A historic building with classical architecture, a traffic light, and a yellow taxi.

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Check availability on Pittsfield Cheap Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Pittsfield cheap hotels

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

1. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (940 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is AED 297
AED 332 total
includes taxes & fees
30 Nov - 1 Dec
Berkshire Inn
Two Adirondack chairs facing a river with a forested hill in the background.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The location was good for our trip."
United States
Basil
The price is AED 374
AED 418 total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is AED 279
AED 312 total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Great Barrington
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

4. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,000 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
The price is AED 311
AED 347 total
includes taxes & fees
1 Nov - 2 Nov
Willows Motel Williamstown
A garden with a swing set, a blue chair, and a flower bed.

5. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (645 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is AED 364
AED 406 total
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
An outdoor seating area with Adirondack chairs and potted plants.

6. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (965 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
The price is AED 274
AED 324 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

7. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (933 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is AED 220
AED 246 total
includes taxes & fees
1 Nov - 2 Nov
Monument Mountain Motel
A bedroom with a large bed, a nightstand, an air conditioning unit, and a view through the window.

8. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
8.4 out of 10, Very good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is AED 465
AED 1,055 total
includes taxes & fees
1 Nov - 2 Nov
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
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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Top Pittsfield Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"I booked this for one of my bus drivers & he told me he had a good time theree in the hotel. Clean & quiet."
Smath 1-night trip
Posted 1 hour ago
Quality Inn Great Barrington

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.