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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 10:00 AM to 6:00 PM, pool umbrellas

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (252 reviews)
  • cleanliness
    Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from city centre.
The price is ฿7,509
฿8,579 total
includes taxes & fees
22 Jun - 23 Jun
Ocean Surf Resort
Beach nearby

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (38 reviews)
  • cleanliness
    Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
The price is ฿7,178
฿8,201 total
includes taxes & fees
22 Jun - 23 Jun
West Neck Guesthouse
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.2 out of 10, Wonderful, (140 reviews)
The price is ฿21,280
฿28,059 total
includes taxes & fees
5 Jul - 6 Jul
Offshore Montauk
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (257 reviews)
  • cleanliness
    Cool ocean-adjacent pool getaway with loungers, umbrellas, and beach perks for the perfect summer splash.
The price is ฿22,870
฿32,685 total
includes taxes & fees
19 Jul - 20 Jul
Marram
Terrace/patio

A Wave Inn

A Wave Inn
2.5 star property
Downtown Montauk
7.6 out of 10, Good, (136 reviews)
  • cleanliness
    Splash into Hamptons vibes at a seasonal pool oasis near Montauk Point beaches.
The price is ฿7,068
฿10,631 total
includes taxes & fees
24 Jun - 25 Jun
A Wave Inn
Indoor pool, 2 outdoor pools

Montauk Yacht Club

Montauk Yacht Club
4.5 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into waterfront luxury with private beach and 2 outdoor pools, perfect for a refreshing Hamptons retreat with marina views.
The price is ฿26,526
฿34,049 total
includes taxes & fees
19 Jul - 20 Jul
Montauk Yacht Club
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, (902 reviews)
  • cleanliness
    Splash into summer with a serene outdoor pool surrounded by lush gardens and sun-soaked relaxation spaces.
The price is ฿10,064
฿11,958 total
includes taxes & fees
13 Jul - 14 Jul
Kenny's Tipperary Inn
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (80 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is ฿8,738
฿9,983 total
includes taxes & fees
6 Jul - 7 Jul
The Penny Lane
Seasonal outdoor pool, pool loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (504 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
Ocean Resort Inn
Seasonal outdoor pool, pool loungers

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (509 reviews)
  • cleanliness
    Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
Aqualina Inn Montauk
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The Soundview is an absolutely lovely place ! The rooms are comfortable, the views are spectacular… the staff are wonderful! The piano bar is terrific and the food and drinks so yummy! The only thing I would add to room is a microwave as we had left over food from bar and wanted to heat up and could not . Other than that, all was literally perfect ! We happened to also have perfect weather June16-18th ! We will be back! XO ❤️"
Tanya 2-night trip
Posted 1 hour ago
Sound View Greenport

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. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool and free self parking. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. The Atlantic Hotel: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars.
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.