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

Find Business Hotels in Pittsfield, MA

  • 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 Business Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Pittsfield business-friendly hotels

A hotel room with a bed, a bench, a chair, a small table, and a lamp.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A library with bookshelves, a television, and two armchairs.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

1. Hotel On North

Hotel On North
Pittsfield
United States
Devon
AED 439
AED 490 total
includes taxes & fees
10 Nov - 11 Nov
Hotel On North
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern cafe with a counter, seating area, and large windows.

2. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
AED 349
AED 390 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Michael
AED 315
AED 434 total
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
AED 358
AED 400 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Berkshire Hills Inn & Suites
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

5. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Richard
AED 248
AED 277 total
includes taxes & fees
8 Nov - 9 Nov
FairBridge Inn Express
A spacious hotel lobby with multiple seating areas, large windows, and a television.
Living area
A hotel room with a wooden desk, a flat-screen TV, a coffee maker, a blue chair, and a lamp.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

6. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
AED 403
AED 450 total
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn & Suites Berkshires-Lenox
Two Adirondack chairs facing a river with a forested hill in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

7. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
AED 355
AED 396 total
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A covered outdoor area with stone pillars and a view of a road and green hills.

8. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Vandhana
AED 461
AED 515 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
An outdoor seating area with Adirondack chairs and a fire feature.

9. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Francis
AED 496
AED 554 total
includes taxes & fees
8 Nov - 9 Nov
Element by Marriott Lenox Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

10. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
James
AED 340
AED 380 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Lee - Lenox South
View all properties

Top Pittsfield Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great"
Sharath 1-night trip
Posted 10 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Nice Property clean rooms walked the new footpath out back always enjoy the saltwater pool."
Dan 2-night trip
Posted 10 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"
Anne Marie 2-night trip
Posted 13 hours ago
Quality Inn Great Barrington
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good
"We had a good stay the staff when I arrived was super nice and personable and we really like the amenities. I really like the water that was filtered in the front and the breakfast was very good choices. Our room was very clean and the TV selection was great."
Christina 1-night trip
Posted 3 days ago
Best Western Plus Berkshire Hills Inn & Suites
Berkshire Inn

Berkshire Inn

10/10 Excellent
"Very clean room and apparently the room had been upgraded recently by real craftsmen. Well done. You don't expect this quality from an older motel, but the owners obviously take pride in the property."
Jeff 1-night trip
Posted 4 days ago
Berkshire Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"I liked the location and the restaurant was good"
Miguel 1-night trip
Posted 5 days ago
The Central Downtown Inn & Suites
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
Richard 1-night trip
Posted 9 days ago
FairBridge Inn Express

Explore a world of travel with Expedia