Pine Plains Hotels with Swimming Pool

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Our top choices for Pine Plains hotels with a pool

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (17)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is RM1,021
RM1,276 total
includes taxes & fees
26 Jan - 27 Jan 2026
Prospect Berkshires

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (711)
"Great hospitality "
United States
regina maria
The price is RM413
RM461 total
includes taxes & fees
28 Jan - 29 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1004)
"The hotel is great and great location. "
United States
Thomas
The price is RM462
RM517 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1004)
"Great stay!!"
United States
Anita
The price is RM479
RM536 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Kingston

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is RM547
RM611 total
includes taxes & fees
14 Jan - 15 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
Kingston
7.6 out of 10, Good, (1002)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
The price is RM428
RM480 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Kingston Hotel And Conference Center

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (695)
"Nice clean rooms, excellent coffee at breakfast and my son loved the pancakes."
United States
Gary
The price is RM563
RM631 total
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (273)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is RM725
RM834 total
includes taxes & fees
29 Dec - 30 Dec
Interlaken Inn & Resort

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1002)
"Easy check in, friendly staff. "
United States
Daniel
The price is RM494
RM553 total
includes taxes & fees
18 Jan - 19 Jan 2026
Howard Johnson by Wyndham Saugerties
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.

Top Pine Plains Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Pine Plains?
Inn at Pine Plains: Offers a snack bar/deli, an indoor pool and buffet. Residence Inn by Marriott Kingston: Features a children's pool, an indoor pool and free self parking. AutoCamp Catskills: Provides a snack bar/deli, an indoor pool and free self parking. Hampton Inn Kingston: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Best Western Plus Kingston Hotel And Conference Center: Features 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, visit sights such as The Stissing Center, Pine Plains Library and Thompson Pond.
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.

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