Pittsfield, IL

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Court House in Pittsfield
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William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street Pittsfield IL
$78 nightly
The price is $86 total per night from May 7 to May 8
$86 total
May 7 - May 8
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! (355 reviews)
Enjoyable and pleasant surroundings. The quaint hotel is located on the town square with an in-house restaurant and shops and a great pizza parlor close by. Everyone was friendly and helpful.

Reviewed on Apr 29, 2026

William Watson Hotel
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington Pittsfield IL
$129 nightly
The price is $142 total per night from May 10 to May 11
$142 total
May 10 - May 11
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 ...
8.6/10 Excellent! (145 reviews)
A nice, cozy, small town feel. Was recommended Gianni's pizza down the road from the hotel staff. Very friendly people, will stay again when I visit

Reviewed on Apr 30, 2026

Green Acres Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
$58 nightly
The price is $64 total per night from May 8 to May 9
$64 total
May 8 - May 9
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 ...
Rodeway Inn Pittsfield
See all 64 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 ...
9.8/10 Exceptional! (80 reviews)
Becky and Dave are excellent hosts. We had the best time. The 3 six year olds brought their bikes and had the best time pretending the front driveway was a race track. If you want to make great memories with your family I would highly recommend this house.

Reviewed on Oct 6, 2025

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Pittsfield IL
Stay at this cabin in Pittsfield. Enjoy patios, in-room fireplaces, and air conditioning. Popular attractions Old Orchard Country Club and Pike County Historic ...
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
3-bedroom cabin in brilliant Pittsfield with cozy charm

3-bedroom cabin in brilliant Pittsfield with cozy charm

Pittsfield IL
Stay at this cabin in Pittsfield. Enjoy laundry facilities and air conditioning. Popular attractions Old Orchard Country Club and Pike County Historic Museum ...
3-bedroom cabin in brilliant Pittsfield with cozy charm
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.

Popular places to visit

Old Orchard Country Club

Enjoy a round of golf in Pittsfield at Old Orchard Country Club. Experience the area's entertainment venues and theater scene.

Old Orchard Country Club

Pike County Historic Museum

You can study the exhibits at Pike County Historic Museum, a museum with a story of its own, during your travels to Pittsfield. Experience the area's entertainment venues and theater scene.

Pike County Historic Museum

John Greene Shastid House

You can browse the exhibits at John Greene Shastid House, a museum with a storied past, during your travels to Pittsfield. Experience the area's entertainment venues and theater scene.

John Greene Shastid House

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