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Check prices for these dates
Our top choices for Pittsfield family-friendly hotels

1. Hotel On North
Hotel On NorthPittsfield
9.6 out of 10, Exceptional, (982 reviews)
The price is €116
includes taxes & fees
29 Nov - 30 Nov

2. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,266 reviews)
The price is €97
includes taxes & fees
6 Dec - 7 Dec

3. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
9.2 out of 10, Wonderful, (717 reviews)
The price is €118
includes taxes & fees
15 Nov - 16 Nov

4. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.4 out of 10, Very good, (1,002 reviews)
cleanliness Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is €93
includes taxes & fees
1 Dec - 2 Dec

5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (258 reviews)
cleanliness Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
The price is €110
includes taxes & fees
15 Nov - 16 Nov

6. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
8.4 out of 10, Very good, (436 reviews)
The price is €97
includes taxes & fees
24 Nov - 25 Nov

7. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
7.8 out of 10, Good, (1,001 reviews)
cleanliness Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
The price is €98
includes taxes & fees
11 Dec - 12 Dec

8. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
5.4 out of 10, (935 reviews)
The price is €71
includes taxes & fees
11 Nov - 12 Nov

9. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!Pittsfield
8.6 out of 10, Excellent, (11 reviews)
The price is €425
includes taxes & fees
23 Nov - 24 Nov

10. Hancock Village Inn Near Jiminy Peak
Hancock Village Inn Near Jiminy PeakHancock
10.0 out of 10, Exceptional, (22 reviews)
The price is €975
includes taxes & fees
17 Nov - 18 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.






























