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
Jan 15 - Jan 16
Tomorrow
Jan 16 - Jan 17
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Where to stay in Pittsfield?

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
The price is $98
$109 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
The price is $76
$85 total
includes taxes & fees
Jan 25 - Jan 26
Best Western Plus Berkshire Hills Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841 reviews)
The price is $86
$96 total
includes taxes & fees
Jan 19 - Jan 20
Berkshire Inn
Balcony
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
The price is $94
$105 total
includes taxes & fees
Jan 25 - Jan 26
The Central Downtown Inn & Suites
Property entrance
Hotel On North
Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (816 reviews)
The price is $149
$166 total
includes taxes & fees
Jan 21 - Jan 22
Hotel On North
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (73 reviews)
The price is $123
$137 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (661 reviews)
The price is $128
$143 total
includes taxes & fees
Jan 23 - Jan 24
Hilton Garden Inn Lenox Pittsfield
Lobby
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (810 reviews)
The price is $110
$145 total
includes taxes & fees
Feb 1 - Feb 2
Berkshire Mountain Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
The price is $89
$99 total
includes taxes & fees
Jan 16 - Jan 17
FairBridge Inn Express
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
The price is $93
$103 total
includes taxes & fees
Jan 22 - Jan 23
The Yankee, Trademark Collection by Wyndham
In-room safe, desk, laptop workspace, iron/ironing board
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (829 reviews)
The price is $79
$88 total
includes taxes & fees
Jan 16 - Jan 17
Howard Johnson by Wyndham Lenox
Lobby lounge
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
The price is $111
$124 total
includes taxes & fees
Jan 25 - Jan 26
Hampton Inn & Suites Berkshires-Lenox
Lobby lounge
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
The price is $139
$155 total
includes taxes & fees
Jan 21 - Jan 22
Element Lenox Berkshires
Lobby lounge
Berkshires Untold
Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (835 reviews)
The price is $90
$101 total
includes taxes & fees
Jan 28 - Jan 29
Berkshires Untold
Property amenity
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (596 reviews)
The price is $148
$165 total
includes taxes & fees
Jan 19 - Jan 20
Courtyard by Marriott Lenox Berkshires
Exterior
The Whitlock
The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (284 reviews)
The price is $137
$153 total
includes taxes & fees
Jan 22 - Jan 23
The Whitlock
Exterior detail
Hampton Terrace Inn
Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
The price is $219
$245 total
includes taxes & fees
Jan 21 - Jan 22
Hampton Terrace Inn
Exterior
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $156
$179 total
includes taxes & fees
Feb 1 - Feb 2
The Cornell Inn, Lenox & The Berkshires
Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $98
$109 total
includes taxes & fees
Feb 4 - Feb 5
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Inn at Kenmore Hall
Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
The price is $425
$466 total
includes taxes & fees
Jan 20 - Jan 21
Inn at Kenmore Hall
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.
View all properties

Get last-minute hotel deals in Pittsfield and save more

Sign in to unlock great savings.
Showing deals for:Jan 16 - Jan 17
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
The price is $101
per night
$113 total
includes taxes & fees
Best Western Plus Berkshire Hills Inn & Suites
Showing deals for:Jan 23 - Jan 25
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
The price is $82
per night
$184 total
includes taxes & fees
Best Western Plus Berkshire Hills Inn & Suites

Check out hotels with a pool in Pittsfield

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1000)
The price is $98
$109 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG
View all properties

You may also like pet-friendly hotels in Pittsfield

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
The price is $76
$85 total
includes taxes & fees
Jan 25 - Jan 26
Best Western Plus Berkshire Hills Inn & 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.
View all properties

When is the best time to visit Pittsfield?

Our prices for hotels in Pittsfield are cheapest in April
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 -9°C. Snow likely.
View properties in January
-2°
ac_unit
January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
0°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
5°
ac_unit
March, no crowd data, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
12°
weather_cloudy
April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
2°
19°
weather_sun
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
27°
weather_sun
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
22°
weather_sun
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
14°
weather_sun
October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
7°
weather_partly_sunny
November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
2°
ac_unit
December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
Monthly weather averages (˚C)

Top landmarks in Pittsfield

Hardly anyone here! Great way to spend a week day, skiing and tubing!
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Bousquet Ski Area

4.0/5 (23 reviews)
Bousquet Mountain pioneered night skiing in America with 23 trails across 200 acres of Berkshire terrain. Weekday mornings offer freshly groomed slopes without the weekend crowds that flock to this historic ski area.
See properties
View of peak foliage in the Berkshires.
Photo by Ed Gaffny
Open Photo by Ed Gaffny

Berkshire Museum

4.2/5 (14 reviews)
The Berkshire Museum blends art, history, and science with exhibits ranging from ancient fossils to contemporary art. Kids love the aquarium section with its interactive displays and diverse aquatic species.
See properties

Learn more about Pittsfield

Tucked into the heart of the Berkshires, this cultural powerhouse punches well above its weight. The Berkshire Museum offers an eclectic mix of art, history, and aquarium exhibits that somehow work perfectly together. At the gloriously restored Colonial Theater, performances unfold in a space where the acoustics haven't changed since 1903. Herman Melville wrote 'Moby-Dick' at his home Arrowhead, now open for tours that reveal the author's mountain view that reminded him of a whale's back. The Hancock Shaker Village presents a fascinating glimpse into America's most successful utopian community. Come winter, locals hit the slopes at Bousquet Ski Area, while summer brings outdoor theater at Barrington Stage Company where Broadway shows often premiere before heading to New York.

See all hotels in Pittsfield
Pittsfield featuring a city

Check out reviews of Pittsfield hotels guests love

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"It’s an older property, but clean and comfortable. The staff was extremely friendly and welcoming. "
Leon 1-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

What accommodations do travelers like in Pittsfield?
Hotel On North, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield are all properties that our guests really like.
Where can I find free parking at my hotel in Pittsfield?
Park your car for free at Holiday Inn & Suites Pittsfield-Berkshires by IHG.
Can I book a refundable hotel in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Pittsfield if I'm looking for a reasonably priced accommodation?
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites are two accommodations you might want to consider that'll save you money.
Where can I stay in Pittsfield if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 40 vacation homes. You can also consider one of the 8 apartments or 9 cottages.
What will the weather in Pittsfield be like during my vacation?
July and August are typically the warmest months in Pittsfield when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and August are the months with the most rain.
Why should I book my Pittsfield hotel with 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.