Book the Best Hotels with POOL in Old Chatham in 2026

Q: What are some hotels with pools in Old Chatham?

Hyatt Place Albany/Downtown : Hotel, 4-minute walk from MVP Arena. Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Albany : Provides free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge : Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Country Inn & Suites by Radisson, Downtown Albany New York : Offers a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires : Hotel, 15-minute walk from National Shrine of the Divine Mercy. Offers 3 restaurants, an outdoor pool, and spa services.

Tracy Memorial Village Hall, Chatham, New York

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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

Lenox

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

CA $174 total

includes taxes & fees

Jun 16 - Jun 17

The Little Lion

Great Barrington

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

CA $138 total

includes taxes & fees

Jun 17 - Jun 18

Howard Johnson by Wyndham Lenox

Lenox

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

CA $123 total

includes taxes & fees

Jun 15 - Jun 16

Berkshire Travel Lodge

Austerlitz

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

CA $103 total

includes taxes & fees

Jun 15 - Jun 16

The Red Lion Inn

Stockbridge

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

CA $302 total

includes taxes & fees

Jun 22 - Jun 23

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.

CA $219 total

includes taxes & fees

Jun 22 - Jun 23

Berkshire Mountain Lodge

Pittsfield

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

CA $251 total

includes taxes & fees

Jul 14 - Jul 15

Little Cat Lodge

Copake Falls

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

CA $238 total

includes taxes & fees

Jun 21 - Jun 22

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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

10/10 Excellent

"We enjoyed the large space, the laundry service, and the location. Would go again."

Comfort Inn & Suites East Greenbush - Albany

6/10 Okay

"I booked three rooms for one Saturday night. All three rooms ended up being on different floors. I had 10 children amongst the three rooms, and Saturday morning the pool was closed for maintenance. Breakfast was decent. Rooms were decent. Location was decent."

The Red Lion Inn

10/10 Excellent

"The inn is historic with a grand feel. The room was large and nicely furnished. The bed was very comfortable with plenty of pillows. Nice hot shower. Clean room. Food and service were great. The staff were professional and personable and made sure that you were happy with your stay. Would definitely return to this inn."

Frequently asked questions

What are some hotels with pools in Old Chatham?

Hyatt Place Albany/Downtown: Hotel, 4-minute walk from MVP Arena. Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Albany: Provides free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Country Inn & Suites by Radisson, Downtown Albany New York: Offers a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Offers 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.

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