The Best Business Hotels in Pittsfield, MA from AED 255 in 2026

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Our top choices for Pittsfield business-friendly hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

In-room safe, desk, laptop workspace, blackout drapes

1. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

AED 404

AED 451 total

includes taxes & fees

17 Sep - 18 Sep

Hypo-allergenic bedding available, desk, laptop workspace

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

AED 422

AED 472 total

includes taxes & fees

13 Oct - 14 Oct

Library Suite, 1 King Bed | Premium bedding, minibar, in-room safe, desk

3. Hotel On North

Pittsfield

Drew

AED 493

AED 551 total

includes taxes & fees

16 Sep - 17 Sep

4. Berkshire Mountain Lodge

Pittsfield

Robert

AED 292

AED 409 total

includes taxes & fees

1 Oct - 2 Oct

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

Pittsfield

Steve

AED 466

AED 521 total

includes taxes & fees

20 Sep - 21 Sep

Desk, iron/ironing board, WiFi (free), bed sheets

Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, WiFi (free), bed sheets

6. FairBridge Inn Express

Pittsfield

Horace

AED 228

AED 255 total

includes taxes & fees

16 Sep - 17 Sep

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

42-inch flat-screen TV with cable channels, TV

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

7. The Yankee Inn

Lenox

Robert

AED 426

AED 476 total

includes taxes & fees

22 Sep - 23 Sep

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

AED 488

AED 545 total

includes taxes & fees

23 Sep - 24 Sep

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Top Pittsfield Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Nice place, would stay again"

Quality Inn Great Barrington

10/10 Excellent

"Beds were comfortable but the pillows not so great but clean and quiet."

The Yankee Inn

10/10 Excellent

"We were here for a good night’s rest on a cross country roadtrip. This place had very good Expedia reviews and I agree. Very clean, decent breakfast, plenty of hot water, a toilet that flushed properly. Did not use amenities. Sleep, shower, quiet time to read some, eat and on down the highway. Would gladly stay here again the next time thru the Berkshires."

Hotel On North

10/10 Excellent

"Great location, clean room!"

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"Clean, staff was great, and ample parking"

The Central Downtown Inn & Suites

8/10 Good

"It was priced well. The central location was convenient. The space inside was much larger than usual. There was a bedroom, living room and dining room combo with a full kitchen. It appears that it was an apartment at one time."

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Check availability on Pittsfield Business Hotels

Our top choices for Pittsfield business-friendly hotels

1. Best Western Plus Berkshire Hills Inn & Suites