Find Hotels with a Pool in Pine Plains, NY

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

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Pine Plains Hotels with a Pool

This weekend
Next weekend

Top Pine Plains Hotels with a Pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
  • Indoor pool
8.8 out of 10, Excellent, (698)
Splash into the warm, pristine indoor pool after exploring nearby hiking trails or skiing at Butternut. Modern rooms with premium bedding await, while a complimentary breakfast buffet energizes adventures in Great Barrington's vibrant surroundings.
$107 nightly
The price is $120
Dec 11 - Dec 12
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hampton Inn Kingston

2.5 star property
Kingston
  • Indoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1005)
Splash into the sparkling indoor pool, open late for evening swims after exploring nearby restaurants and shops. Sun loungers surround the water, creating a relaxing retreat complemented by the hotel's fulfilling breakfast buffet and quiet, comfortable rooms.
$106 nightly
The price is $118
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Kingston

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
  • Indoor pool
7.6 out of 10, Good, (1004)
Mountain enthusiasts flock to the indoor aquatic sanctuary at this Howard Johnson hotel, where skiing adventures conclude with sauna sessions. Beyond the pool area, guests appreciate the restaurant's generous portions and surprisingly quiet rooms.
$88 nightly
The price is $99
Dec 7 - Dec 8
Total with taxes and fees
Howard Johnson by Wyndham Saugerties

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
Stockade District
  • Indoor pool
  • Children's pool
7.6 out of 10, Good, (1008)
Swimmers splash in the indoor heated pool while children delight in their dedicated swimming area. Beyond water activities, this hotel impresses with a fitness center overlooking the pool, arcade room, and billiards table for complete vacation enjoyment.
$98 nightly
The price is $109
Dec 4 - Dec 5
Total with taxes and fees
Best Western Plus Kingston Hotel And Conference Center

Prospect Berkshires

3.0 star property
Egremont
  • Outdoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (14)
Mountain adventures begin at the outdoor pool, complete with sun loungers and umbrellas for post-hike relaxation. Sauna sessions, complimentary bicycles, and nearby hiking trails complement the experience at this scenic Berkshire retreat.
$250 nightly
The price is $280
Nov 30 - Dec 1
Total with taxes and fees
Prospect Berkshires

Courtyard by Marriott Kingston

3.0 star property
Kingston
  • Indoor pool
8.8 out of 10, Excellent, (1001)
Slip into the immaculately maintained indoor pool, praised for its ideal temperature and pristine conditions. After swimming, guests can unwind in the clean hot tub or visit the well-equipped fitness center before retiring to spacious, modern rooms.
$118 nightly
The price is $132
Nov 30 - Dec 1
Total with taxes and fees
Courtyard by Marriott Kingston

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
Saugerties
  • Indoor pool
8.8 out of 10, Excellent, (682)
Swimmers revel in the pristine indoor pool after exploring nearby hiking trails, rafting, or ziplining adventures. Mornings begin with a celebrated breakfast buffet before guests retreat to immaculately clean, comfortable rooms with scenic views.
$107 nightly
The price is $120
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
  • Indoor pool
9.4 out of 10, Exceptional, (756)
Splashing fun awaits in the pristine indoor swimming pool, complemented by a relaxing hot tub for post-adventure recovery. Families particularly appreciate these well-maintained aquatic amenities alongside the hotel's spotlessly clean rooms and friendly staff.
$151 nightly
The price is $169
Dec 2 - Dec 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Little Cat Lodge

2.0 star property
Copake Falls
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (65)
Seasonal outdoor swimming provides mountain refreshment after exploring nearby hiking trails or skiing adventures. Relaxation continues in the sauna, while evenings bring gatherings around the firepit under starry skies after a delicious continental breakfast.
$169 nightly
The price is $189
Nov 30 - Dec 1
Total with taxes and fees
Little Cat Lodge

Comfort Inn Saugerties

2.5 star property
Saugerties
  • Indoor pool
7.2 out of 10, Good, (709)
Swimming enthusiasts appreciate the spacious indoor pool available from 7 AM to 10 PM daily. After invigorating laps, guests can refuel with the complimentary breakfast buffet before heading out to nearby skiing and snowboarding adventures.
$117 nightly
The price is $131
Dec 21 - Dec 22
Total with taxes and fees
Comfort Inn 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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Top Pine Plains Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Pine Plains?
Inn at Pine Plains: Provides a children's pool, an indoor pool, and free self parking. Best Western Plus Kingston Hotel And Conference Center: Provides a snack bar/deli, an indoor pool, and buffet. AutoCamp Catskills: Provides a snack bar/deli, an indoor pool, and free self parking. Residence Inn by Marriott Kingston: Features buffet, an indoor pool, and free self parking. Quality Inn Hyde Park Poughkeepsie North: Offers buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Pine Plains?
Make a point to visit attractions like Harlem Valley Rail Trail and Harney and Sons Tea Tasting Room. 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.

Explore a world of travel with Expedia