Find Hotels with a Pool in Chatham, NY
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Check availability on Chatham Hotels with a Pool
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Sep 12 - Sep 13Tomorrow
Sep 13 - Sep 14Next weekend
Sep 18 - Sep 20In two weeks
Sep 25 - Sep 27Our top choices for Chatham hotels with a pool
1. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
- Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
$67 nightly
$76 total
Sep 17 - Sep 18
Total with taxes and fees
2. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$116 nightly
$130 total
Sep 22 - Sep 23
Total with taxes and fees
3. Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - AlbanyCastleton-on-Hudson
- Dive into refreshing bliss at this East Greenbush hotel's indoor pool, complete with cozy sun loungers for ultimate relaxation.
$114 nightly
$126 total
Oct 4 - Oct 5
Total with taxes and fees
4. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
$109 nightly
$121 total
Oct 1 - Oct 2
Total with taxes and fees
5. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
$212 nightly
$237 total
Sep 23 - Sep 24
Total with taxes and fees
6. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
$129 nightly
$144 total
Sep 20 - Sep 21
Total with taxes and fees
$257 nightly
$290 total
Sep 21 - Sep 22
Total with taxes and fees
8. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
- Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
$79 nightly
$88 total
Sep 13 - Sep 14
Total with taxes and fees
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Top Chatham Hotel Reviews
Vacation Village in the Berkshires
8/10 Good
"It was very nice. Don’t like how they hold on your credit card 150 as long as they do. I can understand why they do it but I been back a week and there still holding that on my card."
The Yankee Inn
10/10 Excellent
"Nasically a large motel with both an outdoor and indoor pool. A bit tired, but reasonably close to Lenox and to Tabglewood."
Comfort Inn & Suites East Greenbush - Albany
8/10 Good
"Breakfast was good"
Comfort Inn Glenmont - Albany South
10/10 Excellent
"Newly remodeled and excellent professional staff."
Jiminy Peak Mountain Resort
10/10 Excellent
"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didn’t end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"
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