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 HK$666 per night from 29 Jul to 30 Jul
HK$666
HK$733 total
29 Jul - 30 Jul
includes taxes & fees
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! (365 reviews)
"A must stop for any history lover. Beautiful building! AC was sufficient, parking was easy even though the hotel is on a main road. Our room was in the middle of the building so we didn’t hear much road noise. And yes it’s on a main road, but this is a small town so the traffic isn’t anything major. ..."

Reviewed on 7 Jul 2026

William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
The price is HK$466 per night from 13 Aug to 14 Aug
HK$466
HK$513 total
13 Aug - 14 Aug
includes taxes & fees
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 ...
Rodeway Inn Pittsfield
Monroe Street Suites

Monroe Street Suites

2.5 out of 5
221 S Monroe St Pittsfield IL
Fully refundableReserve now, pay when you stay
The price is HK$766 per night from 2 Aug to 3 Aug
HK$766
HK$843 total
2 Aug - 3 Aug
includes taxes & fees
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
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
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