Music On The Mountain Taps Anders Osborne, Daniel Donato, Eggy & More For 2026 Divided Sky Foundation Benefit

The Divided Sky Foundation and The Phoenix have partnered to announce Divided Sky’s BIG Weekend. The family-friendly experience will take place May 15 – 17, 2026 at Okemo Mountain Resort’s Jackson Gore Village in Ludlow, Vermont, located just a mile from the Divided Sky’s 46-bed Residential Recovery Program.

The centerpiece of the BIG Weekend, the third Music On The Mountain festival, will be held on Saturday, May 16. Anders Osborne, Jackie Greene, Eggy, LaMP, Karina Rykman and will perform. Daniel Donato, Natalie Cressman and Jennifer Hartswick are aboard as artists-at-large.

The Divided Sky Fun(d) Run also returns on Saturday morning. Presented by the Antelope Running Club, the annual 5K event will feature in-person and virtual participation.

Saturday will conclude with the “BIG Weekend All-Stars After Party” featuring Brian Murray and Jimmy Law of Dogs In A Pile along with Rykman, Donato, Dezron Douglas, Joe Dyson, Hartswick and Cressman.

The weekend will start with a Trombone Shorty Foundation Brass Band and a special Campfire Jam on Friday, May 15 that will feature Osborne, Greene and Donato delivering an in-the-round performance. Additionally, a Minstrels & Mocktails dinner hosted by the Divided Sky Foundation will see Divided Sky alums Sean Leahy and Kate Gaffney deliver an intimate musical performance.

Finally, Law and Murray’s Murray’s Law and Evan Jennison will perform an “Acoustic Brunch” on Sunday, June 17.

“The BIG Weekend reflects what Divided Sky is all about – creating spaces where recovery is celebrated, connection is real, and people can experience the joy of music and community without barriers,” noted Seth Dolinsky, Executive Director of Divided Sky Foundation. “By expanding this weekend alongside Music on the Mountain, we’re welcoming people into a recovery-centered experience that feels expansive, inspiring, and deeply human.”

Press the button below for ticket and more festival information.