Wainscott Woods Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Jan - 22 Jan
Tomorrow
22 Jan - 23 Jan
This weekend
23 Jan - 25 Jan
Next weekend
30 Jan - 1 Feb

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Wainscott Woods hotels

Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 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 €278
includes taxes & fees
2 Feb - 3 Feb
Wainscott Woods Retreat
Deluxe Double Room, 1 King Bed, City View

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (70 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
Hampton Bays Hotel on Main
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is €429
includes taxes & fees
4 Feb - 5 Feb
The Huntting Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60 reviews)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688 reviews)
"Great place to stay"
United States
Mitchell
The Hampton Maid
Front of property – evening/night

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (78 reviews)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is €268
includes taxes & fees
29 Jan - 30 Jan
Mill House Inn
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (162 reviews)
"Amazing stay"
United States
Liana
The price is €198
includes taxes & fees
27 Jan - 28 Jan
Journey East Hampton
2 restaurants, American cuisine

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162 reviews)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is €344
includes taxes & fees
22 Jan - 23 Jan
The 1770 House Restaurant & Inn
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is €173
includes taxes & fees
22 Jan - 23 Jan
The Maidstone
Private kitchen

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is €1,343
includes taxes & fees
22 Jan - 23 Jan
Canoe Place Waterfront Residences
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (429 reviews)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is €120
includes taxes & fees
3 Feb - 4 Feb
The Bentley Hotel Southampton
Lobby lounge

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (562 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is €155
includes taxes & fees
25 Jan - 26 Jan
The Harbor Front Inn
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (607 reviews)
"Nice place"
United States
Mateusz
The price is €155
includes taxes & fees
27 Jan - 28 Jan
Sound View Greenport
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (144 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows
Terrace/patio

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is €185
includes taxes & fees
26 Jan - 27 Jan
American Beech Hotel
Property entrance

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (175 reviews)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is €296
includes taxes & fees
22 Jan - 23 Jan
The Menhaden
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (296 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
Zey Hotel
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148 reviews)
"Great spot!"
United States
Keith
Harpoon House
Breakfast, lunch, brunch served; local cuisine

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (554 reviews)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is €209
includes taxes & fees
22 Jan - 23 Jan
Southampton Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The streaming TV service was confusing "
Peter 1-night trip
Posted 3 days ago
The Shoals Suites and Slips

More cheap stays in Wainscott Woods

Hamlet Inn

Hamlet Inn

300 Montauk Highway Southampton NY
The price is €95 per night from 22 Jan to 23 Jan
€95
22 Jan - 23 Jan
includes taxes & fees
8.4/10 Very Good! (448 reviews)

Frequently asked questions

What's the best place for a stay in Wainscott Woods?
Located 14.3 mi (22.9 km) from the heart of Wainscott Woods, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Montauk Blue Hotel and Offshore Montauk. See all available top hotels, or vacation rentals in Wainscott Woods.
What are some of the best holiday rentals that Wainscott Woods has to offer?
Summer 2026 Now Available! Grab an amazing property in the heart of the Hamptons: This holiday home rental outside of Wainscott Woods is located near the beach, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. See all 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?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel and Offshore Montauk 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.

Explore a world of travel with Expedia