Hotels with Swimming Pool in Pittsfield, Massachusetts
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Aug 20 - Aug 21Tomorrow
Aug 21 - Aug 22This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Pittsfield hotels with a pool
1. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
P5,848
P7,913 total
includes taxes & fees
Aug 31 - Sep 1
2. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
- Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
P7,353
P8,213 total
includes taxes & fees
Sep 17 - Sep 18
3. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
- Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
P7,847
P8,765 total
includes taxes & fees
Sep 14 - Sep 15
4. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
P9,043
P10,101 total
includes taxes & fees
Sep 13 - Sep 14
5. Berkshire Inn
Berkshire InnPittsfield
- Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
P5,560
P6,211 total
includes taxes & fees
Sep 1 - Sep 2
6. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
P9,763
P10,905 total
includes taxes & fees
Sep 14 - Sep 15
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.
P8,461
P9,451 total
includes taxes & fees
Sep 14 - Sep 15
8. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
- Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
P4,881
P5,452 total
includes taxes & fees
Aug 31 - Sep 1
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Top Pittsfield Hotel Reviews
The Yankee Inn
10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Quality Inn Great Barrington
8/10 Good
"We only stayed a night but the rooms were clean enough and the staff was extremely kind. Would stay here again."
Berkshire Inn
8/10 Good
"Hotels in the Lenox area are dramatically over-priced this time of year (Tanglewood, I trust). Berkshire Inn was the one with a bit more reasonable price and a good rating. We were pleased to find that the rooms were just as pictured... clean, neat and must have had a recent (very attractive) renovation. Very comfortable overnight stay in a motel with almost no amenities, friendly gentleman in the office and, while still over-priced, not quite at the extreme level of all other area options."
The Red Lion Inn
10/10 Excellent
"Perfect."
Howard Johnson by Wyndham Lenox
8/10 Good
"The motel is in a great location. You could walk to everything. The room was clean and comfortable although the air conditioning in the room didn't work very well. The fan ran but it didn't cool the room."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"0nly 1 of 3 elevators was working. It was a 11 story building, and there was a lot of waiting. My room was wonderful, very clean, and with a fabulous view."