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Search Hotels with Pool in Chatham

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Check availability on Chatham Hotels with Pool

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Chatham hotels with a pool

1. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
  • Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
Rp1.205.439
Rp1.350.113 total
includes taxes & fees
13 Aug - 14 Aug
Berkshire Travel Lodge

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

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.
Rp2.357.652
Rp2.633.426 total
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

3. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
Rp2.947.065
Rp3.291.871 total
includes taxes & fees
7 Sept - 8 Sept
The Yankee Inn

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
Rp1.689.582
Rp2.286.277 total
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

5. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
Rp2.923.488
Rp4.152.872 total
includes taxes & fees
9 Sept - 10 Sept
The Red Lion Inn

6. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
Rp1.402.645
Rp1.566.755 total
includes taxes & fees
9 Sept - 10 Sept
Howard Johnson by Wyndham Lenox

7. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
Rp2.009.362
Rp2.244.458 total
includes taxes & fees
1 Sept - 2 Sept
The Little Lion

8. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
Rp2.089.737
Rp2.683.437 total
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

9. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
  • Dive into refreshing bliss at this East Greenbush hotel's indoor pool, complete with cosy sun loungers for ultimate relaxation.
Rp2.022.295
Rp2.244.746 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn & Suites East Greenbush - Albany

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
Rp2.621.638
Rp2.928.370 total
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Berkshires-Lenox
View all properties

Choose what matters most at hotels with a pool in Chatham

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Chatham Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Clean. Bed too soft but linens pleasant. Comfortable chair in room. Breakfast fine."
Leslie 1-night trip
Posted less than an hour ago
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Very nice and convenient hotel."
Karen 1-night trip
Posted 1 hour ago
The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Indoor pool was quite noisy with to many little children running around and not paying attention to others in the pool and no parent supervision as parents were in the hottub. Balcony was just right for two people."
Donna 2-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Quiet and serene. Great weekend escape!"
Christopher 2-night trip
Posted 2 days ago
Jiminy Peak Mountain Resort
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

8/10 Good
"Great stay. Very easy and affordable. No issues."
James 1-night trip
Posted 3 days ago
Comfort Inn & Suites East Greenbush - Albany
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"For a non-chain hotel, I was pleasantly surprised. Clean and comfortable. But definitely a B- C+ place which was perfect for a quick stay."
Susan 1-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

What are some accommodation options with pools in Chatham?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Country Inn & Suites by Radisson, Downtown Albany New York: Provides a seasonal outdoor pool, an indoor pool and buffet. The Yankee Inn: Features free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Berkshires Untold: Features buffet, an indoor pool and free self parking.
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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