The 38th annual Lenox Massachusetts Apple Squeeze is a long-standing tradition in Berkshire County, ushering in the Fall season.
Join local shops, restaurants, artisans, musicians, farm stands, & performers as Lenox celebrates the apple harvest with a fun & engaging free street festival for all ages.
Two days, Saturday 23 & 24, rain or shine.

Follow the event page for the latest festival info and schedules.

Entertainment

The Lenox Apple Squeeze has continued to build better entertainment options every year.

This year we have gone out and booked some great music for the Apple Squeeze Main Stage.

With our best lineup ever, The SteelDriversWild AdriaticSierra HullBilly StringsWhiskey ShiversDwight & NicoleThe ElovatersSwaleFreevolt and 5 GUN DRAW will give us two days of incredible free music on Sept. 23-24! Stay tuned to learn all the great local acts playing on three Berkshire Exposer stages around town!

On top of that we will again have the Family Fun Zone with games and shows for children, wagon rides around town, a 5k race, Children’s Olympics and much more. The 38th annual Lenox Massachusetts Apple Squeeze is a long-standing tradition in Berkshire County, ushering in the Fall season.

Join local shops, restaurants, artisans, musicians, farm stands, & performers as Lenox celebrates the apple harvest with a fun & engaging free street festival for all ages.

Lenox Main Stage Schedule

Saturday
10:00 am Freevolt
11:00 am The Elovators
12:00 pm Dwight and Nicole
1:45 Billy Strings
3:30 Whiskey Shivers
5:30 Wild Adriatic
Sunday
11:00 am Swale
12:00 pm 5 Gun Draw
1:45 pm Sierra Hull
3:30 pm The Steeldrivers

Vendors

This year’s Lenox Apple Squeeze will feature over 150 vendors spread out around downtown.

Arts and crafts abound at the Squeeze where you can explore tents full of unique items hand-crafted by talented artisans. Handmade jewelry, woven baskets, local soaps, quilts, photography, paintings, woodworks and much more will all be available.

But the biggest draw of all may be the food. Of course there is everything apple: pies, cakes, sauce, cider, donuts, muffins and even ice cream! Beyond that there is kettle corn, cakes slices over a foot tall, famous corn chowder, many food trucks and of course the always popular taco in a bag!

For the adults in the crowd there are also some great beverage options at the Squeeze. Balderdash Cellars, founded in 2011, is a boutique winery located in the beautiful Berkshires of Western Massachusetts. They focus on producing ultra-premium (wicked to New England folks) wines from grapes grown by world-class California vineyards. Both days of the squeeze you can join them for a special free tasting and grab a bottle of your favorite.

If you’re more of a suds fan the Squeeze has again partnered with Angry Orchard Hard Cider and Sam Adams to bring back the beer garden. With three ciders and four beers to enjoy along with yard games, picnic tables and front row access to the music Main Stage the garden is a great way to spend an afternoon.

Also don’t forget to check out the great sidewalk sales, with big discounts, our local merchants have in their stores. Clothing, blankets, home goods, toys and even great artwork all can be found at once a year prices.

Sunday Church Service

For the second year, the churches in Lenox will band together for a special worship service on Sunday, September 24, during the Lenox Apple Squeeze.  It will be held in Lilac Park on Main Street, at 10:30am.

“The response to our first outdoor worship service last year was overwhelming,” said Rev. John Bonzagni of St. Ann Church.  “We thought 80 chairs would be enough – over 130 people came to the service, not only members of our churches, but also many out-of-town visitors to the Lenox Apple Squeeze.”

Leading the worship service will be pastors and musicians from Lenox churches including:  Church on the Hill-United Church of Christ, Trinity Episcopal Church, St. Ann Roman Catholic Church, St. Helena Episcopal Church, St. Vincent de Paul Roman Catholic Church and The United Methodist Church of Lenox.

Wanting to carry the idea into the present Rev. Deranian reached out to her fellow Lenox clergy. “Happily, the other clergy were enthusiastic about offering an outdoor ecumenical worship service that brings people of many faiths together,” Rev. Deranian said, “Giving thanks for the beauty of the world, and answering God’s call to care for the world are both aspects of faith that all can agree on. ”

 

This year the group is pleased to welcome the Rev. Dr. John A. Nelson of Church on the Hill, United Church of Christ, who looks forward to participating.  “Especially in a time of social discord and division, a shared worship service makes a beautiful, public statement of unconditional welcome. Whoever you are – you are our neighbor,” said Rev. Nelson.

Music will include hymns sung by the congregation, along with a youth choir, a gospel trio, and a community choir formed from choir members of all the churches.  “We had a wonderful time last year singing together in a community choir,” said Anita

Images of past years