In 60 days · Sat, Sep 26, 2026
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Saturday, September 26th, 2026
734 Main St, Brookville IN
Ultra
59–77°F · some rain risk
See last 10 years
On this date: rain 2 of the last 10 years
2025
57–75°F
dry
2024
61–75°F
dry
2023
58–80°F
dry
2022
53–66°F
dry
2021
51–74°F
dry
2020
60–78°F
dry
2019
61–76°F
dry
2018
58–72°F
rain
2017
66–86°F
dry
2016
61–73°F
rain
Best months to race in Indiana →
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 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.
Course map
Train with a club
Run clubs near Brookville to train with before race day.
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