Find Family Hotels in Pittsfield, MA

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Check availability on Pittsfield Family Hotels

Compare Pittsfield Family Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (707)
"Excellent service great modern love would definitely stay again"
The price is SAR 409
SAR 457 total
includes taxes & fees
27 Apr - 28 Apr
Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Nice hotel for the money Clean, and close to pittsfield and lenox "
The price is SAR 364
SAR 406 total
includes taxes & fees
29 Apr - 30 Apr
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (774)
"Very nice"
The price is SAR 386
SAR 432 total
includes taxes & fees
27 Apr - 28 Apr
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (765)
"The location is convenient for the Pittsfield area and the room was very comfortable. "
The price is SAR 323
SAR 360 total
includes taxes & fees
24 Apr - 25 Apr
Berkshire Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (713)
"Friendly staff and quick checkin "
The price is SAR 267
SAR 298 total
includes taxes & fees
7 May - 8 May
FairBridge Inn Express

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (630)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is SAR 529
SAR 591 total
includes taxes & fees
4 May - 5 May
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (276)
":)"
The price is SAR 424
SAR 474 total
includes taxes & fees
7 May - 8 May
The Central Downtown Inn & Suites
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.
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Frequently asked questions

What's Pittsfield like for family-friendly vacations?
The historic destination of Pittsfield is a good choice if you’ve been thinking about a trip with your kids. The biking trails, entertainment, and lake views are just some of the things that make this a good place for family vacations. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 25.7 mi (41.4 km) from the city center.
What's the best hotel when traveling with kids to Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a hotel with an indoor pool and a restaurant, and it’s a top choice on Expedia for families. Other choices for your family trip include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express & Suites Pittsfield - Berkshires.
How many hotels that welcome families should I expect to find in Pittsfield?
Expedia has 8 family-friendly hotels and other accommodations in Pittsfield.
When's the best time to book a family-friendly vacation in Pittsfield?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Pittsfield?
Colonial Theater, Barrington Stage Company, and Bousquet Ski Area are interesting attractions you and your family will enjoy exploring while you are staying in Pittsfield. Make sure you have lots of time for activities like Berkshire Athenaeum and Crane Museum of Papermaking.
What's the best way for us to get around Pittsfield?
To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. Pittsfield might not have many public transit options so consider renting a car to explore more.