Kick off Pine Tree Jamboree weekend with an evening of live music, comedy, food, and community at the Owls Head Transportation Museum.

Following an afternoon of racing, join racers, crew members, family, friends, spectators, and the local community for an evening of live music, comedy, food, and conversation at the beautiful Owls Head Transportation Museum.

Whether you're reconnecting with old friends, meeting fellow enthusiasts for the first time, or simply looking for a great night out, the Pine Tree Jamboree Welcome Party is the perfect way to begin the weekend.

Kicking off the evening is live music from Clyde Bisbee & The Wheelhouse Revelers.

Vintage musicologist Clyde Bisbee and his band perform an energetic blend of swing jazz, western swing, and era-inspired originals that celebrate the sounds of the 1920s, 30s, and 40s. Audiences will hear familiar favorites alongside lesser-known classics from artists including Louis Armstrong, Billie Holiday, Fats Waller, Bob Wills, Milton Brown, and Pokey LaFarge.

Featuring upright bass, electric lap steel, banjo, ukulele, horns, and more, The Wheelhouse Revelers have become favorites throughout New England, creating the perfect atmosphere to begin Pine Tree Jamboree weekend.

Former U.S. Navy aircraft-carrier aviator Mitch Stinson made more than 200 carrier landings during his ten-year military career before transitioning to stand-up comedy.

Today, Mitch has become one of the Northeast's rising comedians, sharing original stories inspired by the transition from military aviation to everyday civilian life.

Veteran Boston comedian and actor Tony V is known for his extensive work in both television and film.

His credits include The Town, The Heat, Seinfeld, Rescue Me, and a recent sold-out performance with Bill Burr at Fenway Park.

Headlining the evening is stand-up comedian and actor Jimmy Dunn, best known as "Moose" in Paramount+'s reboot of Frasier.

Jimmy has appeared on CONAN, The Late Show with David Letterman, and Comics Come Home, and is heard weekly throughout New England on Greg and The Morning Buzz.

Together, this lineup brings a mix of live music and seasoned comedy—the perfect opportunity to come together off the track, reconnect with friends, and celebrate another Pine Tree Jamboree weekend.

Join Us

Whether you're racing, cheering from the sidelines, camping for the weekend, or simply looking for a memorable evening, we invite you to kick off Pine Tree Jamboree weekend with us.

We look forward to welcoming you to the Owls Head Transportation Museum this September.