Pittsfield, IL

Travel Guide

Pittsfield
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
$77 nightly
The price is $85 total per night from Aug 28 to Aug 29
$85 total
Aug 28 - Aug 29
Total with taxes and 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! (237 reviews)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"

Reviewed on Aug 6, 2025

William Watson Hotel
Rodeway Inn

Rodeway Inn

2 out of 5
1238 W Washington St, Pittsfield, IL
$60 nightly
The price is $66 total per night from Sep 1 to Sep 2
$66 total
Sep 1 - Sep 2
Total with taxes and 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 (118 reviews)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, ..."

Reviewed on Jul 7, 2025

Rodeway Inn
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
$99 nightly
The price is $109 total per night from Sep 5 to Sep 6
$109 total
Sep 5 - Sep 6
Total with taxes and 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! (135 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 Aug 25, 2025

Green Acres Hotel
See all 35 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
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! (75 reviews)
"A perfect weekend getaway home with loads of fun activities to do. Pool volleyball, pickleball, pool table, basketball court, tennis, etc. This place has it all. The host were helpful on any questions we had and I’m already recommending this place to others. WI’ll be back soon."

Reviewed on Aug 21, 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

2 out of 5
Pittsfield
Stay at this cabin in Pittsfield. Enjoy air conditioning. Popular attractions Old Orchard Country Club and Pike County Historic Museum are located nearby.
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
West Central Lodging

West Central Lodging

2.5 out of 5
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 Jun 4, 2021

West Central Lodging
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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