Brioche buns with chocolate chips priced at $3.50.

Hotels with Pool & Resorts in Wainscott Woods from AU$358

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Check availability on Wainscott Woods Hotels with Pool

Our top choices for Wainscott Woods hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (276 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
The price is AU$722
includes taxes & fees
19 July - 20 July
The Sagaponack
Outdoor pool

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (644 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
The price is AU$765
includes taxes & fees
21 July - 22 July
Sag Harbor Inn
Outdoor pool

A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (95 reviews)
  • cleanliness
    Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
The price is AU$1,435
includes taxes & fees
19 July - 20 July
A Room At The Beach
Seasonal outdoor pool

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (315 reviews)
  • cleanliness
    Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
The price is AU$775
includes taxes & fees
28 July - 29 July
East Hampton House Resort
Seasonal outdoor pool

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (126 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is AU$481
includes taxes & fees
28 July - 29 July
Ocean View Terrace Inn
Reception

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (87 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is AU$358
includes taxes & fees
11 Aug - 12 Aug
The Penny Lane
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (547 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is AU$615
includes taxes & fees
19 July - 20 July
The Bentley Hotel Southampton
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (152 reviews)
  • cleanliness
    Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
The price is AU$1,596
includes taxes & fees
21 July - 22 July
Topping Rose House
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, (186 reviews)
  • cleanliness
    Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
The price is AU$1,175
includes taxes & fees
21 July - 22 July
Journey East Hampton
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, (489 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is AU$455
includes taxes & fees
10 Aug - 11 Aug
Hamlet 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.
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Choose what matters most at hotels with a pool in Wainscott Woods

Breakfast included
4 stars

Top Wainscott Woods Hotel Reviews

Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Staff went above and beyond!! I left an entire drawer filled with stuff and they were so kind to neatly fold and put aside for me till I was able to come and grab it! Room was super clean and spacious property was so cute with a pool and even a Koi fish pond that was right outside our room! Thank you so much for being so kind to us we will be back❤️"
Yael 3-night trip
Posted 4 days ago
Hampton's Vacation Inn

Frequently asked questions

What are some accommodation options 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 Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Offers 2 outdoor swimming pools, a children's pool and a private beach. Sound View Greenport: Provides a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Marram: Hotel, 5-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool and sunloungers.
What is there to see and do in Wainscott Woods?
Explore places such as The Hamptons Beaches while you're in the area. Make a point to visit attractions such as Georgica Beach 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.