Hotels with Pool & Resorts in Wainscott Woods from AU$158

  • 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 availability on Wainscott Woods Hotels with Pool

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Wainscott Woods hotels with a pool

Outdoor pool, a heated pool

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Wainscott
10.0 out of 10, Exceptional, (112 reviews)
"Very clean rooms! Great place to stay! Great area and privacy! Host was wonderful. Would stay there again!"
United States
DAVID K.
The price is AU$1,537
includes taxes & fees
24 Feb - 25 Feb
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
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 AU$461
includes taxes & fees
24 Feb - 25 Feb
Wainscott Woods Retreat
Outdoor pool

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (108 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is AU$249
includes taxes & fees
8 Mar - 9 Mar
Offshore Montauk
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, (453 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AU$158
includes taxes & fees
24 Feb - 25 Feb
Hamlet Inn
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (569 reviews)
"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "
United States
Pamela
The price is AU$251
includes taxes & fees
24 Feb - 25 Feb
The Harbor Front Inn
Seasonal outdoor pool

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (306 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is AU$251
includes taxes & fees
26 Feb - 27 Feb
Windward Shores Ocean Resort
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,297 reviews)
"Nice pool, great restaurant "
United States
April
The price is AU$322
includes taxes & fees
28 Feb - 1 Mar
Montauk Manor
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, (888 reviews)
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (163 reviews)
"Amazing stay"
United States
Liana
The price is AU$309
includes taxes & fees
24 Feb - 25 Feb
Journey East Hampton
Exterior

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (207 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is AU$177
includes taxes & fees
24 Feb - 25 Feb
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.
View all properties

Choose what matters most at hotels with a pool in Wainscott Woods

Breakfast included
4 stars

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Wainscott Woods Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"The room Was ready early and spotless The stuffy lobsters for the girls was a nice touch "
Pinar 2-night trip
Posted 7 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What are some accommodation options with pools in Wainscott Woods?
Gurney's Montauk Resort & Seawater Spa: Features kitchens, a pool and televisions. Sound View Greenport: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor: Provides a private beach, a seasonal outdoor pool and 2 bars. Montauk Blue Hotel: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. The Bentley Hotel Southampton: Hotel, 1-minute walk from The Hamptons Beaches. Offers sunloungers, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Wainscott Woods?
Make a point to visit attractions such as Georgica Beach and East Hampton Village Nature Trail and Wildlife Sanctuary. During your stay, visit sights such as Wolffer Estates Vineyard, The Jewish Center of the Hamptons and East Hampton Main Beach.
When is the best time to book a hotel with a pool in Wainscott Woods?
You may want to consider accommodation with an outdoor swimming pool if you plan to visit Wainscott Woods in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or March, when the average temperature is 3°C.