Hotels with Swimming Pools in Pine Plains

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Pine Plains Hotels with Swimming Pools

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Hotels with Swimming Pools in Pine Plains

Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (137)
"Loved everything especially Lucas and Joe💟☮️"
The price is S$244
includes taxes & fees
6 Oct - 7 Oct
Blackberry River Inn
Best Western Plus Kingston Hotel And Conference Center
Indoor pool

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
7.8 out of 10, Good, (1005)
"Great property with friendly staff"
The price is S$177
includes taxes & fees
13 Oct - 14 Oct
Best Western Plus Kingston Hotel And Conference Center
Four Seasons Motel
Seasonal outdoor pool

Four Seasons Motel

2.0 star property
8.2 out of 10, Very good, (198)
"Very cute and cozy little motel. They put a lot of effort into cleaning and decorating each room. "
The price is S$139
includes taxes & fees
6 Oct - 7 Oct
Four Seasons Motel
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (60)
"Atmosphere, service and food was excellent. Definitely going back!"
Little Cat Lodge
Hampton Inn Kingston
Indoor pool, pool loungers

Hampton Inn Kingston

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Clean room, friendly staff."
The price is S$167
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Kingston
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (667)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is S$160
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Cornwall Inn and Lodge
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (146)
"Great scenic location for hiking, etc Property, rooms and hosts are wonderful."
The price is S$295
includes taxes & fees
1 Nov - 2 Nov
Cornwall Inn and Lodge
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (740)
"Thank you for nice hospity. Staff was very friendly and professional."
The price is S$206
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Prospect Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers

Prospect Berkshires

3.0 star property
9.0 out of 10, Wonderful, (7)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
The price is S$464
includes taxes & fees
2 Nov - 3 Nov
Prospect Berkshires
Red Ranch Motel
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, pool loungers

Red Ranch Motel

2.5 star property
7.2 out of 10, Good, (475)
"Great beds, great shower, great refrigerator, great response to service!! Older motel and yet very quaint with outdoor spaces, picnic tables, and great advice for hikes to enjoy locally!"
The price is S$134
includes taxes & fees
3 Nov - 4 Nov
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

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Clean room, friendly staff."
Janice 2-night trip
Posted 5 days ago
Hampton Inn Kingston

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 buffet. Best Western Plus Kingston Hotel And Conference Center: Features a snack bar/deli, an indoor pool and buffet. Postcard Cabins Eastern Catskills: Offers a snack bar/deli, an indoor pool and free self parking. AutoCamp Catskills: Features cooked-to-order, a seasonal outdoor pool and free self parking. Quality Inn Hyde Park Poughkeepsie North: Offers a sauna, an outdoor pool and spa services.
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.