Pittsfield Holidays
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Your Pittsfield Holiday
Our Pittsfield holiday packages give you endless opportunities to enjoy new sights, sounds and tastes. And with all the planning taken care of, you can breathe easy and enjoy your city adventure without a worry in the world. Every trip to Pittsfield needs a well-thought-out itinerary. Fill yours with leading attractions like Old Orchard Country Club, John Greene Shastid House and Pike County Historic Museum. A couple of quick clicks is all it takes to craft a tailor-made Pittsfield holiday on Expedia.
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 |
Top hotels in Pittsfield
William Watson Hotel
105 East Washington Street Pittsfield IL
The price is £65 per night from 1 Apr to 2 Apr
£65
1 Apr - 2 Apr
includes taxes & fees
9.2/10 Wonderful! (348 reviews)
Clean room, nice staff. Helpful when needing anything. The place had a nice rustic feel to it.
Reviewed on 24 Dec 2025
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
The price is £47 per night from 16 Apr to 17 Apr
£47
16 Apr - 17 Apr
includes taxes & fees
Green Acres Hotel
625 W. Washington Pittsfield IL
Fully refundableReserve now, pay when you stay
The price is £105 per night from 31 Mar to 1 Apr
£105
31 Mar - 1 Apr
includes taxes & fees
8.6/10 Excellent! (143 reviews)
Good place to stay!
Reviewed on 27 Feb 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.
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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. Flight-inclusive packages are ATOL protected.
