Preferred Hotel in Great Barrington, Massachusetts Situated in the heart of the gorgeous Southern Berkshire Mountains, Great Barrington is surrounded by natural beauty. For work or pleasure, the Holiday Inn Express® Great Barrington hotel offers the perfect home-base for your trip to Western Massachusetts. An abundance of artistic, cultural and recreational opportunities await you in Great Barrington, MA. Our hotel's surrounded by the area's best attractions. In the winter you can ski at the nearby Butternut Basin, and in the summer, you can hear numerous performances at Tanglewood Music Festival. We're also close to Shakespeare & Company, the Norman Rockwell Museum and Chesterwood. With top companies such as Sheffield Plastics and Berkshire Corporation nearby, it's no wonder business travelers prefer our Great Barrington hotel. If you need to host a meeting, we have a small conference room that can accommodate up to 25 people, and free Wi-Fi access and a Business Center make staying productive a breeze. In Great Barrington, MA, our hotel's property features some of the best amenities. Enjoy a refreshing swim in the indoor pool or relax in the hot tub. You can maintain your workout routine in the Fitness Center, and before heading out in the morning, grab a cinnamon roll and cup of 100% Arabica bean coffee at the free, hot Express Start Breakfast Bar. Make your reservations today and "Stay Smart" on your next trip to the Berkshires.