2026 Distinguished Gentleman's Ride

Culpeper proudly hosts the 2026 Distinguished Gentleman’s Ride, a global celebration of classic and vintage motorcycles, timeless style, and riding for a cause.

On Sunday, May 17, riders from across Virginia and beyond will gather in their finest tweed, tailoring, and dapper attire for a curated group ride through and around historic Culpeper. This is more than a motorcycle ride, it’s a statement of community, craftsmanship, and purpose.

The Distinguished Gentleman’s Ride brings together riders of classic, vintage, and retro-inspired motorcycles to raise awareness and funds for men’s health, with a focus on prostate cancer research and mental health initiatives. Expect a welcoming atmosphere, thoughtfully planned routes, and a strong sense of camaraderie both on and off the bike.

Whether you’re riding, spectating, or supporting the cause, this is a day to celebrate motorcycles done properly, slow mornings, polished boots, warm engines, and good company.

Dress sharp. Ride classic. Support men’s health.
More details, registration info, and ride logistics coming soon.