Pittsfield, IL
Travel Guide
Visit Pittsfield
William Watson Hotel
105 East Washington Street Pittsfield IL
$77 nightly
The price is $85 total per night from Oct 20 to Oct 21
$85 total
Oct 20 - Oct 21
Total with taxes and 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! (372 reviews)
"The room is like vintage mixed with new cute little restaurant down below. Great drinks super quiet in great location walkable to all the little downtown shops was a perfect, relaxing quiet stay while out there visiting my daughter."
Reviewed on Sep 12, 2026
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
$57 nightly
The price is $63 total per night from Oct 11 to Oct 12
$63 total
Oct 11 - Oct 12
Total with taxes and 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 ...
Monroe Street Suites
221 S Monroe St Pittsfield IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $91 total per night from Sep 20 to Sep 21
$91 total
Sep 20 - Sep 21
Total with taxes and 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 ...
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 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 ...
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 ...
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.
Stay near popular Pittsfield attractions
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