Pittsfield Holidays
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Top hotels in Pittsfield
William Watson Hotel
105 East Washington Street Pittsfield IL
The price is 2.236.605 ₫ per night from 2 Jun to 3 Jun
2.236.605 ₫
2.459.819 ₫ total
2 Jun - 3 Jun
includes taxes & fees
9.2/10 Wonderful! (359 reviews)
"Great stay. It is self check in so the contact with staff is limited. A historic property with a great narrative. Clean and comfortable room."
Reviewed on 29 May 2026
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
The price is 1.562.992 ₫ per night from 14 Jun to 15 Jun
1.562.992 ₫
1.718.979 ₫ total
14 Jun - 15 Jun
includes taxes & fees
6.8/10 (135 reviews)
"We have stayed here a few times always very nice employees."
Reviewed on 27 May 2026
Green Acres Hotel
625 W. Washington Pittsfield IL
Fully refundableReserve now, pay when you stay
The price is 3.099.935 ₫ per night from 7 Jun to 8 Jun
3.099.935 ₫
3.409.376 ₫ total
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (145 reviews)
"A nice, cozy, small town feel. Was recommended Gianni's pizza down the road from the hotel staff. Very friendly people, will stay again when I visit"
Reviewed on 30 Apr 2026
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 choices and theatre scene.
Pike County Historic Museum
You can study the exhibits at Pike County Historic Museum, a museum with a storied past, during your travels to Pittsfield. Experience the area's entertainment choices and theatre scene.
John Greene Shastid House
You can browse the exhibits at John Greene Shastid House, a museum with a storied past, during your travels to Pittsfield. Experience the area's entertainment choices and theatre scene.
