Off-Road Event

33rd Gateway to the Cumberlands 2026

Name: 33rd Gateway to the Cumberlands 2026
Start: 2026-10-15T12:00:00.000Z
End: 2026-10-17T12:00:00.000Z
Location: Williamsburg, KY, and Williamsburg, KY

33rd Gateway to the Cumberlands 2026 on October 15, 2026 in Williamsburg, KY, and Williamsburg, KY, organized by Jeep Jamboree USA (Mark A Smith Offroading Inc.). V…

Date: October 15, 2026
Location: Williamsburg, KY, and Williamsburg, KY
Organizer: Jeep Jamboree USA (Mark A Smith Offroading Inc.)
About: Three-day Jeep Jamboree USA guided trail event in the Cumberland Mountains of southeastern Kentucky. Trails are rated 3 to 9 and wind through steep forested ridges and natural arches, with group meals and social time for Jeep owners.