Hotels with Swimming Pool, Chatham New York

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 : Provides a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn : Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge : Features 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn : Provides buffet, an indoor pool, and free self parking.

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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.

P8,738 total

includes taxes & fees

Jul 8 - Jul 9

Howard Johnson by Wyndham Lenox

Lenox

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

P6,793 total

includes taxes & fees

Jul 19 - Jul 20

Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

P13,654 total

includes taxes & fees

Jul 8 - Jul 9

Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

Williamstown

Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.

P8,844 total

includes taxes & fees

Jul 9 - Jul 10

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.

P11,335 total

includes taxes & fees

Jul 27 - Jul 28

Berkshire Travel Lodge

Austerlitz

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

P4,643 total

includes taxes & fees

Jul 19 - Jul 20

Quality Inn & Suites Glenmont - Albany South

Glenmont

Tranquil indoor pool offers year-round swimming at this fitness-focused Albany hotel.

P7,541 total

includes taxes & fees

Aug 7 - Aug 8

The Red Lion Inn

Stockbridge

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

P14,892 total

includes taxes & fees

Jul 22 - Jul 23

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Choose what matters most at hotels with a pool in Chatham

Breakfast included

Hot tub

Top Chatham Hotel Reviews

Quality Inn Great Barrington

10/10 Excellent

"It was a great stay! Super friendly and helpful staff."

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"This was a nice hotel. The rooms are nice and spacious. They are a little dated but clean. The breakfast was a nice full breakfast. The pool was a little cold but clean. There was some wear and tear where wall paper was peeling off the wall and they were muddying over the top but it was sloppily done and some cracks in the walls in the bathroom. But other than that it was a nice place. Our room on the 3rd floor was quiet but when I walked down the hallway on the 2nd floor to breakfast, 2 rooms had dogs that would bark like crazy when you walked by. That would have been annoying if I was next to them being woken up early in the morning. So make sure you’re in a room not next to animals. Overall it was a good experience. It was safe and convenient to the freeway and a gas station."

The Red Lion Inn

10/10 Excellent

"Staff was very helpful particularly Jerry in outside cafe. Grounds keeper did a beautiful job! Outdoor pool was amazing! Will be back to swim in in the winter. Loved the shops located in the main building. We stayed in Maple Glen which was lovely. I was disappointed my room was dark but now know to ask for a sunnier room when booking."

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: Provides a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn: Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Provides buffet, an indoor pool, and free self parking.

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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