Pittsfield, IL

Travel Guide

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 ￥12,151 per night from Apr 28 to Apr 29
￥12,151
￥13,364 total
Apr 28 - Apr 29
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! (350 reviews)
AC was cold. Room was great. Very clean and nice. Amenities are great location is great. We were fortunate enough to park within 10 to 20 feet from the front door. Super easy and nice. Historic, quaint and unique. Can’t wait to stay again!! A+

Reviewed on Apr 14, 2026

William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
The price is ￥9,071 per night from Apr 30 to May 1
￥9,071
￥9,977 total
Apr 30 - May 1
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 ...
Rodeway Inn Pittsfield
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington Pittsfield IL
The price is ￥18,713 per night from Apr 28 to Apr 29
￥18,713
￥20,581 total
Apr 28 - Apr 29
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 ...
8.6/10 Excellent! (143 reviews)
Good place to stay!

Reviewed on Feb 27, 2026

Green Acres Hotel
See all 34 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

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

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