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
The price is $86 total per night from May 29 to May 30
$86 total
per night
May 29 - May 30
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! (358 reviews)
"The historic feel, but still maintained well and VERY clean. Staff was nice as well. I really like the upgrades, and hope to try the restaurant next time. Hoping they will start allowing dogs back sometime, if they can sort it out bit still had a great stay."

Reviewed on May 18, 2026

William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
The price is $65 total per night from May 31 to Jun 1
$65 total
per night
May 31 - Jun 1
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 (135 reviews)
"We have stayed here a few times always very nice employees."

Reviewed on May 27, 2026

Rodeway Inn Pittsfield
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington Pittsfield IL
The price is $144 total per night from May 31 to Jun 1
$144 total
per night
May 31 - Jun 1
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
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
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
Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views

Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views

Pike County IL
Stay at this cabin in Pittsfield. Enjoy free WiFi, a water park, and a garden. Popular attractions King Park and John Greene Shastid House are located ...
Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views
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

King Park

Explore the great outdoors at King Park, a lovely green space in Pittsfield. Experience the area's entertainment venues and theater scene.

King Park

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

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