The Best Chatham Hotels with Pools from $111 - Hotels with indoor pools in Chatham, NY

Q: What are some accommodations with pools in Chatham?

Country Inn & Suites by Radisson, Downtown Albany New York : Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires : Hotel located near Albany Medical Center. Provides full, an indoor pool, and free self parking. Comfort Inn Glenmont - Albany South : Offers a seasonal outdoor pool, an indoor pool, and buffet. Quality Inn Great Barrington : Features free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn : Provides 3 restaurants, an outdoor pool, and spa services.

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Our top choices for Chatham hotels with a pool

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

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

$169 nightly

Jul 22 - Jul 23

Total with taxes and fees

Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

Dive into refreshing bliss at this East Greenbush hotel's indoor pool, complete with cozy sun loungers for ultimate relaxation.

$130 nightly

Jul 26 - Jul 27

Total with taxes and fees

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

$139 nightly

Jul 26 - Jul 27

Total with taxes and fees

Indoor pool, open 7 AM to 7 PM, sun loungers

Hampton Inn & Suites Albany-East Greenbush

East Greenbush

Dive into refreshing luxury with an indoor pool and fitness center at this spotless, relaxing retreat.

$146 nightly

Jul 26 - Jul 27

Total with taxes and fees

Little Cat Lodge

Copake Falls

Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.

$189 nightly

Jul 21 - Jul 22

Total with taxes and fees

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.

$195 nightly

Aug 10 - Aug 11

Total with taxes and fees

Howard Johnson by Wyndham Lenox

Lenox

Summertime splashes await at this refreshing outdoor pool oasis in Lenox.

$99 nightly

Jul 21 - Jul 22

Total with taxes and fees

2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.

$167 nightly

Jul 29 - Jul 30

Total with taxes and fees

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Choose what matters most at hotels with a pool in Chatham

Breakfast included

Hot tub

Top Chatham Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Clean room. Good location. Hot breakfast."

The Red Lion Inn

8/10 Good

"Dinner in the main dining room was amazing! Food delicious and staff attentive. We stayed in the Stephen’s House and arrived in the dark. It was not well lighted and 184 was up a huge flight of stairs. We had to haul up too many bags! We would have done a sm. 1 night bag If we had known this was a second floor. Beds were very uncomfortable soft and towels with stains. The kitchen area was without a refrigerator turned on and no ice. The front desk attendant was very efficient and ran some ice over! We love Red Lion Inn and found some things a bit off this time."

Jiminy Peak Mountain Resort

10/10 Excellent

"Everything about our stay was wonderful We made a last-minute decision just to go up for a night and we were able to use several amenities like the chairlift ride for sightseeing. The pool a few times which was at a very comfortable temperature just to get in and relax We were able to use their locker room to take showers before we left to go home on our trip The room was very clean. The bed was comfortable plenty of pillows to choose from. Every staff member we encountered were very accommodating and friendly"

Frequently asked questions

What are some accommodations with pools in Chatham?

Country Inn & Suites by Radisson, Downtown Albany New York: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Hotel located near Albany Medical Center. Provides full, an indoor pool, and free self parking. Comfort Inn Glenmont - Albany South: Offers a seasonal outdoor pool, an indoor pool, and buffet. Quality Inn Great Barrington: Features free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn: Provides 3 restaurants, an outdoor pool, and spa services.

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.

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