Tree City Rolling Tour
The Tree City Rolling Tour & Century is a beloved annual cycling event hosted by the Decatur County Family YMCA. This non-competitive ride welcomes cyclists of all ages and experience levels to enjoy the scenic backroads of Decatur County while supporting a meaningful cause. Every mile ridden helps strengthen our community through the YMCA’s Annual Campaign.
Ride Details
This event offers a relaxed, enjoyable atmosphere designed for riders who want to soak in beautiful rural Indiana scenery. Participants will travel along lightly-trafficked country roads featuring a mix of flat stretches, rolling hills, and challenging climbs. Multiple routes allow riders to choose the experience that’s right for them:
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16 miles
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34 miles (Lake Santee Route – most popular)
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50 miles
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67 miles (hilly option)
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67 miles (flatter option)
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100-mile Century route
The signature 34-mile Lake Santee Route includes a loop around the stunning 6-mile lake and a stop at a well-stocked SAG station with fresh fruit, watermelon, snacks, music, and restrooms. All routes except the 16 and 50 include a scenic pass around Lake Santee.
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
Strava Map
Support & Gear
Every route includes full SAG (Support and Gear) assistance for rider safety and comfort. Throughout the tour you’ll find:
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Multiple rest stops with refreshments
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Fresh fruit, snacks, and hydration at every SAG
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Music at select stops
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Restroom access at most locations
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On-route safety support teams
After finishing your route, enjoy a complimentary lunch and live music from 11:30 AM–2:30 PM near the historic Courthouse Square.
Event Date
Saturday, June 27, 2026
Start Time:
Day-of registration opens at 6:30 AM
Start/Finish Location:
Historical Courthouse Square
150 Courthouse Square, Greensburg, IN 47240
Who Can Participate?
This event is open to all ages, though riders under 18 must be accompanied by a parent or guardian. The multiple route options make it beginner-friendly while still offering challenges for seasoned cyclists.
Registration & Pricing
