ā‚©450,318 total
includes taxes & fees
Aug 2 - Aug 3
Ocean View Terrace Inn
Exterior

18. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (96 reviews)
"I absolutely loved my stay at **A Room at the Beach** in Bridgehampton. Every detail of the property feels thoughtfully designed, creating an atmosphere that is both elegant and incredibly relaxing. The rooms are stylish, comfortable, and well appointed. They strike the perfect balance between luxury and warmth. What really sets this property apart, though, are the charming grounds. They've created gathering spaces that invite you to pause, read, enjoy a morning coffee, and take in the...
United States
Barbara
The price is ā‚©1,309,275
ā‚©1,495,861 total
includes taxes & fees
Aug 10 - Aug 11
A Room At The Beach
Exterior

19. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (363 reviews)
"Fantastic location and hugely helpful staff. I would absolutely stay again."
United States
Alex
The price is ā‚©408,977
ā‚©467,257 total
includes taxes & fees
Aug 30 - Aug 31
Zey Hotel
Front of property - evening/night

20. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (62 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is ā‚©460,065
ā‚©525,631 total
includes taxes & fees
Aug 13 - Aug 14
Shelter Island House
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 The Hamptons Beachesā€”just one of the popular sights to explore around Wainscott Woods.

See all hotels in Wainscott Woods
Brioche buns with chocolate chips priced at $3.50.
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

Offshore Montauk

Offshore Montauk

10/10 Excellent
"The room was clean, Staff was excellent, beach area and pool were great. Manager named Lucas and other staff members were always around and very helpful"
Steven 2-night trip
Posted 3 hours ago
Offshore Montauk

More cheap stays in Wainscott Woods

Shorewood Inn

Shorewood Inn

1399 Main Rd Riverhead NY
The price is ā‚©236,848 per night from Aug 2 to Aug 3
ā‚©236,848
ā‚©270,584 total
Aug 2 - Aug 3
includes taxes & fees

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 Montauk Yacht Club and The Atlantic 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?
Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. Montauk Yacht Club 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?
Travelers to Wainscott Woods will find plenty to explore and enjoy. A top sight in the area is The Hamptons Beaches. In Wainscott Woods, there are 21 hotels and other accommodations to choose from. Find out more about Wainscott Woods.
What should I see while I'm in Wainscott Woods?
The Hamptons Beaches is a notable place to visit in the area. You'll also find Wolffer Estates Vineyard and Georgica Beach 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 70Ā°F, while the coldest months are January and February with an average of 38Ā°F. Average annual precipitation for Wainscott Woods is 57 inches.