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Find properties with these dates

Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Pittsfield Family-Friendly Hotels

Front of property – evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (585)
"Comfortable "
The price is ₹12,859
₹14,363 total
includes taxes & fees
19 May - 20 May
Hotel On North
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (580)
"Very good"
The price is ₹13,893
₹15,518 total
includes taxes & fees
28 May - 29 May
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, (939)
"People at desk are very helpful and friendly. Fitness center is dirty and smelly. Room is fine. We like the fridge and microwave. "
The price is ₹9,159
₹10,230 total
includes taxes & fees
20 May - 21 May
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, (578)
"You walk in and you’re greeted with a smile, you’re treated respectfully and everyone is so very helpful! Second time I’ve stayed here in a year and it is the only place I’m going to book when I’m in the area. "
The price is ₹8,767
₹9,793 total
includes taxes & fees
30 May - 31 May
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, (659)
"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 ₹6,681
₹7,463 total
includes taxes & fees
19 May - 20 May
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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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.

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, 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 option for your family trip.
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, Barrington Stage Company and Bousquet Ski Area 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 Guido’s Marketplace.
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.