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

10:00 amFreevolt
11:00 amThe Elovators
12:00 pmDwight and Nicole
1:45Billy Strings
3:30Whiskey Shivers
5:30Wild Adriatic
11:00 amSwale
12:00 pm5 Gun Draw
1:45 pmSierra Hull
3:30 pmThe Steeldrivers