Pittsfield, IL

Travel Guide

A historic building with a prominent tower and an American flag.
A historic building with a prominent tower and an American flag.
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street Pittsfield IL
$82 nightly
The price is $90 total per night from Aug 24 to Aug 25
$90 total
Aug 24 - Aug 25
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! (368 reviews)
"Our room was not well maintained. The carpet was dirty and frayed. The bathroom tile needs maintenance"

Reviewed on Aug 6, 2026

William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
Fully refundable
$56 nightly
The price is $62 total per night from Aug 30 to Aug 31
$62 total
Aug 30 - Aug 31
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 ...
6.8/10 (141 reviews)
"Staff- checked us in on Thursday. Very pleasant and did what he could to get us a room with two double beds. That is what I booked online at hotels.com. He had to call another guest and get it all worked out. He was great. The kid that worked the weekend. Our keys stopped working for our rooms, and ..."

Reviewed on Aug 9, 2026

Rodeway Inn Pittsfield
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington Pittsfield IL
$131 nightly
The price is $144 total per night from Aug 11 to Aug 12
$144 total
Aug 11 - Aug 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 ...
Green Acres Hotel
See all 67 properties in Pittsfield
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!

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! (82 reviews)
"David met us at the property and he was early. He showed us around and demonstrated how to use pool equipment. He also stopped by mid morning the next day to see if we had any questions. Both hosts communicated quickly when we had questions. This is one of the best properties our family has ever ..."

Reviewed on Jul 30, 2026

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Family-Friendly Lake Cabin | Pool Access & Scenic Outdoor Grounds

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 Lake Cabin | Pool Access & Scenic Outdoor Grounds
Family-Friendly Lakefront Cabin | Water Fun, Fire Rings & Open Lawns

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 Lakefront Cabin | Water Fun, Fire Rings & Open Lawns
See all properties in Pittsfield
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

Old Orchard Country Club

8.8/10 (8 reviews)
Enjoy a round of golf in Pittsfield at Old Orchard Country Club. Experience the area's entertainment venues and theater scene.
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