Century Rides in Indiana

A two-day bike tour of the Amish countryside and lakes of northeast Indiana, with routes ranging from 22 to 100 miles, offering smooth, quiet roads and great food.

The 34th Annual B&O Bicycle Tour will showcase portions of the B&O Trail as well as scenic countryside. You may choose from 11-, 15-, 25-, 45- and 62-mile loops.

Join us in the historic city of Lebanon, Indiana for the inaugural Boone County Classic Cycling Event, a 100K (~62miles) and 25-mile ride for recreational riders, racers, and families of all ages.

The Buffalo Bicycle Stampede features five route lengths all coursing in and around the Tippecanoe River valley in the Indiana counties of White, Pulaski, and Cass.

Paved, vehicle-free rail-trail route along the Cardinal Greenway.

A 10-day bicycle ride to raise awareness and funds for survivors of law enforcement officers who have been injured or killed in the line of duty.

Rolling, scenic roads through Kosciusko County and northern Indiana lake country.

A tour of Wabash County, not a race, with routes of 15, 40, 60, 75, and 100 miles, with support stops and amenities.

Join us for a fun-filled day of cycling to support the mission of Dayspring Center for Health and Healing.

Riders compete in this unique self-supported bicycle race through Hoosier National Forest, visiting historical cemeteries and completing checkpoints for time bonuses.

The Dust Bowl 100 is a century ride that takes riders through the picturesque landscapes of Indiana, offering three route options (100M, 100K, and 44M) that provide a unique journey through history and terrain.

A 100 mile road ride through the countryside of Indiana.

Flat 50 (Adams County, IN) is a cycling event held in Adams County, IN with distances of 10, 17, 34, 50, 62, & 100 miles.

The 100k course has about 4300' of climbing, a mix of gravel and pavement with a few miles of trail. Grab some friends and do the all new 2-3p 100k Relay with segments of 16-24ish miles.

The 44th Annual Great Pumpkin Metric is a metric century ride on Sunday, October 4, 2026.

The Hancock Flat 50 is a community bicycle ride and festival event taking place on August 29, 2026 in Greenfield, IN and surrounding areas. Come for the ride and stay for the after party with food trucks, craft beer, live music, and a recovery zone.

The Harvest 50 Gravel Race is hard, fast, and exhilarating ride through the scenic countryside of Boone County, Indiana, known for its top-notch organization, outstanding SAG stops, and a challenging yet rewarding course.

Challenging climbs and ridge views across Southern Indiana.

Join us for the Hilly Hundred Weekend, a three-day cycling event in October. Ride through the rolling hills of Indiana with us!

Join us as we head southeast from Indianapolis on brand-new scenic routes designed to challenge your legs and lift your spirit.

Central Indiana's premier endurance cycling event featuring 25-Mile, 62-Mile (100km), and 100-Mile Century routes across signature greenways and open country roads.

Join us for the first ride of the season, the Teays River 100K in celebration of International Women’s Day: We Ride Together. This is a 100% paved route taking cyclists through farmlands and creek valleys in Warren, Fountain, and Tippecanoe counties along the Wabash River.

Mostly flat route held alongside the annual Blueberry Festival.

The Orchard Country Bicycle Tour is a family-friendly century ride with routes designed for all skill levels, featuring scenic areas of the city and county, with assistance and amenities provided.

A celebration of cycling and the growing cycling-scene in Putnam County, including beautiful country roads, challenging hills, stunning lake views, and murals galore!

Paved route through northern Indiana farmland and heritage rail trails.

Ride on the Pumpkinvine Nature Trail, a 17-mile multi-use paved trail, and explore the scenic farmland of northern Indiana. Choose from various routes, including a 100-mile century ride that covers almost the entire county.

The Ride Across Indiana (RAIN) is a 100-mile ride that takes you through the rolling hills of Indiana. The ride starts in Indianapolis and takes you to the Ohio River, then back to the city.

A community cycling event taking place in July, featuring scenic routes around Kosciusko County lakes and shaded country roads.

This fun event will have two distance options, 25 miles and 50 miles, with post-ride meal and awards.

Come tour north-central Indiana on your bicycle! Over 40 years and still rolling, 2027 marks the 42nd annual Sizzling ride! Setting out from Kokomo, multiple bike event routes (approximately 40, 60 & 80 mile routes) are available including a 100-mile century bicycle tour.

Cycle your way into Spring with this 100K Metric Century ride, as well as 47-mile, 33-mile, 18-mile, and 6-mile tour options, with a variety of activities and amenities for all participants.

Hosting a 5k Run/Walk and 10, 40, 60 and 100 mile bike rides to raise funds for Mental Health and Substance Abuse Treatment for those in Northwest Indiana that are in need and cannot afford the treatment

Celebrate 2026 with a bicycling odyssey across the rolling hills of Dubois County. The annual Strassenfest Bicycle Ride offers FOUR routes of approx. (12, 20, 50, and 65 mi) to challenge riders of all experience levels.

The Subaru CASA Cycling Challenge is an extreme cycling event that allows individuals and teams to test their endurance over a 24-hour period while raising funds for children in need.

A flat to gently rolling course that will take you past or through several north central Indiana landmarks. This is traditionally a very HOT ride so bring plenty of water!

Event proceeds benefit the Whitewater Canal Trail and the Cincinnati Cycle Club Philanthropy Foundation

Northeast Indiana rural roads hosted by the 3RVS cycling club.

The 10th annual Tour de Komen is a 100-mile cycling event to benefit Wabash Valley Race For The Cure, taking place on September 19th, 2026, through Fishers, Carmel, Zionsville, and Terre Haute.

Rolling paved roads and scenic lake views in northwest Indiana.

The Tour de Ramps is an annual century ride around Lake Monroe, with options to make it more challenging by visiting each of the 10 boat ramps. The event supports local cycling and a charity partner, Friends of Lake Monroe.

Loops exploring the People Trail network and rural Bartholomew County roads.

Rolling paved roads and gravel options along the Wabash River corridor.