Great Pumpkin Roll Ride 2026

About this race

Event Overview Join us for the 15th anniversary Great Pumpkin Roll Ride on September 26, 2026. This is Brookville’s BIGGEST ANNUAL RIDE, and we roll out the orange (fall) carpet! Location Address: 734 Main St, Brookville, IN Previous Success Participation: In 2025, we hosted cyclists from 12 states, plus Ontario Canada. Routes: Everyone loved the routes and amazing fresh homemade finish line food made by Third Place Tavern & Event Center. Ride Information Routes: Cyclists can take part in routes ranging from 30 to 63 miles. Supported: The ride is fully supported with three super-stocked rest stops. Post Ride: Enjoy a freshly made hot post-ride meal included in your registration. Weekend Events: It's also Brookville's German Fest and the Antique Machinery Show. Included Features Socks: Free Great Pumpkin Roll Ride cycling socks for registered participants. Registration Packets: Cool rider packets at registration. Nutrition: Infinit Nutrition hydration at all rest stops. Pre-Ride Treats: Fresh pumpkin rolls from Schmidt Bakery in Batesville, coffee, and juice. Event Proceeds Event Proceeds benefit the Whitewater Canal Trail , TRAM Food Pantry, and the Cincinnati Cycle Club Philanthropy Foundation . Route Maps 34.7 Mile Route: View Route 50 Mile Medium Route: View Route 63.6 Mile Metric Century Route: View Route Schedule Day-of Registration: Opens at 7:00 am. 50 & 63 Mile Routes: Mass start at 8:30 am. 34 Mile Ride: Starts at 9:30 am. Packet Pickup Early Packet pickup on Friday, September 25, 2026, from 6 to 8 pm at Third Place Tavern and Event Center. Ride Pricing Earlybird r…