Find Hotels with a Pool in Chatham, NY
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Check availability on Chatham Hotels with a Pool
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Aug 9 - Aug 10Tomorrow
Aug 10 - Aug 11Next weekend
Aug 14 - Aug 16In two weeks
Aug 21 - Aug 23Our 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.
$64 nightly
$71 total
Aug 19 - Aug 20
Total with taxes and fees
$233 nightly
$263 total
Aug 30 - Aug 31
Total with taxes and fees
3. 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.
$123 nightly
$137 total
Sep 9 - Sep 10
Total with taxes and fees
4. 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
Sep 7 - Sep 8
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.
$209 nightly
$233 total
Sep 9 - Sep 10
Total with taxes and fees
6. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$158 nightly
$176 total
Aug 10 - Aug 11
Total with taxes and fees
7. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
$125 nightly
$139 total
Aug 17 - Aug 18
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
Aug 31 - Sep 1
Total with taxes and fees
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Top Chatham Hotel Reviews
Quality Inn Great Barrington
8/10 Good
"Great hot waffles for brrakfast! But the scrambled eggs came from a carton. The Staff was very helpful teaching me how to use.my fog lights on my rental car."
Vacation Village in the Berkshires
10/10 Excellent
"Great area...reasonable, very clean and cosy... Highly recommended"
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."
The Yankee Inn
10/10 Excellent
"The staff were friendly, helpful with finding restaurants and other local attractions. Our room was immaculate and nicely furnished with modern furnishings in great condition. The room was quiet--we never heard our neighbors. It was pleasant to sit on the balcony and read. The location is great, 15 or 20 mins to Tanglewood depending on time. A very nice breakfast with lots of choices. We would definitely recommend this Inn to friends, and plan to return for future trips to Tanglewood and The Berkshires. ."
The Red Lion Inn
10/10 Excellent
"Excellent historic inn. We stay here every summer after a a concert at Tanglewood. Love it here."
Jiminy Peak Mountain Resort
8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
Howard Johnson by Wyndham Lenox
10/10 Excellent
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