Pittsfield Travel Guide

Tourist 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 ₹7,264 per night from 20 Oct to 21 Oct
₹7,264
₹7,989 total
20 Oct - 21 Oct
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! (378 reviews)
"Everything was excellent. Very nice and friendly and helpful"

Reviewed on 5 Oct 2026

William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
The price is ₹5,897 per night from 1 Nov to 2 Nov
₹5,897
₹6,485 total
1 Nov - 2 Nov
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 ...
6.8/10 (144 reviews)
"We stay everytime we are in town"

Reviewed on 18 Oct 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 ₹10,493 per night from 21 Oct to 22 Oct
₹10,493
₹11,540 total
21 Oct - 22 Oct
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 ...
9.8/10 Exceptional! (72 reviews)
"Beautiful decor , fun place to stay , nice hosts , good Mexican restaurants in town , would enjoy coming back sometime"

Reviewed on 18 Oct 2026

Monroe Street Suites
See all 70 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.
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 Wi-Fi, 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 4 Jun 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!
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