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 11 to Aug 12
$85 total
Aug 11 - Aug 12
Total includes 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! (233 reviews)
Great for couples & men
"The front desk was incredibly accommodating, we needed to switch rooms and she helped with my kiddo so I could move parking. The cafe is NOT handicapped accessible and that’s where you check in- if you have a cane you might be alright- a chair forgettaboutit & stop in Hannibal or Jacksonville. I ..."

Reviewed on Jul 31, 2025

William Watson Hotel
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! (73 reviews)
"Wonderful venue with something for everyone to enjoy."

Reviewed on Jul 23, 2025

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PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
$109 nightly
The price is $120 total per night from Sep 1 to Sep 2
$120 total
Sep 1 - Sep 2
Total includes 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! (134 reviews)
"Wonderful stay - was staying with a number of family members and it all worked out"

Reviewed on Jul 23, 2025

Green Acres Hotel
See all 33 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! (73 reviews)
"Wonderful venue with something for everyone to enjoy."

Reviewed on Jul 23, 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

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.

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

4/5(2 reviews)

Explore the great outdoors at King Park, a lovely green space in Pittsfield. Experience the area's entertainment venues and theater scene.

King Park