Upcoming Events
One of the biggest draws to the Berkshires is the abundance of events and festivals that take place all throughout the year. In fact, some of the cities and towns of the county are famous because the events that they host! From mouth-watering food and drink events to exciting family-friendly festivals, engaging cultural activities to incredible performances of all types, you’re bound to find something going on in the region no matter what time of year you’re visiting!
Check back often to stay up to date on the latest events and celebrations going on in the Berkshires!
Housatonic Heritage Walks
Hosted by local historians, environmentalists, and naturalists, the Housatonic Heritage Walks are an annual occurrence every fall in the Berkshires over 4 weekends. The 80+ free walks include hikes and walking tours of historical sites and buildings, natural wonders of the region, and even a canoe trip down the river (weather depending). What more of a reason do you need to visit the Berkshires in the fall?
Date: September 11th, 12th, 18th, 19th, 25th, 26th and October 2nd, 3rd
Location: Great Barrington, MA 01230
Contact: (413) 629-4500
Lee Founder’s Weekend
This year mark the 244th anniversary of the founding of Lee, Massachusetts, and with it comes a huge celebration! On Friday the 17th, come by for fireworks in the evening and lots of food and drink tastings throughout the day as part of the Taste of Lee. On Saturday, the town will throw the annual Founders Parade, and many more events and activities for the whole family will take place right in town.
Date: September 17th, 18th
Location: 3 Park Place, Lee, MA 01238
Contact: (413) 243-0852
Lenox Apple Squeeze
The Lenox Apple Squeeze is the town’s festival to celebrate the apple harvest and welcome the Fall season. Local shops, restaurants, artisans and craftsmen, the whole town comes together for a wonderful event that’s fun for the whole family! With live performances, family-friendly activities, excellent food and drinks, and (of course) lots of fresh apple products, the Apple Squeeze is arguably the best time of year in Lenox!
Date: September 25th
Location: Main Street, Lenox, MA 01240
Contact: (413) 637-3646