Find Family Hotels in Pittsfield, MA

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Find properties with these dates

Tonight
May 4 - May 5
Tomorrow
May 5 - May 6
Next weekend
May 10 - May 12

Pick from 9 Pittsfield Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (585)
"Comfortable "
The price is NT$4,984
per night
May 5 - May 6
Hotel On North
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (579)
"Very good"
The price is NT$4,837
per night
May 11 - May 12
Hilton Garden Inn Lenox Pittsfield
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
4.0 star property
8.6 out of 10, Excellent, (228)
"Everything was Great"
The Central Downtown Inn & Suites
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very Good, (936)
"The staff are awesome! "
The price is NT$3,543
per night
May 5 - May 6
Best Western Plus Berkshire Hills Inn & Suites
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (573)
"Lovely indoor pool. Very helpful staff. View of the Berkshires from my window."
The price is NT$3,398
per night
May 16 - May 17
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (658)
"This location is so convenient to the Berkshire Museum and downtown Pittsfield! There are plenty of great restaurants a short distance away. The price is right and we used the savings to eat at local spots for breakfast, too. They have done some nice updates, so it doesn't feel like the motels that I went to when I was a kid with my parents. "
The price is NT$2,589
per night
May 12 - May 13
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
2.5 star property
5.2 out of 10, (554)
"The staff."
FairBridge Inn Express
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See all available properties in Pittsfield
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.

Pittsfield Family Hotels information

 

Family Hotels in Pittsfield

9

Highest price
NT$4,984
Cheapest price
NT$2,589
Number of guest reviews
4,109
Total number of hotels in Pittsfield
1,246

 

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, an IHG Hotel is a hotel with an indoor pool and a restaurant, and it’s a top choice on Expedia for families. Best Western Plus Berkshire Hills Inn & Suites is another good choice for your stay with the kids.
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 Guido’s Marketplace.
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.

Recent reviews of Pittsfield hotels
Expedia verified reviews

The Red Lion Inn

The Red Lion Inn

5/5 Excellent
"The most quaint and cozy New England Inn, with multiple dining options, two boutiques, heated swimming pool, close to all the Berkshires has to offer, everything is perfect!"
A verified traveler stayed at The Red Lion Inn
Posted 2 days ago
The Red Lion Inn