Search Cheap Hotels in Pittsfield

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Check availability on Pittsfield Cheap Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Pittsfield cheap hotels

Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

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 ฿2,669
฿2,981 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Inn
Front of property – evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
United States
Yuen
The price is ฿4,624
฿5,165 total
includes taxes & fees
30 Dec - 31 Dec
Hotel On North
Lobby sitting area
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)
"Very friendly and good Breakfast."
United States
Jesse
The price is ฿2,370
฿2,648 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
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, (1003)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is ฿2,737
฿3,058 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is ฿3,969
฿4,433 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Lenox Pittsfield
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (348)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ฿2,917
฿3,259 total
includes taxes & fees
30 Dec - 31 Dec
The Central Downtown 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

Top Pittsfield Hotel Reviews

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
TIFFANY 1-night trip
Posted 7 days ago
The Central Downtown Inn & Suites

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 Barrington Stage Company.
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.