
Pittsfield Holidays
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Your Pittsfield Holiday
Skip the stress of planning your next epic adventure with a Pittsfield holiday package. Whether you're lured here by its food, entertainment or other highlights, this city offers limitless opportunities for discovery. Ready to explore your new surroundings? Old Orchard Country Club, Pike County Historic Museum and King Park are some of the top-rated places to visit during a trip to Pittsfield. Whatever your travel plans or budget, organising a tailored Pittsfield holiday is easy with Expedia.
Pittsfield Holiday
Pittsfield Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Quincy Regional-Baldwin Field Airport (UIN) |
Population | 4,500 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Pike County Historic Museum, Old Orchard Country Club and King Park |
Our pick of the best Pittsfield Hotel Deals

William Watson Hotel
105 East Washington Street, Pittsfield, IL
The price is AU$129 per night from 19 Aug to 20 Aug
AU$129
19 Aug - 20 Aug
includes taxes & fees
9.2/10 Wonderful! (235 reviews)
"Nice comfortable place and close to family"
Reviewed on 5 Aug. 2025

Green Acres Hotel
625 W. Washington, Pittsfield, IL
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 5 Sept to 6 Sept
AU$167
5 Sept - 6 Sept
includes taxes & fees
8.6/10 Excellent! (134 reviews)
"Wonderful stay - was staying with a number of family members and it all worked out"
Reviewed on 23 Jul. 2025

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Griggsville
9.8/10 Exceptional! (74 reviews)
70th Anniversary Celebration
"Everything went so smoothly on check-in and the whole week. Kitchen was well stocked with everything we needed, except kitchen scissors. A minor inconvenience. Laundry facilities were provided and worked great! The pool was heated and delightful So much so the baby napped floating in the pool. The ..."
Reviewed on 1 Aug. 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.