Hotels in Pittsfield

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
May 23 - May 24
Tomorrow
May 24 - May 25
This weekend
May 23 - May 25
Next weekend
May 30 - Jun 1

Where to stay in Pittsfield?

William Watson Hotel
Breakfast meal

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (318)
The price is $85
$93 total
includes taxes & fees
May 24 - May 25
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.
trending_down

Our prices for hotels in Pittsfield are cheapest in May

See average prices and weather for all months

Price trends for hotels in Pittsfield

Pricing is based on two traveler single night rates
May
$85
Average price during May is $85
Jun
$87
Average price during June is $87
Jul
$91
Average price during July is $91
Aug
$88
Average price during August is $88
Sep
$100
Average price during September is $100
Oct
$99
Average price during October is $99
Nov
$126
Average price during November is $126
Dec
$90
Average price during December is $90
Jan
$90
Average price during January is $90
Feb
$88
Average price during February is $88
Mar
$97
Average price during March is $97
Apr
$88
Average price during April is $88
Currently viewing crowd sizes and weather for May.

May

trending_flatModerate crowds
High 22°C / low 13°C. Sunny most days.
22°
weather_sun
May, Moderate crowds, average high temperature 22 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
28°
weather_sun
June, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
29°
weather_sun
July, High crowds, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
29°
weather_sun
August, High crowds, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
26°
weather_sun
September, Low crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
18°
weather_sun
October, High crowds, average high temperature 18 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
11°
weather_partly_sunny
November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
5°
weather_partly_sunny
December, High crowds, average high temperature 5 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
2°
ac_unit
January, Moderate crowds, average high temperature 2 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
4°
weather_partly_sunny
February, Low crowds, average high temperature 4 degrees Celsius, average low temperature -5 degrees Celsius. Partly sunny.
-5°
11°
weather_partly_sunny
March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
17°
weather_sun
April, Low crowds, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
Monthly weather averages (˚C)
View all properties

Top landmarks in Pittsfield

Old Orchard Country Club

Enjoy a round of golf in Pittsfield at Old Orchard Country Club. Experience the area's entertainment venues and theater scene.

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

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 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.
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.