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HomeRide CalendarGreat Pumpkin Roll Gran Fondo

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Great Pumpkin Roll Gran Fondo

Ride Presenters



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.

    • Live Music Friday and all day Saturday!
    • Three brand new routes in 2022!
    • Strava segment TBD
    • cool rider packets at registration
    • see the Village of Spires in Oldenburg 
    • covered bridge in Enochsburg
    • 17 Hoosier Heritage Farms
    • the oldest stone bridge in Indiana dating to pre Civil War
    • Rest stop at Ertel Winery
    • fabulous catered post ride meal by Third Place Tavern and Event Center
    • Infinit Nutrition Hyrdation Formula at all rest stops
    •  make it a weekend and enjoy Brookville's Germanfest weekend and the Antique Machinery Show

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

The Great Pumpkin Roll Gran Fondo features relatively flat terrain over low traveled roads.

There are ride distances of 30, 47, and 60 miles.   Below are the links to the routes.





All registrations include fully stocked rest stops, SAG, route markings and maps and a wonderful post ride meal.

Register by August 31  to score a cool Great Pumpkin Roll Gran Fondo T-shirt

Register Here on BikeReg

Packet Pickup (day of only)

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

When:   Friday, June 24,  4 pm - 8 pm

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 30 miles at 9:30 am
post ride meal at finish line and live music from 11 – 4 pm.

Ride Pricing


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

March 1 – July 5     $55 (includes ride t-shirt) 

July 6 – August 31   $60  (includes ride t-shirt) 

September 1 – September 22    $65

Day of Registration    $70 for everyone on September 24

Register Here on BikeReg

 We are excited to offer these gorgeous new 2022 Great Pumpkin Roll Gran Fondo jerseys.

Last day to order one of these stunningly beautiful jerseys is July 29







Saturday, September 24, 2022, 7:30 AM until 4:00 PM
Third Place
734 Main St
Brookville, IN  47012

(765) 547-1700
Club Event Rides
Registration is not Required
Payment In Full In Advance Only
Helmet is required.

Registration is required on BikeReg at