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 15 - Aug 16Tomorrow
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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.
$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.
$148 nightly
$165 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.
$127 nightly
$142 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.
$88 nightly
$98 total
Sep 13 - Sep 14
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 13 - Sep 14
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.
$78 nightly
$87 total
Sep 13 - Sep 14
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."
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."
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