Find Hotels with a Pool in Chatham, NY

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Check availability on Chatham Hotels with a Pool

Our top choices for Chatham hotels with a pool

Indoor pool, seasonal outdoor pool, sun loungers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Easy check-in; accommodating staff; clean room. Convenient but also quiet location."
United States
Nathaniel
The price is ￥14,050
￥15,694 total
includes taxes & fees
Mar 24 - Mar 25
The Yankee, Trademark Collection by Wyndham
Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (23 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is ￥22,120
￥24,708 total
includes taxes & fees
Mar 31 - Apr 1
Element Lenox Berkshires
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (876 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is ￥14,853
￥20,145 total
includes taxes & fees
Apr 16 - Apr 17
Berkshire Mountain Lodge
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is ￥21,816
￥31,478 total
includes taxes & fees
Apr 7 - Apr 8
The Red Lion Inn
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (839 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is ￥12,572
￥14,042 total
includes taxes & fees
Mar 18 - Mar 19
Howard Johnson by Wyndham Lenox
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is ￥17,505
￥19,553 total
includes taxes & fees
Mar 18 - Mar 19
The Little Lion
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, (744 reviews)
"Simple and clean hotel"
United States
Vitor
The price is ￥17,028
￥19,020 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, great breakfast"
United States
Peter
The price is ￥17,762
￥19,841 total
includes taxes & fees
Mar 29 - Mar 30
Hampton Inn & Suites Berkshires-Lenox
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (847 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ￥12,726
￥14,215 total
includes taxes & fees
Apr 1 - Apr 2
Berkshire Inn
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (74 reviews)
"Nice rooms, very clean place"
United States
Padgett
Little Cat Lodge
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 Chatham

Breakfast included
Hot tub

Top Chatham Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"yes"
William 2-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

What are some accommodations with pools in Chatham?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Features free self parking, an indoor pool, and complimentary wireless internet access. Country Inn & Suites by Radisson, Downtown Albany New York: Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Berkshire Mountain Lodge: Offers a health club, an indoor pool, and complimentary wired internet access. Berkshires Untold: Provides a seasonal outdoor pool, an indoor pool, and buffet.
What is there to see and do in Chatham?
The picturesque setting of Kinderhook Lake and Queechy Lake showcase the area's natural beauty. Discover sights such as The Mac-Haydn Theatre during your stay.
When is the best time to book a hotel with a pool in Chatham?
Taking into account the local weather in Chatham 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 Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.