Middlebury, IN
4:59 AM
Free – $70
Hosted by
Promoter 20042
Quarter-century tradition rolls through Indiana's countryside with multiple route options mixing peaceful trail sections and country roads. Starting from Das Dutchman Essenhaus in Middlebury, this fundraising ride supports the ongoing development of the Pumpkinvine Nature Trail while treating you to Amish country scenery.
100 mi
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11 categories available
Trail Cruise to Shipshewana
Ride from Middlebury to Shipshewana and back on the Pumpkinvine Nature Trail
$60
$70 after Sep 11Trail Cruise to Goshen
Ride from Middlebury to Abshire Park in Goshen and back on the Pumpkinvine Nature Trail
$60
$70 after Sep 11Trail Cruise to Studebaker Park
New this year, this route takes riders from Middlebury past Goshen, to Studebaker Park in Elkhart on the MapleHeart trail before returning to Middlebury. This route is entirely on multiuse trails.
$60
$70 after Sep 11Pumpkinvine Nature Trail Full Ride
Ride the entirety of the Pumpkinvine Nature Trail! Beginning and ending in Middlebury, tour the whole length of the Pumpkinvine Nature Trail with stops in Goshen and Shipshewana.
$60
$70 after Sep 11The Whole Enchilada - 60 mile trail ride
This 60mi route covers the entirety of the Pumpkinvine Nature Trail as well as heading all the way to Studebaker Park in Elkhart on the Maplehart trail.
$60
$70 after Sep 11Under-12 Rider
Riders under 12 ride free! Bring the whole family!
Free
Southern 40
This 40-mile road route starts on the Pumpkinvine Nature Trail before sampling a mix of multi-use trail, Goshen city roads, and quiet rolling farmland.
$60
$70 after Sep 11Mt. Wawasee Metric
A 63-mile jaunt on both trail and road, featuring the best of southern Elkhart County cycling! New route for 2026!
$60
$70 after Sep 11The B.E.C. (Bike Elkhart Century)
Want to see it all!? Take on this 100-mile route that covers almost the entire county! Proceeds from this route directly support Bike Elkhart County (BEC) in their work to improve cycling in Elkhart.
$60
$70 after Sep 11Under-12 Rider
Riders under 12 ride free! Bring the whole family!
Free
Meal Only - Adult
If you're not planning to ride, but want to join your partner or a friend for the catered Essenhaus meal, this ticket is for you!
$30