Search Hotels with Pool in Pittsfield
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28 Aug - 30 AugOur 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.
฿3,110
฿4,208 total
includes taxes & fees
31 Aug - 1 Sept
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.
฿3,912
฿4,369 total
includes taxes & fees
20 Sept - 21 Sept
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.
฿4,809
฿5,371 total
includes taxes & fees
13 Sept - 14 Sept
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.
฿4,171
฿4,660 total
includes taxes & fees
20 Sept - 21 Sept
5. Berkshire Inn
Berkshire InnPittsfield
- Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
฿2,956
฿3,302 total
includes taxes & fees
25 Aug - 26 Aug
6. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
฿5,194
฿5,801 total
includes taxes & fees
14 Sept - 15 Sept
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.
฿4,501
฿5,028 total
includes taxes & fees
14 Sept - 15 Sept
8. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
- Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
฿2,597
฿2,901 total
includes taxes & fees
31 Aug - 1 Sept
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Top Pittsfield Hotel Reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"."
Vacation Village in the Berkshires
10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
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."
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."