Hotels with Swimming Pools in Pine Plains

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Check availability on Pine Plains Hotels with Swimming Pools

Top Hotels with Swimming Pools in Pine Plains

Seasonal outdoor pool
Four Seasons Motel

Four Seasons Motel

2.0 star property
Catskill
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
8.2 out of 10, Very good, (204)
Sparkling waters welcome guests at the seasonal outdoor pool, open from May through September. Surrounded by mountains, this motel offers pristine rooms with refrigerators and microwaves, plus convenient barbecue grills and a playground for family fun.
The price is S$141
includes taxes & fees
20 Nov - 21 Nov
Four Seasons Motel
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
  • Outdoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (14)
Mountain adventures begin at the outdoor pool, complete with sun loungers and umbrellas for post-hike relaxation. Sauna sessions, complimentary bicycles, and nearby hiking trails complement the experience at this scenic Berkshire retreat.
The price is S$422
includes taxes & fees
24 Nov - 25 Nov
Prospect Berkshires
Seasonal outdoor pool, pool umbrellas, pool loungers
The Amelia

The Amelia

2.0 star property
Hudson
  • Pool loungers
9.8 out of 10, Exceptional, (25)
Poolside relaxation awaits at this charming retreat's seasonal summer oasis, open from May through October. Guests appreciate thoughtful touches like premium bedding, designer toiletries, and garden views before unwinding beneath pool umbrellas.
The Amelia
Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Business services
  • Housekeeping
9.4 out of 10, Exceptional, (159)
Dive into summer bliss at the seasonal outdoor pool, open June through September, after enjoying the complimentary cooked-to-order breakfast. Surrounded by quiet countryside, this bed & breakfast offers fireplace warmth, picnic areas, and attentive service from helpful staff.
The price is S$239
includes taxes & fees
20 Nov - 21 Nov
Blackberry River Inn
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (64)
Seasonal outdoor swimming provides mountain refreshment after exploring nearby hiking trails or skiing adventures. Relaxation continues in the sauna, while evenings bring gatherings around the firepit under starry skies after a delicious continental breakfast.
Little Cat Lodge
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, pool loungers
Red Ranch Motel

Red Ranch Motel

2.5 star property
Catskill
  • Pool loungers
7.2 out of 10, Good, (484)
Seasonal outdoor pool delivers family fun with a dedicated children's pool surrounded by comfortable sun loungers and shady umbrellas. Arcade games, playground access, and billiards provide additional entertainment at this well-maintained Hudson Valley motel.
The price is S$135
includes taxes & fees
18 Dec - 19 Dec
Red Ranch Motel
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

3.0 star property
Cornwall Bridge
  • Pool loungers
9.2 out of 10, Wonderful, (153)
Pool enthusiasts discover a tranquil outdoor swimming sanctuary from May through September, complete with sun loungers under shady umbrellas. Surrounded by garden views and within reach of Kent Falls State Park, this clean, comfortable inn delivers homemade breakfast daily.
The price is S$317
includes taxes & fees
23 Nov - 24 Nov
Cornwall Inn and Lodge
Seasonal outdoor pool
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
  • Full-service spa
8.2 out of 10, Very good, (270)
Seasonal swimming awaits from May through September at this recreational haven featuring three outdoor tennis courts and hiking trails. Massage treatments, bike rentals, and an arcade room complement the active outdoor lifestyle of this countryside retreat.
The price is S$256
includes taxes & fees
3 Dec - 4 Dec
Interlaken Inn & Resort
Indoor pool
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
  • Indoor pool
8.8 out of 10, Excellent, (1001)
Slip into the immaculately maintained indoor pool, praised for its ideal temperature and pristine conditions. After swimming, guests can unwind in the clean hot tub or visit the well-equipped fitness centre before retiring to spacious, modern rooms.
The price is S$160
includes taxes & fees
23 Nov - 24 Nov
Courtyard by Marriott Kingston
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
  • Indoor pool
8.8 out of 10, Excellent, (695)
Splash into the warm, pristine indoor pool after exploring nearby hiking trails or skiing at Butternut. Modern rooms with premium bedding await, while a complimentary breakfast buffet energises adventures in Great Barrington's vibrant surroundings.
The price is S$156
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 Pine Plains Hotel Reviews

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Polite front desk staff, clean room, nice breakfast."
Philip 1-night trip
Posted 5 days ago
Hampton Inn Kingston

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Frequently asked questions

What are some accommodation options with pools in Pine Plains?
Inn at Pine Plains: Provides a children's pool, an indoor pool and free self parking. Best Western Plus Kingston Hotel And Conference Center: Offers a snack bar/deli, an indoor pool and buffet. Beekman Arms Hotel: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. AutoCamp Catskills: Provides a snack bar/deli, an indoor pool and free self parking. Quality Inn Hyde Park Poughkeepsie North: Features a sauna, an indoor pool and free self parking.
What is there to see and do in Pine Plains?
The picturesque setting of Thompson Pond and Stissing Lake Park showcase the area's natural beauty. During your stay, visit sights such as The Stissing Center, Pine Plains Library and Gallatin Town Hall.
When is the best time to book a hotel with a pool in Pine Plains?
Taking the local weather in Pine Plains into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pine Plains are January, February, March and April, with each month seeing an average of 17 cm of snowfall.