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 335 per night from Oct 30 to Oct 31
AED 335
AED 368 total
30 Oct - 31 Oct
includes taxes & fees
Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike ...
9.2/10 Wonderful! (247 reviews)
Great place to stay! Brandi is the best.
Reviewed on 19 October 2025
Green Acres Hotel
625 W. Washington, Pittsfield, IL
The price is AED 437 per night from Oct 28 to Oct 29
AED 437
AED 481 total
28 Oct - 29 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...
8.6/10 Excellent! (139 reviews)
Room climate was fine, haven't had the breakfast yet.
Reviewed on 27 September 2025
Rodeway Inn
1238 W Washington St, Pittsfield, IL
The price is AED 223 per night from Nov 19 to Nov 20
AED 223
AED 245 total
19 Nov - 20 Nov
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 ...
6.8/10 (121 reviews)
Air conditioning | Pet-friendly | Clean room | Staf
Reviewed on 4 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
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
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Pittsfield
Stay at this cabin in Pittsfield. Enjoy in-room fireplaces and air conditioning. Popular attractions Old Orchard Country Club and Pike County Historic Museum ...
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
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.
King Park
Explore the great outdoors at King Park, a lovely green space in Pittsfield. Experience the area's entertainment venues and theater scene.
Reviews of Pittsfield
3.7
Guest rating
- Old Orchard Country Club
- Pike County Historic Museum
- King Park
- John Greene Shastid House
- Mississippi River
- Mark Twain Cave
- Clarksville Riverfront Park
- Ramsey Creek Church
- Clarksville State Game Refuge
- Siloam Springs State Park
- McCully Heritage Project
- Center for American Archeology Visitor s Center & Museum
