Great Pumpkin Roll Ride 2026

The 15th anniversary Great Pumpkin Roll Ride takes cyclists through fall colors in the Village of Spires in Oldenburg, past the oldest Bar in Indiana. Registered participants receive free Great Pumpkin Roll Ride cycling socks. A post-ride meal from Third Place Tavern & Event Center is available. The event coincides with Brookville's German Fest and the Antique Machinery Show.