Tour Diary: Kyle Hollingsworth

November 19, 2025
Tour Diary: Kyle Hollingsworth

Kyle Hollingsworth has been out and about in two settings as of late. The keyboard player spent much of the summer on the road with The String Cheese Incident, just as he’s done for nearly 30 years. Beyond that, he’s continued to gig with his own Kyle Hollingsworth Band, supporting his first solo release in seven years, All We Are. Here, Hollingsworth looks back on his recent dates with both groups, reflecting on his latest beer collaboration, his love of the great outdoors and his fascination with blind boxes.

Summer theme with fans— blind boxes! Toys are not just for kids! (Photo by Kyle Hollingsworth)

Album release party with Jen Hartswick. Everything is better with Jen! (Photo by Adam Drake)

Homecoming show! On the beaches of the Chesapeake. (Photo by Sam Watson)

The time I confused ‘80s night for dressing up like you are in your 80s… Oh, I get it now. (Photo by Dave Miles)

2 a.m. when the suitcase and drummer (Brian McRae) finally give out to the rigors of the road. (Photo by Kyle Hollingsworth)

Moving Bussey to a new home, safe and sound! That ceiling is the jam scene of the ‘90s! (Photo by Kyle Hollingswort)

The Wicked Witch is dead! The whole band, including Dros, attempted to get the ruby slippers off, but Glinda was having none of that.

Late night snooze at Electric Forest.

After making a setlist a week in advance, I will always change it five minutes before we go on. (Photo by David Grey)

New collaboration brew! Resonance hazy IPA—good vibrations all around. (Photo by Brian Heisler)

Holly, Matt and I backstage discussing keys! Keyboard summit! (Photo by Brian McRae)

Retreat from Electric Forest— family time on lake Michigan. (But I can still hear the bass from here!)

Always fixing my Leslie, sometimes minutes before show time. (Photo by Kyle Hollingsworth)

KHB on tour in Connecticut! So great to get back to the East Coast, and it’s a joy to be there with my solo band. (Photo by David Grey)

The Wizard of Oz at Sphere with the band and Dros. No place like home—just waiting for our chance! (Photo by Kyle Hollingsworth)

At the home studio composing on my ukulele, my new favorite composing tool! (Photo by Kyle Hollingsworth)

Trying out the new material live on Boulder’s KBCO. Nice to bring the music home. (Photo by Dave Hearn)