Lee Founders Weekend 2022

Get a sweet taste of classic, small town America in the Berkshires this fall at Lee Founders’ Weekend and Lenox Apple Squeeze 2022. Both beloved, annual festivals are back on the calendar this year after a pandemic pause. Founders’ Weekend is set for September 16th through the 18th and Apple Squeeze is scheduled for September 24th, 2022.

Summer is a great time of sun and fun that no one likes to see end but, let’s face it, it’s only 3 months long.

Luckily for us all, summer is separated from winter’s chill by the fall. Autumn is quieter than summer with cooler temperatures and changing leaves, but still lots of bright, sunny days.

While there’s never a bad time to visit the Berkshires, our stunning fall foliage and end of season festivals make us a favorite fall destination.

Best of all, Inn at Stockbridge is smack-dab in the middle of all the excitement and the perfect home base for all your Berkshires adventures.

Lee Founders Weekend 2022

Lenox Apple Squeeze 2022

September 16-18, 2022

Lee Founders Weekend 2022 celebrates the 245th birthday of Lee, MA with three days of delicious food, lively music, and good, old-time fun. Highlights include a parade, street fair, a 5K, food tastings, fireworks, and more!

It all kicks off with Taste of Lee, an al fresco street party on Main Street, on Friday September 16th. Come sample the delectable offerings of Lee’s finest chefs, restaurants, and food vendors. Friday also sees live music and an eye-popping fireworks show.

Saturday events include the Lee Founders’ Day 5K, followed by the popular Hometown Parade. Cheer on the runners, then attend the parade for floats, marching bands, classic cars, clowns, and more. If you can attend only one Founders’ Day event, this is it.

Learn more at www.leechamber.org.

Lenox Apple Squeeze 2022

Lee Founders Weekend 2022

September 24, 2022

Lenox Apple Squeeze is known as “the best fall festival in the Berkshires” and is the first harvest event of the season. The annual event is typically held over two days with farm stands, arts and crafts, sidewalk sales, food, drink, live entertainment, and more!

This year’s event, while reduced to only one day, still promises much of the fun of past festivals. In addition to nearly 150 food, business, and craft vendors, Apple Squeeze will also see a 5k, kids activities, wagon rides around town, and live music.

Don’t forget that food, though. In fact, feasting may be the real main event! Attendees will have many opportunities to enjoy apple-themed treats. Freshly harvested apples, hot and cold apple cider, apple pie, applesauce, apple donuts, and other delicious apple treats. Yum!

Visit lenox.org for more details.

So go ahead. Spend an exciting day soaking up all that glorious fall foliage, attending a festival, or just shopping, dining, and site-seeing. Our Berkshires bed and breakfast waits nearby with afternoon wine and cheese and other welcoming amenities. Fall fills up fast, however. Book your stay now while we still have rooms available!