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
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Pittsfield business-friendly hotels

A hotel patio with outdoor seating and a fire pit.
A modern reception area with a green textured wall, a reception desk, and a coffee machine.
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.

1. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
NT$4,144
NT$4,629 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

2. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
NT$4,314
NT$4,819 total
includes taxes & fees
Nov 9 - Nov 10
Hotel On North
An indoor swimming pool with clear water, tiled floors, and a blue wall.
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.
A snack bar with shelves of snacks and a refrigerated display.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
NT$3,208
NT$3,584 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
NT$3,162
NT$3,532 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Berkshire Hills Inn & Suites
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A spacious lobby with a fireplace, seating area, and a bar.
A garden with wooden Adirondack chairs and a stone pathway.

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Joel
NT$2,784
NT$3,828 total
includes taxes & fees
Nov 10 - Nov 11
Berkshire Mountain Lodge
Room
Meeting facility
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A restaurant with tables and chairs, a bar area, and a view of the street outside.

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Mark
NT$3,338
NT$3,728 total
includes taxes & fees
Nov 13 - Nov 14
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 covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A compact living space with a kitchenette, a dining area, and a sofa.
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
NT$3,185
NT$3,557 total
includes taxes & fees
Oct 18 - Oct 19
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
NT$2,287
NT$2,555 total
includes taxes & fees
Nov 2 - Nov 3
FairBridge Inn Express
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
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.

9. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
NT$3,435
NT$3,837 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.
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 hotel room with a bed, a desk, a chair, and a carpeted floor.
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
NT$3,527
NT$3,940 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Berkshires-Lenox
View all properties

Top Pittsfield Hotel Reviews

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 less than an hour ago
Quality Inn Great Barrington
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The staff was very helpful. The were lots of activities offered including the pool, hot tub, movie theater , and renting movies for free. The unit was very spacious and comfortable. We could hear the people above us stomping around a bit but that’s to be expected."
Jessica 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Good stay"
Jared 1-night trip
Posted 2 hours ago
The Red Lion Inn
The Yankee Inn

The Yankee Inn

10/10 Excellent
"The room and the hotel looked very clean, and the staff were very friendly. Also, the breakfast offered a good variety."
Luisa 1-night trip
Posted 6 hours ago
The Yankee Inn
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 1 day 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 1 day ago
The Central Downtown Inn & Suites
Hotel On North

Hotel On North

10/10 Excellent
"The hotel is charming in the heart of Pittsfield. The rooms were large and clean. It’s a great boutique hotel with 35 rooms. There is a restaurant attached to the hotel that had great food and drinks! Will definitely be back."
Tanya 2-night trip
Posted 2 days ago
Hotel On North
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 6 days ago
Berkshire Inn

Frequently asked questions

How much do business-friendly hotels in Pittsfield cost?
Business-friendly hotels in Pittsfield range between NT$2,555 and NT$4,819 per night. This means you can lock in a stay with amenities like WiFi and conference rooms at a price that won't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best business-friendly hotels in Pittsfield?
Pittsfield has multiple business-friendly hotels with a total average guest review rating of 8.4. One of the most popular is Hotel On North. Put your laptop down and get comfortable at this 3.5-stars option, which includes mountain views and WiFi. Many corporate travelers also recommend Courtyard by Marriott Lenox Berkshires. It has a 3-stars rating and amenities such as an electric car charging station and a firepit.
How many business-friendly hotels are there in Pittsfield?
Pittsfield has 8 hotels that cater to corporate travelers. Whether you're seeking a location closer to the city or amenities like dependable WiFi and conference rooms, you'll find the right property on Expedia.
What are the best cheap business-friendly hotels in Pittsfield?
Save more on your work trip to Pittsfield by reserving one of our business-friendly hotels that start at NT$2,555 per night. One economical property is Hampton Inn & Suites Berkshires-Lenox, which comes with amenities like mountain views and pool sun loungers. The Yankee, Trademark Collection by Wyndham is another suitable pick for corporate travelers on a set budget. It has a barbecue grill and pool sun loungers. If you're looking to fit in some sightseeing during your Pittsfield business trip, there are plenty of fun and free attractions to add to your to-do list. Wahconah Falls State Park and Canoe Meadows Wildlife Sanctuary are always favorites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top business-friendly motels in Pittsfield?
FairBridge Inn Express meets the needs of both work and leisure guests. Around 5 kilometers northeast of central Pittsfield, you'll have access to WiFi, front desk services and useful business amenities.When the time comes to change from your business to casual clothes and explore, make your way straight to Jiminy Peak Mountain Resort. Bousquet Ski Area is another top attraction worth seeing in Pittsfield.
Are there any family-friendly hotels in Pittsfield that are also business friendly?
The Black Swan Lee - Lenox, Ascend Hotel Collection is a top pick for leisure and business guests alike. Complimentary breakfast and housekeeping services are just a couple of the amenities you'll find at this 3-stars Pittsfield escape. Alternatively, vacation with the fam and work on the go at Best Western Plus Berkshire Hills Inn & Suites. Take advantage of conveniences such as complimentary breakfast and housekeeping services at this comfortable 2.5-stars option. Of course, there's more to do in Pittsfield apart from work! Round up the kids and explore top family-friendly attractions, such as Hancock Shaker Village and Berkshire Museum.
Why book your business-friendly hotel in Pittsfield with Expedia?
With useful amenities like room service, conference rooms and on-site cafés, our business-friendly stays come with all you'll need to complete the job — and then relax in the comfort of your room. Enter your travel dates and destination and we'll help you do the rest.
How can I find cheap business-friendly hotels in Pittsfield?
Click on the "business friendly" filter, located just under the "traveler experience" heading, to find cheap business-friendly hotels in Pittsfield. Then narrow your search by your preferred hotel star rating and budget. Choosing a stay outside the city center can also help you save.
What is there to do in Pittsfield near my business-friendly hotel?
There are tons of awesome things to do and see in Pittsfield. Check out attractions like Jiminy Peak Mountain Resort, Bousquet Ski Area and Hancock Shaker Village. October Mountain State Forest, Shakespeare and Company and Berkshire Museum also draw in many visitors.

Explore a world of travel with Expedia