Find Hotels with a Pool in Pine Plains, NY

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Check availability on Pine Plains Hotels with a Pool

Tonight
Nov 25 - Nov 26
Tomorrow
Nov 26 - Nov 27
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Pine Plains Hotels with a Pool

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 ₩147,098
₩158,866 total
includes taxes & fees
Nov 30 - Dec 1
Four Seasons Motel
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun 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 ₩382,455
₩476,495 total
includes taxes & fees
Dec 3 - Dec 4
Prospect Berkshires
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 ₩242,412
₩278,774 total
includes taxes & fees
Nov 26 - Nov 27
Blackberry River Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
The Amelia

The Amelia

2.0 star property
Hudson
  • Pool loungers
9.8 out of 10, Exceptional, (27)
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 price is ₩675,831
₩763,688 total
includes taxes & fees
Nov 29 - Nov 30
The Amelia
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers
Red Ranch Motel

Red Ranch Motel

2.5 star property
Catskill
  • Pool loungers
7.2 out of 10, Good, (485)
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 ₩141,391
₩152,688 total
includes taxes & fees
Dec 25 - Dec 26
Red Ranch Motel
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 10:00 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 ₩311,259
₩357,948 total
includes taxes & fees
Nov 26 - Nov 27
Cornwall Inn and Lodge
Indoor pool
Comfort Inn Saugerties

Comfort Inn Saugerties

2.5 star property
Saugerties
  • Indoor pool
7.2 out of 10, Good, (709)
Swimming enthusiasts appreciate the spacious indoor pool available from 7 AM to 10 PM daily. After invigorating laps, guests can refuel with the complimentary breakfast buffet before heading out to nearby skiing and snowboarding adventures.
The price is ₩174,032
₩194,915 total
includes taxes & fees
Dec 2 - Dec 3
Comfort Inn Saugerties
Indoor pool
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
  • Indoor pool
8.8 out of 10, Excellent, (1000)
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 center before retiring to spacious, modern rooms.
The price is ₩173,796
₩194,652 total
includes taxes & fees
Nov 30 - Dec 1
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, (698)
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 energizes adventures in Great Barrington's vibrant surroundings.
The price is ₩157,822
₩176,286 total
includes taxes & fees
Nov 30 - Dec 1
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

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"The check-in process was quick and easy and the lady at the front desk was nice. The property is a little outdated, but in decent shape. Definitely fulfilled the purpose of a one night stay. "
Daniel 1-night trip
Posted 4 days ago
Howard Johnson by Wyndham Saugerties
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"The room was great—clean. The restaurant was great—the food was tasty. The staff was exemplary. I would definitely stay here again."
Youland 1-night trip
Posted 2 weeks ago
Best Western Plus Kingston Hotel And Conference Center

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Frequently asked questions

What are some accommodations with pools in Pine Plains?
Inn at Pine Plains: Offers a snack bar/deli, an indoor pool, and buffet. Residence Inn by Marriott Kingston: Offers a children's pool, an indoor pool, and free self parking. AutoCamp Catskills: Offers a snack bar/deli, an indoor pool, and free self parking. Hampton Inn Kingston: Offers buffet, an indoor pool, and complimentary wired internet access. Quality Inn Hyde Park Poughkeepsie North: Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Pine Plains?
Surround yourself with nature at Stissing Lake Park. During your stay, check out sights such as The Stissing Center, Gallatin Town Hall, and Pine Plains Library.
When is the best time to book a hotel with a pool in Pine Plains?
Taking into account the local weather in Pine Plains can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.