Find Kid Friendly Hotels in Pittsfield from S$102

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Check availability on Pittsfield Family friendly Hotels

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Top Family friendly Hotels in Pittsfield

Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (746)
"Original design and funky atmosphere. Friendly and pet friendly. Will come back. "
Benjamin Antonio
The price is S$271
includes taxes & fees
3 Aug - 4 Aug
Hotel On North
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1012)
"We have a dog traveling with us. It is really pet friendly. Love it!"
Yan
The price is S$181
includes taxes & fees
28 Jul - 29 Jul
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (834)
"Stayed here for the weekend with my
family
it was clean , pool was fun breakfast was good . Only thing was the no parking. We had to park a block down and that walk back to the hotel in the cold was not fun . "
Bryant
The price is S$185
includes taxes & fees
28 Jul - 29 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (786)
"It was clean and recently refurbished. The pool was a nice relaxing asset after a long day. The continental breakfast was just coffee or tea. "
Ernest
The price is S$123
includes taxes & fees
30 Jul - 31 Jul
Berkshire Inn
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (752)
"Good food around the area "
Ricardo
The price is S$102
includes taxes & fees
10 Aug - 11 Aug
FairBridge Inn Express
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"This was a very nice facility--including a large warm indoor swimming pool. Always good. If breakfast had been included it would have been perfect."
Marsha
The price is S$299
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Lenox Pittsfield
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"It was great, very clean. Impressive amenities. You just hear everything from above so I kept thinking my child was waking up in the night, but it was someone running around upstairs. Everything else was perfect! Would stay again. "
Alyson
The price is S$184
includes taxes & fees
30 Jul - 31 Jul
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.

Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We came up for our aon's bagpipe competition and it was the perfect spot."
Anthony 1-night trip
Posted 21 hours ago
Vacation Village in the Berkshires

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?
Best Western Plus Berkshire Hills Inn & Suites is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other good options for your family trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Holiday Inn Express & Suites Pittsfield - Berkshires.
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 Crane Museum of Papermaking.
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.