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
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Pine Plains Hotels with a Pool

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
8.8 out of 10, Excellent, (702)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
The price is NT$3,350
NT$3,742 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (1002)
"Great stay!!"
United States
Anita
The price is NT$3,699
NT$4,143 total
includes taxes & fees
Dec 8 - Dec 9
Courtyard by Marriott Kingston
Indoor pool
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, (687)
"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"
United States
Gideon
The price is NT$3,357
NT$3,760 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Indoor pool
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, (1000)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
The price is NT$3,056
NT$3,423 total
includes taxes & fees
Dec 10 - Dec 11
Best Western Plus Kingston Hotel And Conference Center
Seasonal outdoor pool
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
Indoor pool, sun loungers
Hampton Inn Kingston

Hampton Inn Kingston

2.5 star property
Kingston
9.0 out of 10, Wonderful, (1000)
"Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast."
United States
Karen
The price is NT$3,407
NT$3,816 total
includes taxes & fees
Dec 14 - Dec 15
Hampton Inn Kingston
Indoor pool
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
7.6 out of 10, Good, (1002)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
The price is NT$2,768
NT$3,101 total
includes taxes & fees
Dec 14 - Dec 15
Howard Johnson by Wyndham Saugerties
Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (162)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is NT$5,146
NT$5,917 total
includes taxes & fees
Dec 11 - Dec 12
Blackberry River Inn
Indoor pool
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, (757)
"Clean room, very courteous staff "
United States
Thomas
The price is NT$4,728
NT$5,281 total
includes taxes & fees
Dec 14 - Dec 15
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers
Red Ranch Motel

Red Ranch Motel

2.5 star property
Catskill
7.2 out of 10, Good, (485)
"The accommodations are pleasant, though the mattresses are quite firm, offering a sleeping experience reminiscent of a traditional box spring."
United States
Thoa
The price is NT$3,010
NT$3,251 total
includes taxes & fees
Jan 4 - 2026/1/5
Red Ranch Motel
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

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Staff is very nice. Clean rooms and clean pool. Love the fireplace in the lobby as well. Second time staying and will be back again. "
Jameka Y 1-night trip
Posted 4 days ago
Courtyard by Marriott Kingston

Explore a world of travel with Expedia

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.