Find Hotels with a Pool in Chatham, NY
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21 Aug - 23 AugOur 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.
SAR 253
SAR 284 total
includes taxes & fees
20 Aug - 21 Aug
2. 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.
SAR 447
SAR 499 total
includes taxes & fees
13 Sep - 14 Sep
3. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
SAR 620
SAR 692 total
includes taxes & fees
7 Sep - 8 Sep
4. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
SAR 355
SAR 481 total
includes taxes & fees
31 Aug - 1 Sep
5. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
SAR 583
SAR 838 total
includes taxes & fees
13 Sep - 14 Sep
6. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
- Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
SAR 297
SAR 331 total
includes taxes & fees
13 Sep - 14 Sep
7. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
SAR 422
SAR 472 total
includes taxes & fees
10 Sep - 11 Sep
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.
SAR 439
SAR 564 total
includes taxes & fees
13 Sep - 14 Sep
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Top Chatham Hotel Reviews
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Loved our two-day stay at the Black Swan Inn. We were in the area because we were taking a few programs at the Kripalu Center for one of the days. The room itself was clean, the hall areas could do with better maintenance (which is why I gave that 4 stars) The staff was helpful with any questions. Continental breakfast was decent (though they could do with better coffee). We wished we could have enjoyed the Indian restaurant "Mint" next door, which I hear is really good, but they were closed on Tuesdays, so it was a matter of timing..., but we hope to have a chance next time we are in the area. One of my favorite parts of the property is that it sits by a clean lovely lake, and there are seating areas to enjoy the view anytime of day just to unwind. They also have kayak rentals for those who enjoy the activity. Another wonderful treat- it is near High Lawn Farm, only a 3-min drive from the Inn. It is beautiful there, and cute Jersey cows roam freely, when they are ready they go on their own time into a building where they lay on heated water beds while being milked (I kid you not!). Their dairy products and ice-cream are excellent, worth taking the short drive there. The town center of Lee has some nice restaurants and boutiques within a 5-8 min drive. It was a memorable stay and hope to be back there again soon."
Quality Inn Great Barrington
8/10 Good
"Clean. Bed too soft but linens pleasant. Comfortable chair in room. Breakfast fine."
The Yankee Inn
10/10 Excellent
"Very nice and convenient hotel."
Jiminy Peak Mountain Resort
10/10 Excellent
"Quiet and serene. Great weekend escape!"
Comfort Inn & Suites East Greenbush - Albany
8/10 Good
"Great stay. Very easy and affordable. No issues."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"