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Great Pumpkin Roll Gran Fondo

September 24 2022
Brookville, IN
Date Confirmed
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Distances: 25, 45, 65 miles
Difficulty: Gently rolling terrain with one or two short hills
Limited to: 500 Participants

Join us for the 11th anniversary Great Pumpkin Roll Gran Fondo!

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

New routes, new host site, new host city! In 2022 The friendly Town of Brookville is welcoming us and is the new host for the 2022 Great Pumpkin Roll Gran Fondo. The ride will start and finish at Third Place Tavern and Event Center our new partner and host. There are three new Gran Fondo Routes and lots of cool new scenery to see this year. Stay post ride for a hot post ride meal included in your registration and live music!

Make a weekend of it! 

Third Place and Whitewater Publications has teamed up with the Cincinnait Cycle Club to host the 11th annual Great Pumpkin Roll Gran Fondo which welcomes cyclists to tour the scenic routes and rural communities on September 24.

Cyclists can take part in routes ranging from 24 to 65 miles that begin and end in Brookville.

The ride will go through the St. Mary's, into Oldenburg, through Enochsburg, past Ertel's Winery and into St. Peters before returning to Brookville.

It's a perfect weekend getaway as it's also Brookville's Germanfest as well as the Antique Machinery Show that weekend.

"This is a great chance to see Franklin County at our very best," said Third Place owner Mick Wilz. "From the fall colors that decorate the region to the historic Village of Spires in Oldenburg and even the covered bridge in Enochsburg, we are so excited to welcome new people to the community while encouraging locals to get involved."

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 and live music.

Our ride features rolling scenic terrain over low traveled rural southeastern Indiana roads.

There are three ride distances of 25 mile (Picolo), 45 mile (Medio) and a 65 miles Gran Fondo route.

- Three brand new routes in 2022!
- Strava segment
- cool rider packets at registration
- see the Village of Spires in Oldenburg
- covered bridge in Enochsburg
- fabulous catered post ride meal by Third Place Tavern and Event Center
- stay and enjoy Brookville's Germanfest weekend and the Antique Machinery Show
- Infinit Nutrition Hyrdation Formula at al rest stops
- Live Music at the Finish Line

Register early!  There is a rider limit of 500 and in 2022.

Great Pumpkin Roll Gran Fondo

Start Located At: 734 Main St, Brookville, IN 47012
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Day of ride details:

Registration opens at 7 am
Ride start for the 45 and 65 miles at 8:30 am
Ride start for the 25 miles at 9:30 am
post ride meal at finish line and live music from 11 – 4 pm.

Registration Fees

Ride Pricing

Early Bird until February 28   $50 ( includes ride t-shirt) 

March 1 – June 30     $55 (includes ride t-shirt) 

July 1 – August 31   $60  (includes ride t-shirt) 

September 1 – September 24    $65

Day of Registration    $70 for everyone on September 24


Fully stocked rest stops
Infinit Nutrition hydration
Live music at the finish line
hot post ride meal!


Packet Pickups

Packet Pickup (day of only)

Where: Third Place
    734 Main St, Brookville, IN 47012

When:   Saturday, September 24 @ 6 AM

Adequate Car Parking
Changing Rooms
Registration On the Day
Pre-Packet Pickups
Support for Participants
Route Signposted
First Aid
Emergency Contact No
SAG Wagon
Mechanical Support at Rest Stops
After Party
Downloadable GPS files
Finish Line Chute
Feed / Aid Stations
Post Event Meal(s) Provided As Part of Entry