Title: Pittsfield Travel Guide: Best of Pittsfield, Illinois Travel 2025 | Expedia.co.uk [Hotels in Pittsfield](https://expedia.co.uk/Pittsfield-Hotels.d146411.Travel-Guide-Hotels)[Holiday Rentals in Pittsfield](https://expedia.co.uk/Pittsfield-Holiday-Rentals.d146411.Travel-Guide-HolidayRentals)[Pittsfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield.d146411.Car-Hire-Guide)[Pittsfield Holidays](https://expedia.co.uk/Pittsfield.d146411.Holidays-City-Breaks) # Pittsfield Travel Guide ## Tourist Guide ![Pittsfield](https://mediaim.expedia.com/destination/1/20ffc1c1fd9890df2c042f65a516b89f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Pittsfield Things to do - Top hotels in Pittsfield - Top Holiday Rentals in Pittsfield ![William Watson Hotel](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### William Watson Hotel 105 East Washington Street, Pittsfield, IL £65 24 Sept - 25 Sept includes taxes & fees Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness centre 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 Sept 2025 [](https://expedia.co.uk/Hotel-Search?startDate=24%2F09%2F2025&endDate=25%2F09%2F2025&selected=6659525&PinnedHotelID=6659525&HadPinnedHotel=true®ionId=146411) ![Green Acres Hotel](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/a368327c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Green Acres Hotel 625 W. Washington, Pittsfield, IL £89 23 Sept - 24 Sept includes taxes & fees Stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free Wi-Fi 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 Aug 2025 [](https://expedia.co.uk/Hotel-Search?startDate=23%2F09%2F2025&endDate=24%2F09%2F2025&selected=9986625&PinnedHotelID=9986625&HadPinnedHotel=true®ionId=146411) ![Rodeway Inn](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/0aa674c1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rodeway Inn 1238 W Washington St, Pittsfield, IL Fully refundableReserve now, pay when you stay £51 28 Sept - 29 Sept includes taxes & fees Stay at this hotel in Pittsfield. Enjoy free breakfast, free Wi-Fi 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 Sept 2025 [](https://expedia.co.uk/Hotel-Search?startDate=28%2F09%2F2025&endDate=29%2F09%2F2025&selected=5637460&PinnedHotelID=5637460&HadPinnedHotel=true®ionId=146411) [See all 33 properties in Pittsfield](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=146411) 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!](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/3f150da0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods! Griggsville, IL Stay at this family-friendly holiday home in Pittsfield. Enjoy free Wi-Fi, private pools and breakfast (surcharge). Popular attractions Old Orchard Country Club ... 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 Aug 2025 [](https://expedia.co.uk/Pittsfield-Hotels-PICKLEBALL.h34582445.Hotel-Information) ![Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland ](https://images.trvl-media.com/lodging/110000000/109410000/109404500/109404431/304bbf41_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. [](https://expedia.co.uk/Pittsfield-Hotels-Lakeside-Lodge-Of-LEGENDS-A-Wilderness-Wanderers-Wonderland.h109404431.Hotel-Information) ![West Central Lodging](https://images.trvl-media.com/lodging/20000000/19350000/19346900/19346840/4ff0ee81_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### West Central Lodging 20545 County Hwy 11, Pittsfield, IL Stay at this cabin in Pittsfield. Enjoy free Wi-Fi, 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 Jun 2021 [](https://expedia.co.uk/Pittsfield-Hotels-West-Central-Lodging.h19346840.Hotel-Information) [See all properties in Pittsfield](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=146411&sort=VACATION_RENTAL) 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. ## Check Pittsfield hotel availability [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-22&endDate=2025-09-23) [Tonight](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-22&endDate=2025-09-23) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-22&endDate=2025-09-23) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-22&endDate=2025-09-23)[22 Sept - 23 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-22&endDate=2025-09-23) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-23&endDate=2025-09-24) [Tomorrow night](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-23&endDate=2025-09-24) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-23&endDate=2025-09-24) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-23&endDate=2025-09-24)[23 Sept - 24 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=2025-09-23&endDate=2025-09-24) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [This weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025)[26 Sept - 28 Sept](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=26%2F09%2F2025&endDate=28%2F09%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [Next weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025)[3 Oct - 5 Oct](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=146411&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) ### 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. [](https://expedia.co.uk/Old-Orchard-Country-Club-Pittsfield.d553248621564478943.Attraction) #### 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. [](https://expedia.co.uk/Pike-County-Historic-Museum-Pittsfield.d553248621564478949.Attraction) #### King Park Explore the great outdoors at King Park, a lovely green space in Pittsfield. Experience the area's entertainment choices and theatre scene. 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