Hotels in Pittsfield

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Check prices for these dates

Tonight
Jan 2 - Jan 3
Tomorrow
Jan 3 - Jan 4
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Where to stay in Pittsfield?

Comfort Room | Premium bedding, desk, iron/ironing board, free cribs/infant beds
Monroe Street Suites
Monroe Street Suites
2.5 star property
9.6 out of 10, Exceptional, (57)
The price is $98
$108 total
includes taxes & fees
Jan 4 - Jan 5
Monroe Street Suites
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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Budget hotels in Pittsfield and vicinity

Breakfast meal
William Watson Hotel

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (348)
The price is $85
$93 total
includes taxes & fees
Jan 4 - Jan 5
William Watson Hotel
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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When is the best time to visit Pittsfield?

Our prices for hotels in Pittsfield are cheapest in May
Price trends for hotels in Pittsfield
Pricing is based on two traveler single night rates
View properties in January
Currently viewing crowd sizes and weather for January.
Typical weather for Pittsfield
January
High 2°C / low -6°C. Snow likely.
View properties in January
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January, no crowd data, average high temperature 2 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 4 degrees Celsius, average low temperature -5 degrees Celsius. Partly sunny.
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11°
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March, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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April, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 22 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 18 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 5 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top landmarks in Pittsfield

Old Orchard Country Club

You might want to practice your swing at Old Orchard Country Club, a golf course located 1.9 mi (3.1 km) from central Pittsfield.
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Pike County Historic Museum

The center of Pittsfield is home to cultural attractions like Pike County Historic Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to John Greene Shastid House, Old Orchard Country Club, and Illini Community Hospital.
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Learn more about Pittsfield

Pittsfield is applauded for its cultural attractions such as John Greene Shastid House and Pike County Historic Museum.

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Court House in Pittsfield

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Frequently asked questions

What accommodations do travelers recommend in Pittsfield?
Monroe Street Suites, William Watson Hotel and Rodeway Inn Pittsfield are all properties that our guests really like.
Where can I get free parking at my hotel in Pittsfield?
William Watson Hotel offers the perk of free parking.
Can I book a refundable hotel in Pittsfield?
If you want the flexibility to change your travel plans to Pittsfield, most hotels offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Pittsfield if I want a budget-friendly accommodation?
A few inexpensive options worth considering are Rodeway Inn Pittsfield, Green Acres Hotel and Monroe Street Suites.
What will the weather in Pittsfield be like during my trip?
July and August are typically the warmest months in Pittsfield when the average temp is 73°F. January and February are the coldest months when the average temperature is 34°F. May and April are the months with the most rain.
Why should I book my Pittsfield hotel through Hotels.com?
There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.