5/5 - Excellent
Verified traveler
It felt like the town I grew up in 35 years ago. Would like to have spent more time there but came in for a quick interview. I'll be back and able to spend more time.
Pittsfield, IL
Travel Guide
Visit Pittsfield
William Watson Hotel
105 East Washington Street Pittsfield IL
The price is AED 287 per night from Dec 29 to Dec 30
AED 287
AED 316 total
29 Dec - 30 Dec
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! (250 reviews)
Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance
Reviewed on 2 November 2025
Rodeway Inn
1238 W Washington St Pittsfield IL
The price is AED 213 per night from Dec 16 to Dec 17
AED 213
AED 234 total
16 Dec - 17 Dec
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 ...
6.6/10 (125 reviews)
Air conditioning | Pet-friendly | Clean room | Staf
Reviewed on 4 September 2025
Green Acres Hotel
625 W. Washington Pittsfield IL
The price is AED 437 per night from Nov 30 to Dec 1
AED 437
AED 481 total
30 Nov - 1 Dec
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! (141 reviews)
Room climate was fine, haven't had the breakfast yet.
Reviewed on 27 September 2025
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! (78 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 6 October 2025
West Central Lodging
20545 County Hwy 11 Pittsfield IL
Stay at this cabin in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
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 June 2021
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Jacksonville IL
Stay at this cabin in Jacksonville. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Lake Jacksonville and Prairie Land Heritage ...
10/10 Exceptional! (15 reviews)
Always a nice place to stay.
Reviewed on 14 September 2025
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
4.5/5(7 reviews)
Enjoy a round of golf in Pittsfield at Old Orchard Country Club. 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.
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.
Reviews of Pittsfield
3.7
Guest rating
- Old Orchard Country Club
- John Greene Shastid House
- Pike County Historic Museum
- King Park
- Mississippi River
- Mark Twain Cave
- Clarksville Riverfront Park
- Siloam Springs State Park
- Clarksville State Game Refuge
- Ramsey Creek Church
- Center for American Archeology Visitor s Center & Museum
- McCully Heritage Project
