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 17 - Sep 18Tomorrow
Sep 18 - Sep 19This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Our top choices for Chatham hotels with a pool
1. 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
2. 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
Oct 19 - Oct 20
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.
$124 nightly
$139 total
Oct 19 - Oct 20
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.
$108 nightly
$120 total
Oct 18 - Oct 19
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.
$211 nightly
$236 total
Sep 30 - Oct 1
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
Sep 20 - Sep 21
Total with taxes and fees
7. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
- Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
$126 nightly
$141 total
Sep 28 - Sep 29
Total with taxes and fees
8. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
$115 nightly
$128 total
Oct 18 - Oct 19
Total with taxes and fees
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Top Chatham Hotel Reviews
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Beautiful view. Clean and comfortable. Great breakfast choices"
The Red Lion Inn
8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Quality Inn Great Barrington
10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Comfort Inn Glenmont - Albany South
10/10 Excellent
"Newly remodeled and excellent professional staff."
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