Pittsfield Hotel Guide - Cheap Hotels in Pittsfield, Massachusetts

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Check prices for these dates

Tonight
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Pittsfield cheap hotels

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

1. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (942 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is €86
includes taxes & fees
11 Nov - 12 Nov
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, (1,007 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is €127
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,005 reviews)
"Great location friendly staff"
United States
David
The price is €75
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Great Barrington
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (943 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is €60
includes taxes & fees
19 Nov - 20 Nov
Monument Mountain Motel
An outdoor seating area with Adirondack chairs and potted plants.

5. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (967 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
The price is €79
includes taxes & fees
12 Nov - 13 Nov
Cozy Corner Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

6. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,002 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 €84
includes taxes & fees
17 Nov - 18 Nov
Willows Motel Williamstown
A garden with a swing set, a blue chair, and a flower bed.

7. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is €99
includes taxes & fees
11 Nov - 12 Nov
Maple Terrace 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 €219
includes taxes & fees
11 Nov - 12 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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Frequently Asked Questions

What is Pittsfield like for travellers on a budget?

Pittsfield has a variety of cheap accommodation options and places to visit, 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 such as Berkshire Museum, Colonial Theater and Bousquet Ski Area.

What's the best budget-friendly hotel in Pittsfield?

Based on our traveller 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, but bear 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

What is there to see and do in Pittsfield?

Pittsfield is known for its theatre 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 plan some 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 most convenient airport is 2.5 mi (4 km) from the centre 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 explore the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.