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 Sep 26 to Sep 27
AED 287
AED 316 total
26 Sep - 27 Sep
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! (240 reviews)
"Great place to stay off the beaten path!"
Reviewed on 18 September 2025
Green Acres Hotel
625 W. Washington, Pittsfield, IL
The price is AED 400 per night from Sep 25 to Sep 26
AED 400
AED 440 total
25 Sep - 26 Sep
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! (136 reviews)
"Have stayed at Green Acres on and off for 50+ years. New building was a huge improvement. Breakfast option during the middle of the week at Hooterville across the parking lot was very nice."
Reviewed on 25 August 2025
Rodeway Inn
1238 W Washington St, Pittsfield, IL
Fully refundableReserve now, pay when you stay
The price is AED 230 per night from Sep 28 to Sep 29
AED 230
AED 253 total
28 Sep - 29 Sep
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 (120 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! (77 reviews)
"Look no further. This place was perfect. Old and young alike had a great time. David and Becky are wonderful hosts."
Reviewed on 28 August 2025
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Pittsfield
Stay at this cabin in Pittsfield. Enjoy air conditioning. Popular attractions Old Orchard Country Club and Pike County Historic Museum are located nearby.
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
