Find Family Hotels in Pittsfield, IL

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Check availability on Pittsfield Family Hotels

Our top choices for Pittsfield family-friendly hotels

Free daily on-the-go breakfast
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (125)
"Air conditioning | Pet-friendly | Clean room | Staf"
United States
Anonymous traveler
The price is NT$1,937
NT$2,130 total
includes taxes & fees
Jan 4 - 2026/1/5
Rodeway Inn Pittsfield
Interior
The Eagles Nest Inn

The Eagles Nest Inn

The Eagles Nest Inn
3.0 star property
Louisiana
9.4 out of 10, Exceptional, (19)
"The room was great. Large and attractive!! Nice bathroom. Had all the convenience you need from TV to mini frig. "
United States
Judith
The price is NT$3,260
NT$3,701 total
includes taxes & fees
Dec 30 - Dec 31
The Eagles Nest Inn
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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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Wonderful stay right on the town square with Christmas music playing. Felt a little like I was staying in Stars Hollow. Lovely people in this small town."
Lynn 1-night trip
Posted 4 days ago
William Watson Hotel

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Frequently asked questions

What's Pittsfield like for family-friendly vacations?
The destination of Pittsfield is a good option if you've been considering a getaway with the kids. The entertainment, wildlife, and cafes are just some of the things that make this an attractive family vacation spot. Fly into Quincy, IL (UIN-Quincy Regional-Baldwin Field), which is located 30.6 mi (49.3 km) from the city center.
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 73°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Pittsfield is 46 inches.
What's there to see and do with your family in Pittsfield?
While you and the family are vacationing in Pittsfield, you might want to get outside and enjoy the great outdoors at spots such as King Park, Clarksville Riverfront Park, and Mississippi River. Make sure you have lots of time for activities like Old Orchard Country Club.