Pittsfield
Travel Guide
Visit Pittsfield
William Watson Hotel
105 East Washington Street Pittsfield IL
The price is CA $108 per night from May 13 to May 14
CA $108
CA $119 total
May 13 - May 14
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! (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
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
The price is CA $81 per night from May 21 to May 22
CA $81
CA $89 total
May 21 - May 22
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 ...
Green Acres Hotel
625 W. Washington Pittsfield IL
The price is CA $144 per night from May 10 to May 11
CA $144
CA $159 total
May 10 - May 11
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! (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
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!
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
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 ...
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 ...
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.
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.
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.
