Pittsfield

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
The price is €82 per night from 7 Jul to 8 Jul
€82
per night
7 Jul - 8 Jul
Stay at this hotel in Pittsfield. Enjoy free parking, a fitness centre and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike County ...
9.2/10 Wonderful! (364 reviews)
"The check-in process was extremely easy. The atmosphere was wonderful, clean rooms, we loved everything about the hotel!"

Reviewed on 21 Jun 2026

William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
Fully refundable
The price is €57 per night from 19 Jul to 20 Jul
€57
per night
19 Jul - 20 Jul
Stay at this hotel in Pittsfield. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions King Park and John Greene Shastid House are located ...
6.8/10 (139 reviews)
"Don’t do it!!!! Trust me. No soap, no ice, hardly AC. Would not get into shower for at all. Terrible"

Reviewed on 18 Jun 2026

Rodeway Inn Pittsfield
Monroe Street Suites

Monroe Street Suites

2.5 out of 5
221 S Monroe St Pittsfield IL
The price is €94 per night from 7 Jul to 8 Jul
€94
per night
7 Jul - 8 Jul
Stay at this hotel in Pittsfield. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
9.6/10 Exceptional! (65 reviews)
"Staff was wonderful Room were clean and nicely decorated Very quite building with no street noise Safe neighbourhood Lots of historic bldgs in town"

Reviewed on 12 Jun 2026

Monroe Street Suites
See all 65 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
Stay at this family-friendly holiday home in Pittsfield. Enjoy free Wi-Fi, private pools and breakfast (surcharge). Popular attractions Old Orchard Country Club ...
10/10 Exceptional! (81 reviews)
"We stayed here at the end of June for a family get together and it easily accommodated our large group. The house was very clean with so many amenities and things to do. The pool and surrounding area was great and the owners provided many pool activities. Also, they are great hosts and checked in ..."

Reviewed on 3 Jul 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 Wi-Fi, 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 holiday home in Pittsfield. Enjoy free Wi-Fi, 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 choices and theatre scene.
See properties

Explore a world of travel with Expedia