Ride Details

Event Date
Saturday, September 28, 2024, 8:30am
Third Place, 734 Main st., Brookville, IN 47012

Join us for the 13th anniversary Great Pumpkin Roll Gran Fondo!

This is the Brookville’s BIGGEST ANNUAL RIDE, and we roll out the orange (fall) carpet!

Check out all the pictures on Facebook from the SOLD OUT 2023 event!  We hosted 500 cyclists from 12 states, plus Ontario Canada and everyone loved the routes and amazing fresh finish line food made by Third Place Tavern & Event Center.

Make a weekend of it! 

Cyclists can take part in routes ranging from 30 to 65 miles that begin and end at Third Place in Brookville. From the fall colors that decorate the region to the historic Village of Spires in Oldenburg, Ertel’s winery stop, and even the covered bridge in Enochsburg, we are so excited to welcome everyone to enjoy our event.  Stay post ride for a super tasty freshly made hot post ride meal included in your registration!

It’s a perfect weekend getaway as it’s also Brookville’s German Fest as well as the Antique Machinery Show that weekend. The ride is fully supported with three super-stocked rest stops. After the ride, dig into a hot post ride meal included in your registration.

There are three ride distances of 30 mile (Picolo), 47 mile (Medio) and a 60 miles Gran Fondo route. Our ride features rolling scenic terrain over low traveled rural southeastern Indiana roads.

Event Proceeds benefit the Whitewater Canal Trail and the Cincinnati Cycle Club Philanthropy Foundation

Ride with GPS route maps:

Day-of registration opens 7:00 am

The 45 and 60 mile routes roll mass start at 8:30am.

The start for the 30-mile ride is at 9:30am.

Early Packet Pickup

Friday, September 27, 2024 from 6 to 8
Third Place Tavern and Event Center
734 Main St., Brookville, IN 47012

What You Get

  • Donuts and coffee pre-ride Saturday morning
  • Stuffed rider packets
  • Fully stocked rest stops
  • Infinit Nutrition hydration at all rest stops
  • On route support (SAG)
  • Event t-shirt (if registering before September 1)
  • Hot post ride meal!
  • Ride with GPS route downloads
  • Three scenic low traffic routes to choose from
  • Live music in the evening Friday and Saturday nights at 7pm

Check out the super beautiful new jerseys for 2024! Pre-order early to guarantee your jersey. I know I can’t wait to get one.