Cruising With Cruisers 2026

Cruising With Cruisers returns to Whitesburg, Kentucky, for its sixth annual gathering supporting less fortunate children. The multi-day community celebration brings together automotive enthusiasts, families, and local organizations for a full weekend of entertainment and activities.

Festivities kick off on Friday evening at James Wiley Memorial Park with an annual trunk or treat featuring costume-dressed participants, decorated vehicles, candy, food vendors, and an outdoor evening movie screening presented by the city of Whitesburg.

On Saturday, the car show takes place at Letcher County Central High School starting at 11:00 AM, showcasing a wide variety of vehicles alongside kids’ activities, an auction, and participant awards selected by local youth. Following the show at 4:00 PM, attendees transition to an Eastern Kentucky scenic overlook for live music, fire pits, s’mores, food hosted by high school JROTC cadets, and a grand finale fireworks show.