Lenox Apple Squeeze 2021

Lenox Apple Squeeze 2021 is just weeks away. The beloved, annual street festival is the first harvest event of the season, here in the Berkshires, with farm stands, arts and crafts, sidewalk sales, food, drink, live entertainment, and more! Saturday, September 25th, 2021 in Lenox MA.

The annual Apple Squeeze marks the start of the Berkshires harvest season. A time for celebrating the good bounty of the earth, brought forth by farmers across the region, in a series of festivals that proliferate throughout the fall.

2021 marks the 41st year of the Apple Squeeze and its first return since last year’s pandemic pause. Typically held the last weekend of September, this year’s event is reduced down to one day from two but still promises lots of small-town, family fun.

Lenox, MA is less than a 10 minute hop, skip, and jump up US 20 from the front door of our Berkshires bed and breakfast, Applegate Inn. This means you can easily spend as much time as you wish at the festival, knowing your Berkshires home base is literally just minutes away.

Lenox Apple Squeeze 2021

vendors at Lenox Apple Squeeze

Lenox Apple Squeeze takes place primarily on Lenox’ Main Street, with both local businesses and visiting vendors getting in on the fun.

The festival is an arts and crafts event, with tents full of one-of-a-kind, hand-crafted items. Previous years have featured upwards of 150 different vendors, offering a wide variety of artisan-made items. Handmade jewelry, natural soaps, baskets, quilts, artwork, glass, and so much more.

Local shops are also involved with big discounts at sidewalk sales for apparel, home goods, toys, and more offered at unbeatable prices. The Apple Squeeze is a great opportunity to gets some early holiday shopping done.

The festival also includes lots of fun attractions and events. Musicians and other performers, a parade, hay rides around town, a 5k, Children’s Olympics, and much more.

Of course, there will be lots of of food at the Apple Squeeze, too. 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.

live music at Lenox Apple Squeeze

When it comes to food, though, Apple Squeeze is so much more than just apples. Many local food trucks and others will be on hand with their mouth-watering menus. Delicious options like BBQ pulled-pork sandwiches, the festival’s famous corn chowder, over a foot tall cakes slices, and the ever popular taco in a bag. I’m getting hungry just writing about it!

The annual Lenox Apple Squeeze is a fun and engaging free street festival for all ages. Saturday, September 25th, 2021 Main Street, Lenox, MA. Don’t miss it!

Visit lenox.org for more information.