Family Hotels & Resorts in Pittsfield from AU$109

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Check availability on Pittsfield Family Hotels

Best Pittsfield Family Hotels

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (683)
"Amazing place to stay. So unique and cozy! I would stay there everytime l visited Pittsfield but its always booked because its so popular."
The price is AU$202
includes taxes & fees
6 Mar - 7 Mar
Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1003)
"Jetted tubes was relaxing. Soaked for hours untill the sunrise. Spaces and a fire place to relax and front of. Definitely worth the stay."
The price is AU$178
includes taxes & fees
2 Mar - 3 Mar
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, (733)
"Very nice stuff, clean, convenient and easy property. Thank you "
The price is AU$183
includes taxes & fees
28 Feb - 1 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (763)
"The room was very clean "
The price is AU$151
includes taxes & fees
18 Feb - 19 Feb
Berkshire Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (703)
"Quiet "
The price is AU$109
includes taxes & fees
3 Mar - 4 Mar
FairBridge Inn Express

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (627)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is AU$230
includes taxes & fees
23 Feb - 24 Feb
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (272)
"The suite we stayed in was spacious. Maid service is only once weekly, but when we contacted them about getting additional toilet paper, they were very responsive. The queen bed in the bedroom was very comfortable. We were not able to get the TV in the bedroom to work. The sofa queen bed in the living room was all broken down. My husband had to put boards under the mattress to support it enough so he could use the bed. The kitchen was clean and well-stocked."
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 holidays?
The historic destination of Pittsfield is a good choice if you’ve been thinking about a trip with your children. The cycling trails, entertainment and lake views are just some of the things that make this a good destination for family holidays. 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 centre.
What's the best family accommodation in 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 good options for your family trip include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express Pittsfield Berkshires by IHG.
How many hotels that welcome families will I find in Pittsfield?
Expedia has 8 family-friendly hotels and other accommodation options in Pittsfield.
When's the best time to book a family-friendly holiday in Pittsfield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Pittsfield?
Colonial Theater, Bousquet Ski Area and Guido’s Marketplace are interesting attractions that you and your family will enjoy exploring while you are staying in Pittsfield. Make sure that you have lots of time for activities such as Berkshire Athenaeum and Barrington Stage Company.
What's the best way for us to get around Pittsfield?
To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. Pittsfield might not have very many public transport options to choose from, so consider renting a car to explore more.