A person snowboarding down a snowy slope.

Find Business Hotels in The Berkshires, 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 The Berkshires Business Hotels

Our top choices for The Berkshires business-friendly hotels

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

1. 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 AED 220
AED 246 total
includes taxes & fees
11 Nov - 12 Nov
Monument Mountain Motel
A calm lake at dusk with a wooden dock and two chairs facing the water.

2. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (28 reviews)
"excellent lakeside view"
United States
mike
The price is AED 401
AED 448 total
includes taxes & fees
11 Nov - 12 Nov
Berkshire Lake Lodge
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

3. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is AED 317
AED 354 total
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Lee - Lenox South
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

4. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
"Nice view and location for fall color."
United States
Md
The price is AED 590
AED 659 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,003 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is AED 393
AED 439 total
includes taxes & fees
6 Dec - 7 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

6. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (857 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
The price is AED 305
AED 341 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,006 reviews)
"Nice place to stay"
United States
Michael
The price is AED 406
AED 525 total
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

8. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is AED 496
AED 554 total
includes taxes & fees
24 Nov - 25 Nov
East Rock Inn
A dining area with round tables set for two, a fireplace, and a mural on the wall.

9. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is AED 1,065
AED 1,285 total
includes taxes & fees
11 Nov - 12 Nov
The Old Inn On The Green
Two Adirondack chairs facing a river with a forested hill in the background.

10. 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 AED 415
AED 464 total
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
Interior detail

11. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is AED 602
AED 672 total
includes taxes & fees
11 Nov - 12 Nov
Wilder House Berkshires
A hotel room with a bed, bedside lamps, a nightstand, a desk, and a window with curtains.

12. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is AED 282
AED 397 total
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

13. 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 AED 278
AED 310 total
includes taxes & fees
30 Nov - 1 Dec
Quality Inn Great Barrington
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

14. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
"Great stay!"
United States
Vandhana
The price is AED 461
AED 515 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Lenox Berkshires
A building entrance with a large planter with purple flowers and a small tree.

15. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (983 reviews)
"Very nice hotel"
United States
Philip
The price is AED 426
AED 476 total
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is AED 404
AED 451 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A snow-covered outdoor area with a patio, seating, and a covered dining area.

17. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,003 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is AED 624
AED 716 total
includes taxes & fees
11 Nov - 12 Nov
The Cornell Inn, Lenox & The Berkshires
A spacious hotel lobby with multiple seating areas, large windows, and a television.

18. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
"Breakfast was great"
United States
Thomas
The price is AED 403
AED 450 total
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Berkshires-Lenox
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

19. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is AED 496
AED 554 total
includes taxes & fees
29 Nov - 30 Nov
Element by Marriott Lenox Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

20. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,072 reviews)
"Very nice place beautiful view"
United States
Brian
The price is AED 386
AED 431 total
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold
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 The Berkshires Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Staff very pleasant and accommodating."
Rosemarie 4-night trip
Posted 1 hour ago
Hotel On North
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Great place in walking distance to city center. Excellent customer service and kind, helpful staff. Clean rooms and a full breakfast included."
Kiana 1-night trip
Posted 10 hours ago
Quality Inn Great Barrington

Explore a world of travel with Expedia