The Berkshires Hotel Guide - Business Hotels in The Berkshires, Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Business Hotels

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top The Berkshires Business Hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Dine in style with a long table set for a memorable meal, surrounded by cushioned chairs and large windows offering a view of the outdoors.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (838)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is €117
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites
Welcome to our reception area, featuring a comfortable seating area, a reception desk, and a beautiful abstract art piece.

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1016)
"Very nice stay"
The price is €120
includes taxes & fees
31 Jul - 1 Aug
Best Western Plus Berkshire Hills Inn & Suites
Jiminy Peak Mountain Resort
Set amidst lush greenery, this hotel complex offers a serene escape with pathways connecting its various buildings.

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (954)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is €170
includes taxes & fees
30 Jul - 31 Jul
Jiminy Peak Mountain Resort
Hotel Downstreet, Ascend Hotel Collection
Two single beds with white linens and blue accents, accompanied by bedside tables and lamps, offer a functional workspace.

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1012)
"Great place"
The price is €162
includes taxes & fees
3 Aug - 4 Aug
Hotel Downstreet, Ascend Hotel Collection
Hotel On North
Enjoy a diverse menu at this restaurant, featuring a selection of drinks and a modern design.

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (746)
"Staff were excellent and welcoming."
The price is €180
includes taxes & fees
11 Aug - 12 Aug
Hotel On North
Hilton Garden Inn Lenox Pittsfield
Relax on the patio with wicker sofas and armchairs, surrounded by a fire feature and a beautiful garden view.

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is €196
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Lenox Pittsfield
The Orchards Hotel
Relax in the warmth of the fire pit surrounded by Adirondack chairs.

The Orchards Hotel

2.5 star property
8.6 out of 10, Excellent, (442)
The Orchards Hotel
The Yankee, Trademark Collection by Wyndham
Classic hotel entrance with a covered walkway, surrounded by beautifully maintained gardens.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Loved the Yankee Inn!"
The price is €151
includes taxes & fees
30 Jul - 31 Jul
The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1912)
"Great stay with all plenty of things to do…"
The price is €93
includes taxes & fees
25 Aug - 26 Aug
Vacation Village in the Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Restful haven with a neatly made bed and a wooden headboard.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (641)
"Great place to stay. Excellent staff."
The price is €156
includes taxes & fees
31 Jul - 1 Aug
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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.

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Everything was lovely."
Home 1-night trip
Posted 2 days ago
Vacation Village in the Berkshires

Frequently asked questions

How much do business-friendly hotels in The Berkshires cost?
Expect to pay between €93 and €196 per night for business-friendly hotels in The Berkshires. Epic deals on stays that cater to corporate travellers are only a click away on Expedia. 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 The Berkshires?
There are multiple business-friendly hotels in The Berkshires with a total average guest review rating of 8.7, so you're sure to discover a place that suits your needs. On your way to Lenox? Hotel On North is highly rated by corporate travellers. This 3.5-stars option offers conveniences like mountain views and a restaurant. Courtyard by Marriott Lenox Berkshires also gets top marks from business guests. Take advantage of an electric car charging station and a cafe at this 3-stars escape in Lenox.
How many business-friendly hotels are there in The Berkshires?
When work takes you travelling throughout The Berkshires, you'll have 59 business-friendly hotels to select from.
What are the best cheap business-friendly hotels in The Berkshires?
When you're on the road for work in The Berkshires, Expedia will help you find the right business-friendly hotel. Hampton Inn & Suites Berkshires-Lenox is a top budget option in Lenox. Pool sun loungers and a swimming pool are some of its many amenities. Seeking affordable stays in Williamstown? Fairfield Inn & Suites by Marriott Williamstown is rated highly with corporate guests. It has conveniences that make it easy to both work and play, including mountain views and a swimming pool. Business-friendly hotels in The Berkshires start at only €93 a night. Want to explore The Berkshires without blowing your budget? Take a break from your work events to visit awesome free attractions such as Canoe Meadows Wildlife Sanctuary in Lenox. Williamstown also has plenty of things to do that don't cost anything, including Mount Greylock. 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 The Berkshires?
If your The Berkshires trip includes Williamstown, consider Cosy Corner Motel. Approximately 3 kilometres north of the downtown area and offering a lazy river and a garden, it's popular with corporate guests. Alternatively, work comfortably from Northside Motel. A garden and a barbecue grill are among the conveniences at this stay, which is located around 0.64 kilometres northwest of central Williamstown.There are all kinds of things to keep you entertained when you've got some free time in Lenox. Norman Rockwell Museum and Bousquet Ski Area are worth adding to your itinerary.
Are there any family-friendly hotels in The Berkshires that are also business friendly?
Certainly. You'll find some excellent family-friendly hotels that are also business friendly in The Berkshires. If you're on your way to Lenox, check out Holiday Inn Club Holidays Oak n' Spruce Resort in the Berkshires, an IHG Hotel. It comes with useful amenities like a playground and miniature golf and has a 3.5-stars rating. Alternatively, consider The Black Swan Lee - Lenox, Ascend Hotel Collection. This 3-stars stay in Lenox is perfect for both business and leisure travellers and offers complimentary breakfast, laundry facilities and more. Once you've gotten work out of the way, get out and discover Lenox with the kids. Popular family-friendly attractions include Hancock Shaker Village and Berkshire Museum.
Why book your business-friendly hotel in The Berkshires with Expedia?
With handy amenities like meeting rooms, housekeeping and free parking, our business-friendly accommodation come with all you'll need to get the job done — and then relax in the comfort of your room. Enter your travel destination and preferred dates and Expedia will help you organise the rest.
How can I find cheap business-friendly hotels in The Berkshires?
Expedia can help you search for cheap business-friendly hotels in The Berkshires. Simply head to our "traveller experience" filter and click on "business friendly." This will show you stays with amenities designed to help you work and rest comfortably, like free WiFi and included breakfast. You can also choose your budget and preferred star rating to keep costs down.
What is there to do in The Berkshires near my business-friendly hotel?
The most important travel accessory for your The Berkshires business journey is a fabulous itinerary for when you're not in meetings! Shakespeare and Company, Pleasant Valley Wilderness Sanctuary and Tanglewood Music Centre are some of the well-known sights if you're headed to Lenox. Williamstown also has plenty of famous attractions, such as Sterling and Francine Clark Art Institute, Williams College Museum of Art and Williamstown Historical Museum.