Find Hotels with a Pool in Pine Plains, NY

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pine Plains Hotels with a Pool

Tonight
6 Jan - 7 Jan
Tomorrow
7 Jan - 8 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Pine Plains hotels with a pool

Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (166)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 604
AED 694 total
includes taxes & fees
8 Jan - 9 Jan
Blackberry River Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is AED 777
AED 894 total
includes taxes & fees
8 Jan - 9 Jan
Cornwall Inn and Lodge
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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, (761)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is AED 496
AED 554 total
includes taxes & fees
22 Jan - 23 Jan
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (716)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is AED 360
AED 402 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Seasonal outdoor pool
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (275)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is AED 592
AED 681 total
includes taxes & fees
15 Jan - 16 Jan
Interlaken Inn & Resort
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18)
"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 AED 779
AED 993 total
includes taxes & fees
4 Feb - 5 Feb
Prospect Berkshires
Seasonal outdoor pool
Little Cat Lodge

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
Seasonal outdoor pool, pool umbrellas, sun loungers
The Amelia

The Amelia

The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (29)
"Nice place"
United States
Manuel
The Amelia
Indoor pool
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1000)
"Great stay!!"
United States
Anita
The price is AED 434
AED 486 total
includes taxes & fees
12 Jan - 13 Jan
Courtyard by Marriott Kingston
Indoor pool, sun loungers
Hampton Inn Kingston

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1000)
"The hotel is great and great location. "
United States
Thomas
The price is AED 419
AED 469 total
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Kingston
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.
View all properties

Top Pine Plains Hotel Reviews

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Spotless, comfortable and the staff were exceptionally kind"
Themis 1-night trip
Posted 10 hours ago
Hampton Inn Kingston

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Pine Plains?
Inn at Pine Plains: Features 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. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Features a snack bar/deli, an indoor pool, and free self parking. AutoCamp Catskills: Features buffet, an indoor pool, and free self parking. Hampton Inn Kingston: Offers buffet, an indoor pool, and complimentary wired internet access.
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, Pine Plains Library, and Thompson Pond.
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.