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 16 - Aug 17Tomorrow
Aug 17 - Aug 18Next weekend
Aug 21 - Aug 23In two weeks
Aug 28 - Aug 30Our 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.
$72 nightly
$81 total
Aug 24 - Aug 25
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.
$158 nightly
$176 total
Sep 14 - Sep 15
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 15 - Sep 16
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.
$125 nightly
$139 total
Aug 31 - Sep 1
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
$234 total
Sep 9 - Sep 10
Total with taxes and fees
6. 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
7. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
$111 nightly
$124 total
Sep 8 - Sep 9
Total with taxes and fees
8. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
$135 nightly
$150 total
Sep 8 - Sep 9
Total with taxes and fees
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Top Chatham Hotel Reviews
The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
"Very nice, clean, good breakfast. Only complaint was that it was very expensive because we booked last minute and it the peak season. I would stay again but not at the price we were charged."
Quality Inn Great Barrington
8/10 Good
"Staff was wonderful and welcoming. Room was clean but rug was stained. There was no decaf coffee at breakfast. We would definitely stay there again"
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
Jiminy Peak Mountain Resort
10/10 Excellent
"Only problem was the stairs. I hadn't realized that there was such a long climb to our condo or I would have asked for something a little friendlier to a 75 year old."
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