The Best Chatham Hotels with Pools from $76 - 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

Berkshire Travel Lodge

Austerlitz

Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.

$67 nightly

Jul 28 - Jul 29

Total with taxes and fees

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

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

Howard Johnson by Wyndham Lenox

Lenox

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

$99 nightly

Jul 20 - Jul 21

Total with taxes and fees

Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

$155 nightly

Aug 19 - Aug 20

Total with taxes and fees

The Red Lion Inn

Stockbridge

Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.

$233 nightly

Jul 29 - Jul 30

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

The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

$140 nightly

Jul 20 - Jul 21

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good

"It’s best to have a lakeside room, as sitting in the little porch can be quite peaceful. We met a new friend from England as a result. Also, breakfast is included, which was not made clear."

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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