Pittsfield, IL

Travel Guide

Pittsfield
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
$89 nightly
The price is $98 total per night from Nov 9 to Nov 10
$98 total
Nov 9 - Nov 10
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! (243 reviews)
"The room was clean. All the outlets worked and the shower is nice. There are several nice restaurants in a walkable distance. I'd suggest letting the staff know if you will be arriving past 5pm. Check in and check out was very simple. I did not get to sample the breakfast as I was out before it even ..."

Reviewed on Oct 5, 2025

William Watson Hotel
Rodeway Inn

Rodeway Inn

2 out of 5
1238 W Washington St, Pittsfield, IL
$63 nightly
The price is $69 total per night from Oct 19 to Oct 20
$69 total
Oct 19 - Oct 20
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 (120 reviews)
"Air conditioning | Pet-friendly | Clean room | Staf"

Reviewed on Sep 4, 2025

Rodeway Inn
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
$119 nightly
The price is $131 total per night from Oct 12 to Oct 13
$131 total
Oct 12 - Oct 13
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! (139 reviews)
"Room climate was fine, haven't had the breakfast yet."

Reviewed on Sep 27, 2025

Green Acres Hotel
See all 32 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! (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 Oct 6, 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

Reviews of Pittsfield

3.7
Guest rating
5 - Excellent
3
5 - Excellent 30%
4 - Good
4
4 - Good 40%
3 - Okay
1
3 - Okay 10%
2 - Disappointing
1
2 - Disappointing 10%
1 - Terrible
1
1 - Terrible 10%

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.

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