Find Hotels with a Pool in Pittsfield, MA
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Aug 14 - Aug 16In two weeks
Aug 21 - Aug 23Our top choices for Pittsfield hotels with a pool
1. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
$158 nightly
$176 total
Aug 10 - Aug 11
Total with taxes and fees
2. 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
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.
$88 nightly
$98 total
Aug 19 - Aug 20
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.
$168 nightly
$188 total
Sep 7 - Sep 8
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
The Yankee Inn
8/10 Good
"We attended a Tanglewood concert and needed a place to stay for 1 night. Booked 3 weeks out and many places were sold out. Hotel prices in the Berkshires are very high in the summer. Room was clean and nicely furnished. Only complaint was that the air conditioner was very loud, and we couldn't just use the fan. Had to turn it off to sleep, resulting in a very stuffy room. For the price, we will plan further ahead and try to stay within walking distance to Lenox. Don't need the pools or breakfast."
Quality Inn Great Barrington
8/10 Good
"Great hot waffles for brrakfast! But the scrambled eggs came from a carton. The Staff was very helpful teaching me how to use.my fog lights on my rental car."
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"
Berkshire Inn
10/10 Excellent
"Nice and clean"
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
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