TREE CITY ROLLING TOUR

Saturday, June 27

REGISTER HERE

Start/Finish Location:

Historical Courthouse Square

150 Courthouse Square, Greensburg, IN 47240

Start Time:

Day of Registration opens at 6:30 AM

A Ride With Purpose.

The Tree City Rolling Tour & Century is an annual cycling event hosted by the Decatur County Family YMCA, welcoming riders of all ages and experience levels to enjoy the scenic backroads of Decatur County. This non-competitive ride offers a relaxed, enjoyable atmosphere with route options designed for a variety of skill levels, from casual riders to seasoned cyclists. Proceeds from the event benefit the YMCA’s Annual Campaign, helping us continue to strengthen individuals, families, and the community as a whole.

Scenic Routes

Ride along the scenic backroads of Decatur County, featuring a mix of flat stretches, rolling hills, and more challenging climbs.

Options for Every Rider

With multiple route distances available, participants can choose the experience that best fits their comfort level, goals, and riding style.

Relaxed Experience

This non-competitive event welcomes riders of all ages and experience levels, creating a fun and encouraging atmosphere throughout the day.

Food & Music

Lunch will be served throughout the day beginning at 11:00 AM, and The Hippie Fingers Band will perform live music from 1:30 PM to 2:30 PM.

Route Maps

Download your preferred route using either Strava or Ride With GPS using the links below.

These maps can be directly saved to your device for easy navigation during the ride.

Perfect for beginners or those looking for a relaxed ride, the 16-mile route offers a peaceful journey through scenic country roads. Expect mostly flat terrain with a few gentle hills - just enough to keep things interesting without being overwhelming. This is a great option for families, casual riders, or anyone wanting to enjoy the ride at an easy pace.

RideWithGPS Map

View Route

Strava Map

View Route

Looking for distance without the intense climbs? This 67-mile option combines the beloved Lake Santee route with the final loop of the Century ride, offering a longer ride with more gradual elevation changes. It’s a great choice for riders who want to challenge their stamina while keeping hills manageable.

RideWithGPS Map

View Route Pt. 1

View Route Pt. 2

Strava Map

View Route Pt. 1

View Route Pt. 2

For those ready to conquer it all. The Century Ride begins with the full Hilly 67-mile route before returning to the courthouse to finish with an additional 34-mile loop. This ride is the ultimate endurance challenge, combining distance, elevation, and mental grit. If you’re looking to push your limits, this is your ride.

RideWithGPS Map

Hilly 67 Mile

34 Mile

Opt. Hilltop Loop

Strava Map

Hilly 67 Mile

34 Mile

Opt. Hilltop Loop

Registration & Pricing

The Tree City Rolling Tour welcomes riders of all ages and experience levels, making it a great fit for both first-time participants and seasoned cyclists. Riders under 18 must be accompanied by a parent or guardian. With multiple route options available, participants can choose the distance that best fits their comfort level, goals, and riding experience.

ADULT REGISTRATION

• April 1 - 30: $45

• May 1 - June 26: $50

• Day of: $60

YOUTH REGISTRATION

• April 1 - 30: $35

• May 1 - June 26: $40

• Day of: $50

OPTIONAL T-SHIRT

• Dri-fit Event Shirt: $15

• Additional $4 for size 2XL & above

REGISTER HERE

Support & Gear

Every Tree City Rolling Tour route includes SAG (Support and Gear) assistance to keep riders safe, supported, and on course throughout the event. Along the route, riders can expect multiple SAG stops with refreshments, snacks, hydration, restroom access at some locations, and on-route safety support teams.

SAG Support

Every Tree City Rolling Tour route includes SAG (Support and Gear) assistance to help keep riders safe, supported, and on course throughout the event. Along the route, riders can expect multiple SAG stops, hydration and snack support, restroom access at select locations, and safety teams available throughout the day.

SAG Stop Closing Times

Please note that SAG stops will close at scheduled times, so riders should plan accordingly:

• Kingston Church - 2:30 PM

• Lake Santee - 12:30 PM

• Hamburg - 1:00 PM

• Enochsburg Hall - 1:30 PM

• Historic Courthouse Square - 5:00 PM

• Gaynorsville - 4:30 PM

• Westport Fire Station - 3:45 PM

Bike Safety

Bicycle helmets are required for all riders. Please obey all Indiana traffic laws, bring a cell phone, and take a photo of your route map before you begin. Routes can also be downloaded through Strava or Ride With GPS. Riders are encouraged to save the SAG contact number in their phone in case of an emergency.

Route Markings

Routes are marked using Dan Henry’s, a circle with a line pointing in the direction of travel. Each route’s markings will match the color of that route’s corresponding wristband. All in-town Dan Henry’s will be painted white.