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
The price is ₩115,089 per night from Oct 4 to Oct 5
₩115,089
₩126,576 total
Oct 4 - Oct 5
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! (376 reviews)
"My room was immaculate and comfortable! The staff was super sweet!! 100/10! Will definitely stay again!"

Reviewed on Sep 27, 2026

William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
The price is ₩81,921 per night from Oct 11 to Oct 12
₩81,921
₩90,097 total
Oct 11 - Oct 12
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

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 ₩127,180 per night from Oct 14 to Oct 15
₩127,180
₩139,880 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 ...
9.6/10 Exceptional! (70 reviews)
"Very quiet and cute. Loved the place"

Reviewed on Sep 27, 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.
West Central Lodging

West Central Lodging

2.5 out of 5
20545 County Hwy 11 Pittsfield IL
Stay at this cabin in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
10/10 Exceptional! (1 review)
"We had a wonderful time - very quiet country location, the manager is friendly but not invasive. First time I have heard a whippoorwill sing in many years."

Reviewed on Jun 4, 2021

West Central Lodging
Idyllic Mt Sterling Retreat w/ Private Lake!

Idyllic Mt Sterling Retreat w/ Private Lake!

2 out of 5
Mount Sterling IL
Stay at this cottage in Mount Sterling. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attraction Siloam Springs State Park is located ...
Idyllic Mt Sterling Retreat w/ Private Lake!
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