Matt and Gracelyn Penn performing outdoors, singing together into microphones with Matt playing acoustic guitar

A Father-Daughter Duo for Mid-Missouri Venues & Events

Matt and Gracelyn Penn — two voices, one guitar, and a full-sounding show wherever you need it. Based in Mexico, MO, serving Columbia, Jefferson City, Lake of the Ozarks, and beyond.

Book Us For

Weddings

Ceremony, cocktail hour, and reception — one act that can play quiet fingerstyle guitar for your processional and vows, then shift into a fuller sound for cocktail hour and dancing. Send us your must-play list, first dance included, and we'll learn it.

Corporate & Private Events

Company parties, fundraisers, country clubs, retirement communities. A clean, appropriate set list and a professional presentation — on time, self-contained, and easy to work with from the first email.

Wineries, Breweries & Restaurants

We know how to hold a room for a full set — the kind of night that keeps tables full and glasses moving. Ask about a recurring residency slot.

Festivals & Community Events

Fully self-contained sound, on schedule, and ready to scale from a quiet afternoon set to a bigger evening crowd.

Matt and Gracelyn Penn smiling together outdoors at a community festival, both looking at the camera

A Father, a Daughter, and Hundreds of Songs Between Them

Matt started playing guitar long before Gracelyn came along. These days they play together — trading lines, splitting harmonies, and working from a set list that's grown to hundreds of songs and counting, spanning six decades of rock, country, folk, and pop.

Whether it's a quiet ceremony where the only accompaniment is a fingerpicked guitar, or a Friday night bar crowd that wants the room moving, Matt and Gracelyn scale the show to the room — their own PA, wireless mics, and a looper and drum-machine rig that fills out the sound without needing a full band. They're based in Mexico, Missouri, and play everywhere from coffee shop evenings to wineries, breweries, and community festivals across central Missouri, including regular performances at Angry Dragon (Lake Ozark), Sugar Daddies Bar & Grill (Montgomery City), The Pearl Martini Bar (Mexico), Bunkers & Barrels (Hermann), and the Dive Bar (Columbia).

Listen & Watch

A quick taste of Penn Pals live. Click a video to load it.

Matt and Gracelyn Penn performing at a daytime pub show, video preview
Penn Pals performing Acoustic Witch Season, video preview
Penn Pals short: reliving the high school garage band years, video preview
Penn Pals short: Dreams at the Centralia Pumpkin Festival, video preview
Penn Pals short: a blast at the Centralia Pumpkin Festival, video preview

A Sample of the Song List

This is a sampling — the full list runs into the hundreds and keeps growing, spanning six decades of rock, country, folk, and pop. Don't see your song? Ask — requests are always welcome.

Photos

Recently Played

A few of the venues, shops, and festivals Penn Pals has played lately.

  • Pierpont General StoreColumbia, MO
  • Old Town SmokehouseWentzville, MO
  • Angry DragonLake Ozark, MO
  • Dive BarColumbia, MO
  • Acola CoffeeColumbia, MO
  • Bunkers & BarrelsHermann, MO
  • Uptown Farms Pumpkin FestLaclede, MO
  • Pig Up & Go BBQMexico, MO

Upcoming Shows

Check Our Availability

Tell us about your event and we'll get back to you. Prefer email? Reach us directly at matt@penndev.com.