Find Hotels with a Pool in Pittsfield, MA
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Check availability on Pittsfield Hotels with a Pool
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Sep 4 - Sep 5Tomorrow
Sep 5 - Sep 6This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our 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.
₩108,128
₩151,126 total
includes taxes & fees
Oct 1 - Oct 2
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.
₩160,291
₩179,045 total
includes taxes & fees
Sep 7 - Sep 8
3. 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.
₩160,291
₩179,051 total
includes taxes & fees
Sep 7 - Sep 8
4. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
- Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
₩198,707
₩221,956 total
includes taxes & fees
Sep 13 - Sep 14
5. Berkshire Inn
Berkshire InnPittsfield
- Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
₩116,809
₩130,476 total
includes taxes & fees
Sep 7 - Sep 8
6. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
₩135,840
₩151,734 total
includes taxes & fees
Sep 28 - Sep 29
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.
₩166,064
₩185,494 total
includes taxes & fees
Sep 30 - Oct 1
8. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
- Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
₩107,314
₩119,870 total
includes taxes & fees
Sep 7 - Sep 8
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Top Pittsfield Hotel Reviews
The Yankee Inn
8/10 Good
"The lounge was closed on Thursday. We went to a concert at Tanglewood and it would have been nice to have a nightcap. Might I suggest that you pole yiur guests and see if they are in town for a concert and if they would patronize the lounge if it was open."
Vacation Village in the Berkshires
10/10 Excellent
"Excellent customer service from front desk staff! Very nice decor everywhere. Fun little balcony! Quiet in the suite. All good!"
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Hotel was clean and stag was helpful and friendly."
The Red Lion Inn
10/10 Excellent
"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"
Berkshire Inn
8/10 Good
"Quiet location set back from road, comfortable beds and nice shower. Located right on Rt. 20 and near downtown."
Hilton Garden Inn Lenox Pittsfield
8/10 Good
"Clean comfortable; difficult to see sign locating property"