Find hotels in Wainscott, NY from ￥17,943

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Dec 15 - Dec 16
Tomorrow
Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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Our top choices for Wainscott hotels

Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (214)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is ￥23,699
￥33,307 total
includes taxes & fees
Dec 22 - Dec 23
The Sagaponack
Exterior
Wainscott Woods Retreat

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 ￥34,959
￥39,942 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Wainscott Woods Retreat
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (228)
"Room was clean and comfortable. Easy check in and check out. Staff very accommodating. "
United States
James
The price is ￥24,440
￥27,923 total
includes taxes & fees
Dec 30 - Dec 31
The Shoals Suites and Slips
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (547)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ￥20,786
￥31,333 total
includes taxes & fees
Dec 21 - Dec 22
The Harbor Front Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Front of property - evening/night
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1268)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ￥21,595
￥27,722 total
includes taxes & fees
Dec 17 - Dec 18
Montauk Manor
View from room
Hero Beach Club

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is ￥22,301
￥41,323 total
includes taxes & fees
Dec 28 - Dec 29
Hero Beach Club
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ￥24,678
￥35,783 total
includes taxes & fees
Dec 28 - Dec 29
Sound View Greenport
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (396)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is ￥18,873
￥21,719 total
includes taxes & fees
Dec 22 - Dec 23
The Bentley Hotel Southampton
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is ￥16,141
￥18,443 total
includes taxes & fees
Jan 6 - Jan 7, 2026
House on Chase Creek
Outdoor pool, sun loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (288)
"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
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (443)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥13,883
￥17,943 total
includes taxes & fees
Dec 17 - Dec 18
Hamlet Inn
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ￥27,747
￥37,901 total
includes taxes & fees
Dec 21 - Dec 22
American Beech Hotel
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (549)
"Such a great location!"
United States
Elizabeth
The price is ￥31,002
￥37,945 total
includes taxes & fees
Dec 30 - Dec 31
Southampton Inn
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (576)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is ￥33,327
￥38,075 total
includes taxes & fees
Dec 30 - Dec 31
Sag Harbor Inn
Property grounds
The Hampton Maid

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688)
"Great place to stay"
United States
Mitchell
The Hampton Maid
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (974)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
The price is ￥18,502
￥22,065 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Southampton Long Island Hotel
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

Tucked between East Hampton and Bridgehampton, this Hamptons hamlet offers pristine beaches with gentle waves perfect for families. Rent bikes to explore Wainscott's farm stands selling local produce, then visit nearby Sag Harbor for boutique shopping and waterfront dining.

See all hotels in Wainscott
Amerikanischer Strand auf Long Island bei New York

Top Wainscott Hotel Reviews

Montauk Manor

Montauk Manor

10/10 Excellent
"Everything was perfect. Only disappointment was not being able to get a couple’s massage or even at the same time(understandable as only one person working in the spa) and was looking forward to sitting bybthe indoor pool to read and relax but they do not have chairs only benches. Jacuzzi kind of small also. Overall we really enjoyed our stay!! "
Donna 2-night trip
Posted 5 days ago
Montauk Manor

More cheap stays in Wainscott

Hamlet Inn

Hamlet Inn

300 Montauk Highway Southampton NY
The price is ￥13,883 per night from Dec 17 to Dec 18
￥13,883
￥17,943 total
Dec 17 - Dec 18
includes taxes & fees
8.4/10 Very Good! (440 reviews)

Frequently asked questions

What's the best place to stay in Wainscott?
The Sagaponack is one of the top choices for your stay based on our traveler data. This B&B offers free parking and a seasonal outdoor pool. Wainscott Woods Retreat is another good option for your trip. See all available top hotels, or vacation rentals in Wainscott.
What are some of the best vacation rentals in Wainscott?
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available: You might want to consider this vacation home rental near Wainscott, which is located near the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Wainscott.
If I need to cancel my hotel reservation in Wainscott, will I receive a refund?
Yes, most hotel bookings are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Wainscott.
Where can I learn more about changing or cancelling my trip to Wainscott?
To access more information about rescheduling or cancelling your trip to Wainscott, click here.
What's the best pet-friendly accommodation in Wainscott?
The Sagaponack is a top B&B for people traveling with their pets, and offers a seasonal outdoor pool and free WiFi for its human guests. 380 Inn is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Wainscott.
What are some accommodations with pools in Wainscott?
The Sagaponack: Features free self parking, a seasonal outdoor pool, and sun loungers. Wainscott Woods Retreat and Gurney's Montauk Resort & Seawater Spa are a couple of other choices that feature an onsite pool. View all hotels with pools in Wainscott.
What's the best hotel for staying near LaGuardia Airport (LGA)?
LaGuardia Plaza Hotel is a popular 3.5-star hotel featuring 2 restaurants and an indoor pool. It's located a short 0.5 mi (0.9 km) from LaGuardia Airport. Other good options within close proximity to the airport include ibis Styles New York LaGuardia Airport and Aloft New York LaGuardia Airport.
What is staying in Wainscott like?
Visitors to Wainscott are sure to enjoy the beaches. Tourists can also enjoy the city's bars, coffeehouses, and restaurants. In Wainscott, there are 43 hotels and other accommodations to choose from. Find out more about Wainscott.
What are the top places to visit in Wainscott?
A favorite place to visit is The Hamptons Beaches. You'll also find Georgica Beach and Wolffer Estates Vineyard in the area. Check out what more to see and do in Expedia's Wainscott guide.
What's the seasonal weather like in Wainscott?
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 is 57 inches.

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