Find Hotels with a Pool in Pittsfield, MA
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Check availability on Pittsfield Hotels with a Pool
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Aug 14 - Aug 15Tomorrow
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Aug 21 - Aug 23Our 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.
$125 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
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.
$119 nightly
$133 total
Sep 13 - Sep 14
Total with taxes and fees
3. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
$146 nightly
$163 total
Sep 13 - Sep 14
Total with taxes and fees
4. 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.
$119 nightly
$133 total
Sep 14 - Sep 15
Total with taxes and fees
5. Berkshire Inn
Berkshire InnPittsfield
- Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
$90 nightly
$101 total
Aug 19 - Aug 20
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
Sep 14 - Sep 15
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.
$130 nightly
$146 total
Sep 14 - Sep 15
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 Pittsfield Hotel Reviews
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."
Hilton Garden Inn Lenox Pittsfield
8/10 Good
"Nice, reasonably new, hotel at the south end of Pittsfield, north of Lenox. Right on 7, but quiet. On-site, very popular restaurant. Also Starbucks 1 min away."
Berkshire Inn
8/10 Good
"This is a clean, functional hotel. There are no frills, but it suits for a night or so. I wouldn’t recommend it for longer stays."
Vacation Village in the Berkshires
10/10 Excellent
"Large, clean rooms and friendly staff. The location is really nice - tucked into the woods a short drive away from tourist sites. Lots of kids and families, but still private. Only downside was that the rooms aren't soundproofed, so you can hear people moving overhead. But everyone was respectful and quiet, so this was not a problem during my stay. Would definitely recommend!"
The Yankee Inn
8/10 Good
"It was very convenient for an overnight with pool and close to downtown. Affordable. I stayed in the annex so no noise from other guests!"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
The Red Lion Inn
10/10 Excellent
"a very old building with tons of history and character. The room was very clean and comfortable and the staff was excellent...very friendly and accommodating."
Comfort Inn & Suites East Greenbush - Albany
10/10 Excellent
"Perfect for our needs , excellent location"
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