Hotels with Swimming Pools in Wainscott

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Check availability on Wainscott Hotels with Swimming Pools

Top Hotels with Swimming Pools in Wainscott

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

The Sagaponack

3.0 star property
Wainscott
  • Pool loungers
8.8 out of 10, Excellent, (207)
Sparkling seasonal waters await at this boutique Hamptons bed & breakfast. Guests unwind poolside from May to September, enjoying loungers, umbrellas, and thoughtfully provided beach towels, all steps from renowned Wolffer Estates Vineyard.
The price is S$302
includes taxes & fees
21 Dec - 22 Dec
The Sagaponack
Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

2.5 star property
Wainscott
  • Near the beach
7.0 out of 10, Good, (9)
Seasonal outdoor pool beckons from May through September with ocean breezes enhancing the experience. Guests appreciate vineyard tours, wine events, and bicycle rentals, all complemented by garden terraces perfect for afternoon relaxation.
The price is S$329
includes taxes & fees
1 Dec - 2 Dec
Wainscott Woods Retreat
BBQ/picnic Area
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (69)
The price is S$196
includes taxes & fees
3 Dec - 4 Dec
Offshore Montauk
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
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (535)
Sunlight dances across the seasonal outdoor pool where comfortable loungers invite leisurely afternoons. After swimming, guests appreciate the 24-hour health club, designer bathroom amenities, and continental breakfast before exploring nearby shops and restaurants.
The price is S$219
includes taxes & fees
21 Dec - 22 Dec
The Harbor Front Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
8.6 out of 10, Excellent, (437)
Refreshing dips await at the seasonal outdoor pool, complete with sun loungers for afternoon relaxation. Nearby water adventures include kayaking, sailing, and surfing, while the private beach provides a peaceful coastal sanctuary.
The price is S$173
includes taxes & fees
21 Dec - 22 Dec
Hamlet Inn
Exterior
Montauk Manor

Montauk Manor

3.5 star property
Montauk
  • Indoor pool
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (1262)
Swimming options abound at this tudor-style retreat where an indoor pool welcomes year-round while a seasonal outdoor pool showcases breathtaking scenic vistas. Guests appreciate the relaxing hot tub, tennis courts, and 24-hour fitness centre.
The price is S$232
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor
Seasonal outdoor pool, pool umbrellas, pool loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
  • Pool loungers
  • Near the beach
8.4 out of 10, Very good, (876)
Surrounded by lush gardens, the seasonal summer pool creates a peaceful retreat for guests seeking sunshine and relaxation. This immaculate motel provides spacious, individually furnished rooms with private decks and premium bedding for complete comfort.
Kenny's Tipperary Inn
Property map
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
  • Pool
  • Kitchen
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (6)
The price is S$291
includes taxes & fees
23 Nov - 24 Nov
North Fork Cottages & RV Resort
Outdoor pool, pool loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

2.0 star property
Downtown Montauk
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (283)
Poolside loungers beckon sun-seekers at this coastal retreat, where the seasonal outdoor pool complements days spent cycling along nearby trails. Adventurous travellers appreciate the free bicycle rentals for exploring the Hamptons beaches.
Daunt's Albatross Motel
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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Top Wainscott Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Beautiful and unique property. We really enjoyed our weekend getaway "
Caryn 1-night trip
Posted 8 days ago
Sound View Greenport

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Frequently asked questions

What are some accommodation options with pools in Wainscott?
The Sagaponack: Features free self parking, a seasonal outdoor pool and sunloungers. Wainscott Woods Retreat: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Gurney's Montauk Resort & Seawater Spa: Provides a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel: Features sunloungers, an indoor pool and complimentary wireless Internet access. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars.
What is there to see and do in Wainscott?
The picturesque setting of The Hamptons Beaches showcases the area's natural beauty. Discover sights such as Georgica Beach, Wolffer Estates Vineyard and East Hampton Main Beach during your stay. Take in the natural beauty of Wainscott with the beaches.
When is the best time to book a hotel with a pool in Wainscott?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Wainscott in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 3°C.