Find Hotels with a Pool in Old Chatham, NY

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Check availability on Old Chatham Hotels with a Pool

Our top choices for Old Chatham hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
"Pool and hot tub are terrific, great breakfast spread, convenient location, super comfortable mattress."
United States
Emma
The price is ￥20,511
￥22,910 total
includes taxes & fees
Jun 4 - Jun 5
The Yankee Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (944 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
"Spacious, clean, and the pool was warm and perfect for family swimming"
United States
Danielle
The price is ￥13,934
￥19,113 total
includes taxes & fees
May 24 - May 25
Berkshire Mountain Lodge
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (97 reviews)
  • cleanliness
    Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
"The pool is well maintained and cleaned."
United States
Geraldine
The price is ￥15,968
￥17,517 total
includes taxes & fees
May 27 - May 28
The Springs Motel
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (96 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
"Clean rooms, friendly staff, pool was very clean"
United States
Camille
The price is ￥20,193
￥22,556 total
includes taxes & fees
May 28 - May 29
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (856 reviews)
  • cleanliness
    Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room,"
United States
Donald W
The price is ￥12,134
￥13,554 total
includes taxes & fees
May 26 - May 27
Berkshire Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (561 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
"we loved using the pool at the beautiful Red Lion"
United States
Lisa
The price is ￥15,105
￥16,872 total
includes taxes & fees
Jun 11 - Jun 12
The Little Lion
Indoor pool

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
"Pool area is beautiful."
United States
edith
The price is ￥19,398
￥21,667 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Outdoor spa tub

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,362 reviews)
  • cleanliness
    Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
"Spacious suite, comfortable bed and the view of the ski slopes from the large indoor pool was amazing."
United States
Ellen
The price is ￥13,701
￥17,047 total
includes taxes & fees
May 25 - May 26
Vacation Village in the Berkshires
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (855 reviews)
  • cleanliness
    Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
"Plenty of parking and nice pool."
United States
Dan
The price is ￥12,561
￥14,031 total
includes taxes & fees
May 25 - May 26
Howard Johnson by Wyndham Lenox
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
"The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night."
United States
Judith Pauline
The price is ￥24,519
￥34,485 total
includes taxes & fees
May 31 - Jun 1
The Red Lion Inn
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.
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Choose what matters most at hotels with a pool in Old Chatham

Breakfast included
4 stars

Top Old Chatham Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Nice staff, nice room and facilities. Having stayed there several times happily and will be back again in June. Thanks."
David 2-night trip
Posted 9 hours ago
Vacation Village in the Berkshires

Frequently asked questions

What are some hotels with pools in Old Chatham?
Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. Comfort Inn Glenmont - Albany South: Offers full, an indoor pool, and free self parking. Vacation Village in the Berkshires: Provides a children's pool, an indoor pool, and free self parking. Berkshires Untold: Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Country Inn & Suites by Radisson, Downtown Albany New York: Features 3 restaurants, an outdoor pool, and spa services.
What is there to see and do in Old Chatham?
Make a point to visit attractions like Kinderhook Lake and Bousquet Ski Area. Discover sights such as Shaker Museum and Library during your stay.
When is the best time to book a hotel with a pool in Old Chatham?
Taking into account the local weather in Old Chatham is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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 Old Chatham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.