Search Family-Friendly Hotels in Pittsfield

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Check availability on Pittsfield Family-Friendly Hotels

Top Pittsfield Family-Friendly Hotels

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (118)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, i did see some little Debbie items"
The price is 1.603.676 ₫
1.763.722 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Rodeway Inn

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (56)
"Definitely one of the best hotels I’ve ever stayed in. Super quiet, clean, convenient, it’s located in town, which there were plenty of shopping and food options. Overall, I would definitely recommend this hotel. And I will be staying there again in the future."
Monroe Street Suites

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (330)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"
The price is 2.228.785 ₫
2.451.218 ₫ total
includes taxes & fees
12 Aug - 13 Aug
William Watson Hotel

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (134)
"Wonderful stay - was staying with a number of family members and it all worked out"
The price is 2.595.879 ₫
2.854.942 ₫ total
includes taxes & fees
5 Sept - 6 Sept
Green Acres Hotel
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

Frequently asked questions

What's Pittsfield like for family-friendly holidays?
The destination of Pittsfield is a good option if you've been considering a getaway with the children. The entertainment, wildlife and cafes are just some of the things that make this an attractive spot for a family holiday. Fly into Quincy, IL (UIN-Quincy Regional-Baldwin Field), which is located 30.6 mi (49.3 km) from the city centre.
How many hotels that welcome families should I expect to find in Pittsfield?
Expedia has 6 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 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Pittsfield is 1158 mm.
What's there to see and do with your family in Pittsfield?
While you and your family are visiting Pittsfield, you may want to get outside and enjoy the great outdoors at spots such as King Park and Mississippi River. Make sure that you have lots of time for activities such as Old Orchard Country Club.