TOP Business Hotels in The Berkshires for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels

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Our top choices for The Berkshires business-friendly hotels

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

Desk, laptop workspace, iron/ironing board, free WiFi

1. The Yankee Inn

Lenox

Robert

S$165

includes taxes & fees

22 Sept - 23 Sept

2. Berkshire Mountain Lodge

Pittsfield

Robert

S$142

includes taxes & fees

1 Oct - 2 Oct

Premium bedding, pillow-top beds, in-room safe, desk

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

Great Barrington

Maria Dulce

S$177

includes taxes & fees

19 Oct - 20 Oct

Premium bedding, minibar, in-room safe, desk

4. Hotel On North

Pittsfield

Drew

S$201

includes taxes & fees

18 Oct - 19 Oct

5. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

S$284

includes taxes & fees

20 Sept - 21 Sept

1 bedroom, premium bedding, pillow-top beds, desk

6. Quality Inn Great Barrington

Great Barrington

Kimberly

S$144

includes taxes & fees

18 Oct - 19 Oct

7. The Red Lion Inn

Stockbridge

James

S$283

includes taxes & fees

28 Sept - 29 Sept

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

Great Barrington

Bruce

S$277

includes taxes & fees

27 Sept - 28 Sept

View all properties

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

8/10 Good

"Very quiet property."

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."

Quality Inn Great Barrington

10/10 Excellent

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

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"Clean, staff was great, and ample parking"

Frequently asked questions

How much do business-friendly hotels in The Berkshires cost?

Expect to pay between S$142 and S$284 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 9.3, 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 S$142 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.

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Check availability on The Berkshires Business Hotels

Our top choices for The Berkshires business-friendly hotels

1. The Yankee Inn

2. Berkshire Mountain Lodge

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

4. Hotel On North

5. Courtyard by Marriott Lenox Berkshires

6. Quality Inn Great Barrington

7. The Red Lion Inn

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

9. Hampton Inn & Suites Berkshires-Lenox

10. Element by Marriott Lenox Berkshires

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

Quality Inn Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

Frequently asked questions

Explore a world of travel with Expedia

Find The Berkshires Business Hotels from S$142

Change your mind

Treat yourself

Be picky

Check availability on The Berkshires Business Hotels

Our top choices for The Berkshires business-friendly hotels

1. The Yankee Inn

2. Berkshire Mountain Lodge

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

4. Hotel On North

5. Courtyard by Marriott Lenox Berkshires

6. Quality Inn Great Barrington

7. The Red Lion Inn

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

9. Hampton Inn & Suites Berkshires-Lenox

10. Element by Marriott Lenox Berkshires

Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Hotel Downstreet, an Ascend Collection Hotel

The Red Lion Inn

Quality Inn Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

Frequently asked questions

Explore a world of travel with Expedia