Find Cheap Hotels in Pittsfield, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Cheap Hotels

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Pittsfield Cheap Hotels

Lobby sitting area
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, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is ₩125,780
₩140,496 total
includes taxes & fees
Dec 8 - Dec 9
Best Western Plus Berkshire Hills Inn & Suites
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, (980)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₩135,397
₩151,238 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ₩140,411
₩156,838 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ₩130,946
₩146,269 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Central Downtown 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, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ₩126,092
₩140,844 total
includes taxes & fees
Dec 17 - Dec 18
Berkshire Inn
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (778)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
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, (810)
"Room spotless and staff helpful."
United States
William
The price is ₩117,455
₩131,198 total
includes taxes & fees
Jan 5 - Jan 6, 2026
FairBridge Inn Express
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is ₩152,210
₩170,018 total
includes taxes & fees
Dec 14 - Dec 15
Hilton Garden Inn Lenox Pittsfield
Front of property - evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is ₩196,746
₩219,766 total
includes taxes & fees
Dec 22 - Dec 23
Hotel On North
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is ₩78,318
₩85,916 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pleasant Valley Motel West Stockbridge
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

Top Pittsfield Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Perfect "
Peter 2-night trip
Posted 4 days ago
Hotel Downstreet, an Ascend Collection Hotel

Explore a world of travel with Expedia

Frequently asked questions

What is Pittsfield like for travelers on a budget?
Pittsfield has a variety of cheap accommodations and things to do, making it a great choice for a budget-friendly getaway. You can find ways to save money while getting to know this destination, which is home to attractions like Berkshire Museum, Colonial Theater, and Bousquet Ski Area.
What's the best place to stay on a budget in Pittsfield?
Based on our traveler reviews, Berkshire Inn is a top choice for a less expensive stay.
When is the best time for a budget trip to Pittsfield?
Weather will likely play an important role when you plan your trip to Pittsfield, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do in Pittsfield?
Pittsfield is known for its theater scene and sporting events, and offers plenty to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then fill your itinerary with activities that are easy on the wallet. Explore and snap photos of landmarks like Colonial Theater and Hancock Shaker Village, or hunt for bargains with some shopping at Guido's Marketplace.
How can I get to Pittsfield and get around on a budget?
Scoping out the transportation options in Pittsfield is a smart way to keep your trip affordable. The closest airport is 2.5 mi (4 km) from the center in Pittsfield, MA (PSF-Pittsfield Municipal). However, if that doesn't suit your budget, you can look into flights to Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To see more of the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.