The Lenox Apple Squeeze is a free, 2-day harvest celebration and street festival. Artisans, farm stands, performers, and lots of happy visitors fill downtown Lenox with music, laughter and plenty to do, see, eat, and drink. Don’t miss out: September 23rd and 24th, 2017.

It can be difficult to face the end of summer, especially since it always seems to disappear almost as soon as it arrives. Welcoming fall rather than mourning summer is the key – and one of the best ways to celebrate fall is by attending the 38th annual Lenox Apple Squeeze.

This long-standing, Berkshire County harvest tradition transforms downtown Lenox, MA into a fun and engaging street festival. Live bands, a 5k race, activities for the kiddos, and over 150 vendors will be spread out around downtown.

Local artisans will offer unique handmade items, such as jewelry, quilts, wood carvings, and more. This wide selection of one-of-a-kind, handcrafted items makes for a fantastic early holiday-shopping opportunity. Local stores, galleries, and restaurants also get in on the game with sidewalk sales, specials, and other incentives.

Lenox Apple Squeeze is also a good place to hear some of the region’s best bands. This year’s music line-up is bigger than ever before with 10 bands on 3 stages providing 2 days of toe-tapping tunes.

2017 Lenox Apple Squeeze Music Schedule
Saturday –
10am – Freevolt
11am – The Elovators
12pm – Dwight and Nicole
1:45pm – Billy Strings
3:30pm – Whiskey Shivers
5:30pm – Wild Adriatic
Sunday –
11am – Swale
12pm – 5 Gun Draw
1:45pm – Sierra Hull
3:30pm – The Steeldrivers

All that shopping and bopping is bound to make you hungry. Worry not!

If there is one thing the Lenox Apple Squeeze is known for it is food, food, and more food! Not only will there be every apple dish you can think of (and even a few you can’t!) on hand, there will also be corn chowder, food trucks, foot-tall cake slices, and the ever popular taco in a bag.

Adults will also be happy to discover the Berkshire’s own Balderdash Cellars on hand with free tastings and bottles for sale. This year’s beer garden is once again hosted by Angry Orchard Hard Cider and Sam Adams, so you know you’ll be able to find something tasty to quench your thirst.

So go ahead: make your plans now to attend the 38th annual Lenox Apple Squeeze. There may be no better way to bid farewell to summer.

Lenox Apple Squeeze 2017

September 23rd and 24th – 10am to 5pm
Downtown Lenox, MA
Head on over to for more information.

Lenox Apple Squeeze Lodging
Applegate Inn, in Lee, MA is just minutes away from downtown Lenox. Our Berkshires B&B offers eleven beautifully appointed suites with modern conveniences and all in the warmth of a traditional setting. Book your stay now to assure your room at our Select Registry property during this popular Berkshire County harvest festival.