A rustic barn surrounded by autumn foliage on a hillside.

Find Hotels with a Pool in Pine Plains, NY

  • 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
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Pine Plains hotels with a pool

1. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
  • Indoor pool sanctuary offers year-round swimming in a bright, spotless setting just steps from your room.
AED 465
AED 521 total
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Kingston

2. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
  • Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
AED 959
AED 1,103 total
includes taxes & fees
18 Nov - 19 Nov
Interlaken Inn & Resort

3. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
  • Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
AED 449
AED 503 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Kingston

4. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
  • Dive into refreshing escapes at this indoor pool sanctuary with post-adventure relaxation vibes.
AED 452
AED 506 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

5. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
AED 525
AED 588 total
includes taxes & fees
18 Nov - 19 Nov
Little Cat Lodge

6. Troutbeck

Troutbeck
Amenia
AED 2,479
AED 2,952 total
includes taxes & fees
21 Oct - 22 Oct
Troutbeck

7. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
Saugerties
  • Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.
AED 397
AED 444 total
includes taxes & fees
15 Nov - 16 Nov
Howard Johnson by Wyndham Saugerties

8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
AED 528
AED 589 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

9. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
AED 799
AED 1,069 total
includes taxes & fees
18 Nov - 19 Nov
Pocketbook Hotel and Bath

10. Prospect Berkshires

Prospect Berkshires
Egremont
  • Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
AED 916
AED 1,147 total
includes taxes & fees
17 Nov - 18 Nov
Prospect Berkshires
View all properties

Choose what matters most at hotels with a pool in Pine Plains

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Pine Plains Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

8/10 Good
"Hotel was nice , clean and the staff was friendly"
Roberta 3-night trip
Posted 1 day ago
Courtyard by Marriott Kingston

Frequently asked questions

What are some accommodations with pools in Pine Plains?
Inn at Pine Plains: Features a steam room, 3 indoor pools, and spa services. Beekman Arms and Delamater Inn: Provides a snack bar/deli, an indoor pool, and free self parking. Quality Inn Great Barrington: Features a sauna, an indoor pool, and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Features a sauna, an indoor pool, and free self parking. Pocketbook Hotel and Bath: Features a snack bar/deli, an indoor pool, and buffet.
What is there to see and do in Pine Plains?
The picturesque setting of Thompson Pond and Stissing Lake Park showcase the area's natural beauty. During your stay, check out sights such as The Stissing Center, Pine Plains Library, and Gallatin Town Hall.
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.