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Hotels with Pool & Resorts in Wainscott Woods from AU$204

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Check availability on Wainscott Woods Hotels with Pool

Best Wainscott Woods Hotels with Pool

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 AU$387
includes taxes & fees
1 Dec - 2 Dec
Wainscott Woods Retreat
Outdoor pool, a heated pool
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Wainscott
  • Outdoor pool
10.0 out of 10, Exceptional, (112)
The price is AU$2,462
includes taxes & fees
24 Nov - 25 Nov
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
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 AU$230
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 AU$265
includes taxes & fees
20 Nov - 21 Nov
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 AU$204
includes taxes & fees
20 Nov - 21 Nov
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 spa pool, tennis courts, and 24-hour fitness centre.
The price is AU$273
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 AU$332
includes taxes & fees
20 Nov - 21 Nov
North Fork Cottages & RV Resort
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
  • Pool loungers
  • Near private beach
9.6 out of 10, Exceptional, (382)
Swimming awaits at the immaculately clean seasonal outdoor pool where plush loungers invite leisurely afternoons under shady umbrellas. Recently renovated spaces, private beach access just 2 miles away, and proximity to renowned golf courses complete this Southampton retreat.
The price is AU$244
includes taxes & fees
24 Nov - 25 Nov
The Bentley Hotel Southampton
Seasonal outdoor pool, pool umbrellas, pool loungers
Marram

Marram

4.0 star property
Montauk
  • Pool loungers
  • On the beach
8.8 out of 10, Excellent, (249)
Luxuriate poolside with ocean views after exploring nearby Ditch Plains Beach. The seasonal outdoor pool offers loungers and umbrellas, complementing the hotel's beachfront location with fire pit gatherings and bicycle rentals for coastal adventures.
The price is AU$608
includes taxes & fees
24 Nov - 25 Nov
Marram
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 Woods 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 6 days ago
Sound View Greenport

Frequently asked questions

What are some accommodation options with pools in Wainscott Woods?
Wainscott Woods Retreat: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Gurney's Montauk Resort & Seawater Spa: Offers a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel: Provides sunloungers, an indoor pool and complimentary wireless Internet access. Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. The Bentley Hotel Southampton: Offers free self parking, a seasonal outdoor 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 Railroad Museum of Long Island. 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.