Great Pumpkin Roll Ride 2026

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 registration: $55
• March 30 - June 29: $60
• June 30 – August 30: $70
• August 31 – September 26: $75
• Day of Registration: $85

Jersey Pre-Order

We will design new super cool Great Pumpkin Roll Ride jerseys for 2026! Last day to pre-order a jersey is July 20, 2026.

Thank You to Our Sponsors

Thank you to our wonderful ride sponsors.

Platinum Sponsor

Gold Sponsors

Bronze Sponsors

Cincy Builders Services LLC

More Information

For more details, visit the Great Pumpkin Roll Ride website.