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

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Check availability on Pittsfield Business Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Pittsfield business-friendly hotels

A building entrance with a large planter with purple flowers and a small tree.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A library with bookshelves, a television, and two armchairs.

1. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
AED 471
AED 526 total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North
A hotel patio with outdoor seating and a fire pit.
A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

2. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
AED 470
AED 525 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A snack bar with shelves of snacks and a refrigerated display.
A modern cafe with a counter, seating area, and large windows.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

3. 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
17 Nov - 18 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Joel
AED 318
AED 437 total
includes taxes & fees
10 Nov - 11 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 a coffee machine, a water dispenser, and a sign indicating the fitness center.
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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

5. 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
Room
Meeting facility
A restaurant with tables and chairs, a bar area, and a view of the street outside.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Mark
AED 378
AED 423 total
includes taxes & fees
14 Nov - 15 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A compact living space with a kitchenette, a dining area, and a sofa.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A modern apartment with a living room, kitchenette, and dining area.

7. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Debra
AED 364
AED 406 total
includes taxes & fees
19 Oct - 20 Oct
The Central Downtown 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 desk, computer, TV, and a chair.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

8. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Richard
AED 243
AED 271 total
includes taxes & fees
1 Nov - 2 Nov
FairBridge Inn Express
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
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.

9. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
AED 333
AED 372 total
includes taxes & fees
27 Oct - 28 Oct
The Yankee Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A hotel room with a bed, a desk, a chair, and a carpeted floor.
A room with a blue armchair, a wooden cabinet with a coffee maker, a television on the wall, and a small table with a cup.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
AED 403
AED 450 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Berkshires-Lenox
View all properties

Top Pittsfield Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great experience and Great onsite restaurant."
mary ellen 1-night trip
Posted 1 hour ago
Hotel Downstreet, an Ascend Collection Hotel
Hotel On North

Hotel On North

10/10 Excellent
"This was an excellent hotel. Super convenient right in the middle of town, clean, huge rooms, historic, and comfortable, I would love to stay here again I would recommend it to anyone!"
Devon 1-night trip
Posted 1 hour ago
Hotel On North
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Well run and worth it!Hot tub closed for maintenance."
Vincent 1-night trip
Posted 2 hours ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This place is a must stay! We loved every bit of it and had a best time!!! Def recommend 100%"
Hope 1-night trip
Posted 16 hours ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The hotel is in a good location. There are some good restaurants within walking distance. Only one complaint is that the bathroom fan is very loud."
Cynthia 3-night trip
Posted 1 day ago
Quality Inn Great Barrington
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 2 days ago
FairBridge Inn Express
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"Consistently, a clean, quiet, convenient location and comfortable stay."
Debra 1-night trip
Posted 2 days ago
The Central Downtown Inn & Suites
Berkshire Inn

Berkshire Inn

10/10 Excellent
"This is an old motel-type one story place to stay, which I enjoyed. Rooms are large, clean and quiet. Comfortable bed, updated bathroom. No complaints."
Linda 1-night trip
Posted 7 days ago
Berkshire Inn

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