Find Hotels with a Pool in Pittsfield, MA
Check availability on Pittsfield Hotels with a Pool
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Aug 10 - Aug 11Tomorrow
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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. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$165 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
3. 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.
$127 nightly
$142 total
Aug 23 - Aug 24
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.
$123 nightly
$137 total
Sep 7 - Sep 8
Total with taxes and fees
5. 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
6. 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 12 - Aug 13
Total with taxes and fees
7. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
$165 nightly
$184 total
Sep 10 - Sep 11
Total with taxes and fees
8. 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.
$139 nightly
$155 total
Aug 31 - Sep 1
Total with taxes and fees
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Top Pittsfield Hotel Reviews
Berkshire Inn
8/10 Good
"We were pleased with our stay. Clean and quiet. Nice pool too. Considering the money it was a good value and we would definitely stay there again."
The Yankee Inn
10/10 Excellent
"Room was clean. Staff friendly and helpful. Breakfast was adequate, nothing fancy, but serviceable with bagels, yogurts, "eggs". The breakfast staff was very attentive though. Outside pool was very nice. Could have used some more poolside umbrellas for the sun. Indoor pool was like a sauna due to "green room" effect so never used it. Overall, very good experience."
Vacation Village in the Berkshires
10/10 Excellent
"Great area...reasonable, very clean and cosy... Highly recommended"
The Red Lion Inn
10/10 Excellent
"Excellent historic inn. We stay here every summer after a a concert at Tanglewood. Love it here."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Love this hotel for going to Mass MoCA"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
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