Pittsfield
Travel Guide
Visit Pittsfield
William Watson Hotel
105 East Washington Street Pittsfield IL
The price is CA $104 per night from Oct 31 to Nov 1
CA $104
CA $115 total
Oct 31 - Nov 1
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike County ...
9.2/10 Wonderful! (378 reviews)
"Everything was excellent. Very nice and friendly and helpful"
Reviewed on Oct 5, 2026
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
Fully refundable
The price is CA $89 per night from Nov 1 to Nov 2
CA $89
CA $98 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid House are located ...
6.8/10 (143 reviews)
"Let’s see…door wouldn’t lock, key card didn’t work right, AND to top it all off, NO HOT WATER!!!i …asked for a refund"
Reviewed on Sep 27, 2026
Monroe Street Suites
221 S Monroe St Pittsfield IL
The price is CA $134 per night from Oct 14 to Oct 15
CA $134
CA $147 total
Oct 14 - Oct 15
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
9.8/10 Exceptional! (71 reviews)
"Best place Ive stayed period. 100 percent recommend"
Reviewed on Sep 30, 2026
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.
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Griggsville IL
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Old Orchard Country ...
10/10 Exceptional! (84 reviews)
"This is an expensive property and home, very well maintained, easily able to accommodate a large family group. The large inground pool with slide and a diving platform was fantastic. The young children in our group spent the majority of their time in the pool! The adults enjoyed the pool just as ..."
Reviewed on Aug 13, 2026
Family-Friendly Lakefront Cabin | Water Fun, Fire Rings & Open Lawns
Pike County IL
Stay at this vacation home in Pittsfield. Enjoy free WiFi, a water park, and a garden. Popular attractions King Park and John Greene Shastid House are located ...
Family-Friendly Lake Cabin | Pool Access & Scenic Outdoor Grounds
Pike County IL
Stay at this cabin in Pittsfield. Enjoy free WiFi, a water park, and a garden. Popular attractions King Park and John Greene Shastid House are located ...
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.
