There's no denying it- Fall is on its way, and you know what that means: football, sweaters, Pumpkin Spice everything, and great local events to celebrate what might be the most beautiful time of the year to enjoy the Berkshires. Here are just a few of our favorite family friendly activities to enjoy all across the county.
Where: North St. Pittsfield, MA | When: Thursday, September 21st
[Our incredible team showing their support for the Elizabeth Freeman Center at last year's event.]
38th Annual Apple Squeeze
Where: Main St. Lenox, MA | When: Saturday, September 23rd & Sunday, September 24th
[Photo Credit: Shakespeare & Company]
Late in September, Lenox will be holding their 38th annual Apple Squeeze. Main Street in Lenox will be lined with artists and vendors selling everything from local honey to quilts along with food for purchase and a jam-packed lineup of music and performers in addition to all of the local shops and restaurants. The Lenox Apple Squeeze will be happening Saturday, September 23rd and Sunday, September 24th. For more information, check out their Facebook Event.
Fall Foliage Parade: Magic in the Berkshires
Where: Route 8 North Adams, MA | When: Saturday, October 1st


[Photo Credit: Visit the Berkshires of Western Massachusetts]
Then, up in North County, there is the Fall Foliage Festival and Parade in North Adams. Now in its 62nd year, this wonderful celebration of Fall features countless businesses, organizations, and Berkshire community members marching along Route 8, and features a wide variety of events such as a road race and craft fair. The Fall Foliage Festival is family fun, and a part of history here in The Berkshires. This year’s festival and parade will be happening on Sunday, October 1st, from 1pm to 3pm. For complete event details, visit the events Facebook Page.
Harvest Festival
Where: Berkshire Botanical Gardens Stockbridge, MA | When: Saturday, October 7th & Sunday October 8th

Then, on Columbus Day weekend, Berkshire Botanical Garden will be holding its 83rd annual Harvest Festival. This is one of the longest running festivals in our area, and for good reason: this festival has something for everyone! Delicious food offerings (such as funnell cake, fresh potato chips and Butternut Squash Soup from the Red Lion Inn), lots of kid friendly activities, live entertainment all weekend long, as well as a slew of local artists and vendors selling their wares. Oh, and did we mention the Haunted House?
What’s even better- all proceeds benefit the Botanical Garden’s education program. So be sure to mark Saturday, October 7th and Sunday, October 8th on your calendar. The festival hours are 10am to 5pm: Admission is $7 for adults; Children under 12 are FREE.
What’s even better- all proceeds benefit the Botanical Garden’s education program. So be sure to mark Saturday, October 7th and Sunday, October 8th on your calendar. The festival hours are 10am to 5pm: Admission is $7 for adults; Children under 12 are FREE.



