Book Kid-Friendly Hotels in Pittsfield from $67

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Top Pittsfield Kid Friendly Hotels

Monroe Street Suites

Monroe Street Suites

221 S Monroe St, Pittsfield, IL
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, a picnic area, and locker space are also on ...
9.6/10 Exceptional! (56 reviews)
"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."

Reviewed on May 5, 2025

Monroe Street Suites
William Watson Hotel

William Watson Hotel

105 East Washington Street, Pittsfield, IL
$82 nightly
The price is $91 total per night from Sep 2 to Sep 3
$91 total
Sep 2 - Sep 3
Total includes taxes and fees
A gym is featured at this hotel, along with free parking. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli ...
9.2/10 Wonderful! (237 reviews)
"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!!"

Reviewed on Aug 6, 2025

William Watson Hotel
Green Acres Hotel

Green Acres Hotel

625 W. Washington, Pittsfield, IL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $109 total per night from Sep 5 to Sep 6
$109 total
Sep 5 - Sep 6
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
8.6/10 Excellent! (134 reviews)
"Wonderful stay - was staying with a number of family members and it all worked out"

Reviewed on Jul 23, 2025

Green Acres Hotel
Rodeway Inn

Rodeway Inn

1238 W Washington St, Pittsfield, IL
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $67 total per night from Sep 3 to Sep 4
$67 total
Sep 3 - Sep 4
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like on-the-go breakfast and WiFi in ...
6.8/10 (118 reviews)
"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, ..."

Reviewed on Jul 7, 2025

Rodeway 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.

Book a stay at the best kid-friendly hotels in Pittsfield

How much does it cost to stay in a family hotel in Pittsfield?


You can book a stay at a kid-friendly resort in Pittsfield from just $67 per night. Our prices range up $109 per night if you want to enjoy the high life.


How many family-friendly hotels are there in Pittsfield?


With over 35 hotels in Pittsfield, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.


What is Travelocity’s cancellation policy for family hotels in Pittsfield?


We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 


What are the best kid-friendly hotels in Pittsfield?


At Travelocity, you can book the best family-friendly Pittsfield hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.


What should I expect in the family-friendly hotels in Pittsfield?


When you book a kid-friendly Pittsfield resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.


How can I find family hotel deals in Pittsfield?


Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Pittsfield with Travelocity. 


When is the cheapest time to go to Pittsfield with your family?


The cheapest time to visit Pittsfield is usually .


When is the best time to go to Pittsfield with your kids?


The most popular months are and are great for booking in at a Pittsfield kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 


Why book a Pittsfield child-friendly hotel with Travelocity?


Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.


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