Hotels in Pittsfield

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Check prices for these dates

Tonight
May 11 - May 12
Tomorrow
May 12 - May 13
Next weekend
May 16 - May 18
In two weeks
May 23 - May 25

Where to stay in Pittsfield?

Rodeway Inn
Standard Double Room, 2 Double Beds, Non Smoking | Blackout drapes, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (114)
$58 nightly
The price is $64
May 16 - May 17
Total includes taxes and fees
Rodeway Inn
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.
trending_down

Our prices for hotels in Pittsfield are cheapest in December

See average prices and weather for all months

Price trends for hotels in Pittsfield

Pricing is based on two traveler single night rates
May
$98
Average price during May is $98
Jun
$102
Average price during June is $102
Jul
$114
Average price during July is $114
Aug
$107
Average price during August is $107
Sep
$98
Average price during September is $98
Oct
$114
Average price during October is $114
Nov
$122
Average price during November is $122
Dec
$91
Average price during December is $91
Jan
$95
Average price during January is $95
Feb
$100
Average price during February is $100
Mar
$104
Average price during March is $104
Apr
$107
Average price during April is $107
Currently viewing crowd sizes and weather for May.

May

trending_flatModerate crowds
High 72°F / low 56°F. Sunny most days.
72°
weather_sun
May, Moderate crowds, average high temperature 72 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
56°
82°
weather_sun
June, Moderate crowds, average high temperature 82 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
85°
weather_sun
July, High crowds, average high temperature 85 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
84°
weather_sun
August, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
66°
79°
weather_sun
September, Low crowds, average high temperature 79 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
65°
weather_sun
October, High crowds, average high temperature 65 degrees Fahrenheit, average low temperature 48 degrees Fahrenheit. Sunny most days.
48°
52°
weather_partly_sunny
November, Moderate crowds, average high temperature 52 degrees Fahrenheit, average low temperature 36 degrees Fahrenheit. Partly sunny.
36°
42°
weather_partly_sunny
December, High crowds, average high temperature 42 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Partly sunny.
29°
35°
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January, Moderate crowds, average high temperature 35 degrees Fahrenheit, average low temperature 21 degrees Fahrenheit. Snow likely.
21°
39°
weather_partly_sunny
February, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 24 degrees Fahrenheit. Partly sunny.
24°
52°
weather_partly_sunny
March, Low crowds, average high temperature 52 degrees Fahrenheit, average low temperature 36 degrees Fahrenheit. Partly sunny.
36°
62°
weather_sun
April, Low crowds, average high temperature 62 degrees Fahrenheit, average low temperature 44 degrees Fahrenheit. Sunny most days.
44°
Monthly weather averages (˚F)
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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.

See properties in Old Orchard Country Club
Old Orchard Country Club

Learn more about Pittsfield

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

See all hotels in Pittsfield
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers recommend in Pittsfield?
Monroe Street Suites, William Watson Hotel and Green Acres Hotel 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 can I stay with my pet in Pittsfield?
Your furry friend can stay with you at this pet-friendly hotel: Rodeway Inn.
Which Pittsfield hotels do travelers like for their central location?
Our guests rave about the location of Monroe Street Suites.
Where should I consider staying in Pittsfield if I want a budget-friendly accommodation?
A few inexpensive options worth considering are Green Acres Hotel, Rodeway Inn and Monroe Street Suites.
Where can I stay if I'm visiting Pittsfield with my children?
Parents traveling with children may want to consider William Watson Hotel, 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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

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