Top Hotels with Swimming Pools in Chatham

Q: What are some accommodation options 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 swimming pools, 2 outdoor swimming pools and a snack bar/deli. Berkshire Mountain Lodge : Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access. Berkshires Untold : Provides a seasonal outdoor pool, an indoor pool and buffet.

Tracy Memorial Village Hall, Chatham, New York

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Our top choices for Chatham hotels with a pool

Element Lenox Berkshires

Lenox

Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.

includes taxes & fees

19 Mar - 20 Mar

Indoor pool, seasonal outdoor pool, pool loungers

The Yankee, Trademark Collection by Wyndham

Lenox

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

includes taxes & fees

23 Mar - 24 Mar

Berkshire Mountain Lodge

Pittsfield

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

includes taxes & fees

1 Apr - 2 Apr

Howard Johnson by Wyndham Lenox

Lenox

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

includes taxes & fees

15 Mar - 16 Mar

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.

includes taxes & fees

15 Mar - 16 Mar

The Little Lion

Great Barrington

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

includes taxes & fees

15 Mar - 16 Mar

The Red Lion Inn

Stockbridge

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

includes taxes & fees

7 Apr - 8 Apr

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

Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

includes taxes & fees

22 Mar - 23 Mar

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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

"Everything was great "

Holiday Inn & Suites Pittsfield-Berkshires by IHG

6/10 Okay

"Hotel is going through a renovation which makes the place a little rougher than it’s used to be. No parking or limited parking at entrance of hotel. Valet parking personnel were parking cars on entrance round entrance and in the mourning, they were towing those cars from the property. Not a good look or feel for those staying there. Maybe in six months or a year down the line, hotel will come back to its glory. Today still needs lots of work. "

Frequently asked questions

What are some accommodation options 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 swimming pools, 2 outdoor swimming pools and a snack bar/deli. Berkshire Mountain Lodge: Offers a health club, an indoor pool and complimentary high-speed (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 settings 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 the local weather in Chatham into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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Check availability on Chatham Hotels with Swimming Pools

Our top choices for Chatham hotels with a pool

Element Lenox Berkshires

The Yankee, Trademark Collection by Wyndham

Berkshire Mountain Lodge

Howard Johnson by Wyndham Lenox

Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Little Lion

The Red Lion Inn

Hampton Inn & Suites Berkshires-Lenox

Prospect Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Choose what matters most at hotels with a pool in Chatham

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Top Chatham Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Vacation Village in the Berkshires

The Yankee, Trademark Collection by Wyndham

Comfort Inn Glenmont - Albany South

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

Quality Inn Great Barrington

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

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