Great Pumpkin Roll Ride 2025

Schedule

Sat, 27 Sep, 2025 at 08:00 pm

UTC-04:00

Location

734 Main St, Brookville, IN 47012-1447, United States | Brookville, IN

Advertisement
Register here: https://www.bikereg.com/great-pumpkin-roll-ride
Join us for the 14th anniversary Great Pumpkin Roll Ride on September 27, 2025
This is the Brookville’s BIGGEST ANNUAL RIDE, and we roll out the orange (fall) carpet!
In 2024 We hosted cyclists from 12 states, plus Ontario Canada.
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 63 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, 50 miles, and a 63-mile metric route.
Event Proceeds benefit the Whitewater Canal Trail and the Cincinnati Cycle Club Philanthropy Foundation
What you get:
sweet Great Pumpkin Roll Ride cycling socks (if registering before September 1)
cool rider packets at registration
Pre-ride fresh pumpkin rolls from Schmidt Bakery in Batesville, coffee, and juice
Fully stocked rest stops
Infinit Nutrition hydration at all rest stops
On route support (SAG)
Ride with GPS route downloads
Fabulous hot freshly made catered post ride meal by Third Place
Tavern and Event Center
bike through the beautiful Village of Spires in Oldenburg
pedal past the oldest Bar in Indiana
covered bridge in Enochsburg
make it a weekend and enjoy Brookville’s Germanfest weekend and the Antique Machinery Show
Advertisement

Where is it happening?

734 Main St, Brookville, IN 47012-1447, United States

Event Location & Nearby Stays:

Great Pumpkin Roll Ride

Host or Publisher Great Pumpkin Roll Ride

It's more fun with friends. Share with friends

Discover More Events in Brookville

BVFD Annual Reverse Raffle
Sat, 27 Sep at 04:00 pm BVFD Annual Reverse Raffle

900 Mill St, Brookville, IN, United States, Indiana 47012

White's Fall Machinery Auction 2025
Sat, 04 Oct at 09:00 am White's Fall Machinery Auction 2025

6028 Holland Rd, Brookville, IN, United States, Indiana 47012

Monica Ariens Benefit
Sat, 04 Oct at 12:00 pm Monica Ariens Benefit

1290 Fairfield Ave, Brookville, IN 47012-1028, United States

NONPROFIT
The Smithereens in Brookville
Thu, 09 Oct at 07:00 pm The Smithereens in Brookville

Tilles Center - Krasnoff Theater

ART THEATRE
2nd Fall Fest
Fri, 10 Oct at 10:00 am 2nd Fall Fest

8001 Old Blue Creek Rd, Brookville, IN

FESTIVALS FALL-FESTIVALS
Josh Groban in Brookville
Sat, 11 Oct at 08:30 pm Josh Groban in Brookville

Tilles Center Concert Hall

CONCERTS MUSIC
Ghostly Gathering
Fri, 17 Oct at 03:00 pm Ghostly Gathering

7178 Blue Creek Road, Brookville, IN, United States, Indiana 47012

FOOD-DRINKS HALLOWEEN
Great Pumpkin Roll Ride 2025
Sat, 27 Sep at 08:00 am Great Pumpkin Roll Ride 2025

734 Main St, Brookville, IN 47012-1447, United States

TRIPS-ADVENTURES SPORTS
Great Pumpkin Roll Ride 2025
Sat, 27 Sep at 08:00 pm Great Pumpkin Roll Ride 2025

734 Main St, Brookville, IN 47012-1447, United States

TRIPS-ADVENTURES SPORTS

What's Happening Next in Brookville?

Discover Brookville Events