Photo by Miriam Marcus

Wainscott Woods Hotels from S$172

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1 Dec - 2 Dec
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5 Dec - 7 Dec
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Top 10 trending Wainscott Woods hotels

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 S$444
includes taxes & fees
7 Dec - 8 Dec
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 S$231
includes taxes & fees
2 Dec - 3 Dec
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 S$415
includes taxes & fees
11 Dec - 12 Dec
Gurney's Montauk Resort & Seawater Spa
Premium bedding, pillow-top beds, blackout curtains, 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 S$194
includes taxes & fees
14 Dec - 15 Dec
Offshore Montauk
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
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 S$218
includes taxes & fees
29 Dec - 30 Dec
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
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 S$172
includes taxes & fees
2 Dec - 3 Dec
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 S$353
includes taxes & fees
4 Dec - 5 Dec
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, pool 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 S$301
includes taxes & fees
2 Dec - 3 Dec
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 S$287
includes taxes & fees
2 Dec - 3 Dec
Sag Harbor Inn
Seasonal outdoor pool, pool umbrellas, pool 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, pool 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 S$175
includes taxes & fees
11 Dec - 12 Dec
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 S$320
includes taxes & fees
1 Jan - 2 Jan, 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 S$285
includes taxes & fees
8 Dec - 9 Dec
The Sagaponack
Premium bedding, down duvets, 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 S$245
includes taxes & fees
7 Dec - 8 Dec
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great room with amazing views! Staff was fantastic and the food was great too"
Thomas 1-night trip
Posted 3 days ago
Sound View Greenport

More cheap stays in Wainscott Woods

The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
The price is S$175 per night from 11 Dec to 12 Dec
S$175
11 Dec - 12 Dec
includes taxes & fees
9.4/10 Exceptional! (386 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 traveller data. This hotel offers free parking and private balconies. Other good choices for your visit to 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 as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Wainscott Woods.
What's the best dog-friendly place to stay in Wainscott Woods?
380 Inn is a top hotel for people travelling 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 on-site pool. View all hotels with pools in Wainscott Woods.
How is it to stay in Wainscott Woods?
Visitors to Wainscott Woods will definitely find plenty to explore and enjoy. In Wainscott Woods, there are 23 hotels and other accommodation options to choose from. Find out more about Wainscott Woods.
What is there to see 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. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Wainscott Woods is 1452 mm.

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