Hotels with Swimming Pool in Wainscott Woods, Wainscott

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Our top choices for Wainscott Woods hotels with a pool

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
The price is P61,027
P69,724 total
includes taxes & fees
Jun 3 - Jun 4
Wainscott Woods Retreat

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (190 reviews)
  • cleanliness
    Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
The price is P6,587
P9,533 total
includes taxes & fees
Jun 2 - Jun 3
Breakers Montauk

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
The price is P12,013
P13,725 total
includes taxes & fees
Jun 7 - Jun 8
Ocean Resort Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (895 reviews)
  • cleanliness
    Splash into summer with a serene outdoor pool surrounded by lush gardens and sun-soaked relaxation spaces.
The price is P7,786
P9,251 total
includes taxes & fees
Jun 1 - Jun 2
Kenny's Tipperary Inn

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (502 reviews)
  • cleanliness
    Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
The price is P8,933
P10,205 total
includes taxes & fees
Jun 8 - Jun 9
Aqualina Inn Montauk

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (134 reviews)
The price is P13,251
P22,178 total
includes taxes & fees
Jun 24 - Jun 25
Offshore Montauk

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (479 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 P14,360
P18,560 total
includes taxes & fees
Jun 1 - Jun 2
Hamlet Inn

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is P15,025
P17,166 total
includes taxes & fees
Jun 2 - Jun 3
The Penny Lane

Sun N Sound

Sun N Sound
2.5 star property
Culloden Shores
9.0 out of 10, Wonderful, (272 reviews)
  • cleanliness
    Splash into refreshing waters at this beach-adjacent retreat with sun-soaked outdoor pool.
The price is P7,545
P9,625 total
includes taxes & fees
Jun 1 - Jun 2
Sun N Sound

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very Good, (244 reviews)
  • cleanliness
    Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from downtown.
The price is P11,643
P13,302 total
includes taxes & fees
Jun 1 - Jun 2
Ocean Surf Resort
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.

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

Top Wainscott Woods Hotel Reviews

Frequently asked questions

What are some accommodations 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 Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor pools, a children's pool, and a private beach. The Bentley Hotel Southampton: Hotel located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Marram: Hotel, 5-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool, and sun loungers.
What is there to see and do in Wainscott Woods?
Make a point to visit attractions like Georgica Beach and Guild Hall. During your stay, check out 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 an accommodation that offers an outdoor pool if you plan to visit Wainscott Woods in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or March when the average temperature is 38°F.

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