Century Rides in the Midwest

Join the American Diabetes Association along with your friends, family, and colleagues as we ride in support of people living with diabetes.

Pedal with purpose on a 28- or 50-mile journey along the beautiful and historic Prairie Path and Fox River Trail to raise funds for Kamwenge Secondary and Vocational School in Uganda.

A 100-mile ride through scenic northeastern Illinois and southeast Wisconsin, with 4 different loops and SAG support.

The ride features a delightful route, starting at the Greater Rockton Centre on Main Street in Rockton, Illinois. Plenty of parking, restrooms and food are included to ensure you enjoy the beauty of this spring ride in the country.

Long-standing recreational bike ride with distances ranging from a short family ride to the 100-mile century. Low-trafficked roads, SAG support, well-stocked aid stations and post-ride lunch make for a great day of riding.

The Grand Illinois Bike Tour is a fully supported bike tour that includes overnight stays at hotels, ride navigation, SAG support, refreshment and water stops, and more. The tour explores the Metro East area in SW Illinois, including scenic views of the Mississippi River.

The 52nd Annual “No Baloney Bicycle Ride” on Saturday, August 22, 2026 at a new location! Scenic Peoria County routes, catered lunch, well-stocked food at rest stops, SAG, and Trek Bike Store Technician at venue.

The North Shore Century is a 100-mile ride that takes place on the scenic roads of the North Shore of Lake Michigan. The ride starts and finishes at Fort Sheridan in Lake Forest, Illinois.

A welcoming, non-competitive fall ride for cyclists of different experience levels. Choose a 10-mile beginner group ride, a 40-mile open route, or the full 62.5-mile metric century.

Cycle across the entire state of Illinois in one day, challenging experienced cyclists in peak physical condition.

Cycle across the entire state of Illinois in one day! The RAIL South ride will be approximately 165 miles and travel from St. Louis, MO to Vincennes, IN.

The River to Rail Ride bicycling event is back this year on September 12, 2026. Hosted by the Vermilion County Conservation District, the event will have four routes starting at Kennekuk County Park with all proceeds benefiting the continued development of the Kickapoo Rail Trail.

Experience the Mother Road on Two Wheels Pedal along historic Route 66 from St. Louis to Joliet and discover a scenic journey through quaint Midwestern towns, open farmland, and classic roadside attractions.

100-mile bike ride around the beautiful forest preserve, with multiple breaks and a community atmosphere.

The Swedish Days Ride travels the quiet, scenic and relatively flat paved roads of rural Kane, Kendall and DeKalb counties, meandering through cornfields and through shaded thoroughfares.

Welcome to Tour de Chi! This is the official bike ride to all 77 Chicago Neighborhoods. The route has been carefully crafted with safety and enjoyment in mind. This is an epic Chicago adventure! All participants will be provided phone/GPS route files with route information. For the most part, riders do a great job at sticking together. There will be multiple rest station points along the route providing hydration...

A unique long-distance ride that takes cyclists through three states in one unforgettable day, with miles of lakeside views, welcoming communities, and a smooth, safe, and enjoyable ride from start to finish.

A unique long-distance ride that takes cyclists through three states in one unforgettable day, with miles of lakeside views, welcoming communities, and an extensive network of fully paved bike paths and lightly traveled residential roads.

An exciting annual bicycle ride with fresh and stunning views each year.

A long running grassroots gravel grinder with varied surfaces, rough gravel, and stream crossings.

For the eleventh year, Yellow Chip Road is going SPOOKY! Formerly know as Ill Kanza, this is a long running grassroots gravel grinder starting and ending in Kansas, Illinois. In contrast to the recent trend of making gravel events smoother and easier, our routes remain as gnarly as ever! Expect varied surfaces including some very rough gravel and stream crossings, rolling terrain, and remote scenery. The 104 mile...

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

The B&O Bicycle Tour is a 100-mile ride on the B&O Trail.

A 100K (~62 miles) and a 25-mile ride through the scenic, open roads of Boone County, Indiana.

A weekend built around bikes, trails, community, and raising funds so we can continue to build this place together.

The Buffalo Stampede features five route lengths all coursing in and around the Tippecanoe River valley in the Indiana counties of White, Pulaski, and Cass. The Century ride will also visit Starke County.

A 10-day, 1,000-mile cycling event across Indiana, with daily departures and routes.

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

A 100-mile bike ride through Wabash County, with support stops and a free commemorative shirt.

Dave, Rich, and Friends are embarking on a 100-mile ride on the Indiana Cardinal Greenway Rail Trail on September 19 to raise funds for Dayspring.

Riders compete in this unique self-supported bicycle race to reach a select list of historical cemeteries in and around Hoosier National Forest.

The Dust Bowl 100 presented by Zipp is a century ride that celebrates Indiana's backroads on two wheels, offering three distances (100M, 100K, & 44M) through picturesque landscapes and historic terrain.

The Five Covered Bridges Century is a 100-mile ride that takes you through the rolling hills and scenic countryside of Indiana, featuring five historic covered bridges.

Distances of 10 (family fun ride), 17, 34, 50, 62, & 100 miles

THIS RACE IS IN CONTINUED DEVELOPMENT AND ALL DETERMINATIONS ARE SUBJECT TO CHANGE UNTIL FINALIZED. Prices will increase 1/9/2027 & 3/6/2027 Welcome all near and far, the Frozen Chain Gravel Classic will be having its inaugural race March 2027. Starting on the edge of the Ohio River in Madison, Indiana, experience the quite roads of Southern Indiana. Madison has a host of activities, restaurants, shops, and other...

The original gravel road race in Indiana, with a 100k course featuring a mix of gravel and pavement with challenging climbs.

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

A community bicycle ride and festival event with 50 and 25 mile routes for cyclists of every skill level.

The Harvest 50 Gravel Race is a 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, this race is a favorite among gravel enthusiasts.

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!

A century ride to celebrate the life and indomitable spirit of Marshall 'Major' Taylor, an Indianapolis native, a world champion, and the world's first African-American sports superstar.

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.

A 100-mile ride designed for those 'warming-up' for the bicycling season, with routes for 16, 32, and 63 miles, and assistance provided for riders with breakdowns.

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

An annual scenic autumn cycling event touring northern Indiana's Pumpkinvine Nature Trail, MapleHeart Trail, and surrounding rural Amish country, offering both multi-use paved trail and road routes ranging from family rides to century options.

A one-day one-way ride across Indiana in its 37th year, with a 168-mile course from Terre Haute to Richmond, and a 205-mile extended route.

Cycling Around Kosciusko County Lakes   Since 2011, the Rotary Tour des Lakes has brought together cyclists, families, volunteers, nonprofits, and community organizations for one of Northern Indiana’s most scenic summer traditions.

Two distance options, 25 and 50 miles, with a post-ride meal, music, and a complimentary beer.

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 various tour options, including a 100K Metric Century.

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.

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

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

A 100-mile cycling event to benefit Wabash Valley Race For The Cure, with a group ride, police escorts, and 4 scheduled stops to refuel.

Tour de La Porte is more than a walking, running, and cycling event—it’s a powerful weekend of movement with purpose.

This can be a beautiful, pleasant bike ride around Lake Monroe, or, by a series of poor decisions, you can visit each of the 10 boat ramps to create a very challenging ride.

An annual cycling event exploring the scenic Wabash River and Big Pine Creek watersheds across Tippecanoe, Fountain, and Warren counties with paved and gravel route options ranging from 16 to 101 miles.

A mass-participation cycling event combining Hawkeye pride with fitness and excellence, featuring 25, 60, and 100-mile distance options starting and finishing in the Iowa City / North Liberty area.

RAGBRAI is a multi-day bicycle tour across Iowa, a festival on wheels, and a showcase of Iowa's hospitality.

A two-day cycling adventure through the glacier-carved Mississippi River Valley.

The Turkey Burner will be the final stop of the Big River Gravel Series! The event will take place from Camp Liberty which sits on 245 wooded acres positioned in some of the best gravel riding Iowa has to offer. There are enough cabins on site to sleep 275 riders! We have a rustic heated shelter in case the weather is less than ideal. Last year, riders could not get enough of this venue. After finishing, there...

3 Feet Cycling will once again be offering SAG Support services in Emporia, KS June 6, 2027 supporting the 200-mile and 100-mile events. Our services include local knowledge of the course prior to race day, answering any questions you may have, drop bag services, minor mechanical services, power washer, water, soft drinks, nutrition, cooling towels and encouragement to get you to the finish line. All you need to...

Iconic eight-day cross-state tour across Kansas featuring optional century and metric stages.

The ride now begins and ends from Council Grove High School (129 Hockaday Street), with different route choices available to riders on Saturday, Sunday, and Monday of Memorial Day weekend. Riders can choose to ride all three days or select one or two. There will be long and short routes and both gravel and paved road options–so bring all your bikes! E-bikes are welcome too on all of our routes.

Join us at the historic JM Collingwood Barn, west of Pretty Prairie, Kansas in the beautiful Ninnescah River Valley! The largest barn in Kansas, built in 1913, is a hidden gem and you'll be in awe of its architectural craftsmanship! The routes will head south from the barn into Kingman County this year, exploring the roller hills, bluffs, and open grasslands between Murdock and Kingman. The roads in our area of...

The Mine Creek Gravel Battle offers a fantastic blend of adventure, history, and sport , allowing participants to ride through the historic terrain of the Battle of Mine Creek while also learning about the dramatic events that unfolded there in 1864. For cyclists , it’s a way to test their skills on a challenging and scenic route, while for history buffs , it’s an immersive experience that deepens their...

The Open Range Gravel Race is an ultra-endurance bicycle race through a remote and rugged area of the state. Start time for the 200k race is 8am and there will be a 10 MPH pace cutoff . The distance for the 200k will be between 125 - 132 miles. If you don't think you can maintain a 10 mph average, please feel free to sign up for the 100k+ or the 50ish. The 100k+ starts at 8:30am. The 50ish starts at 9am Pratt...

Welcome to the second Bionic Goat Gravel Ride. Come enjoy a nice ride through beautiful Kansas countryside. There will be plenty of gravel roads and a few challenging crossings (jenky bridges and a creek crossing). Come join us for pizza and drinks at the end of the ride and socialize with fellow riders. There is a playground for the kids and if the weather is warm enough, the splash park should be open as well....

The World’s premier Gravel event in the Flint Hills of Kansas.

2026 I Love Gravel Racing Points Series Everyone, Everywhere, Every distance 3 distance categories Short = 24 miles or less, Mid = 25-49 miles, Long = 50+ miles A different approach to a Points Series. There will be 2 categories, Male and Female, no age group, NO E-BIKES. Must be a GRAVEL RACE. No minimum or maximum number of races. No specific races, but Premier Races benefit the participant with double points....

Join the American Diabetes Association along with your friends, family, and colleagues as we ride in support of people living with diabetes.

The National 24 Hour Cycling Challenge (N24HCC) for 2027 - June 19-20 We had such great fun in Hastings during the revival of the National 24 Hour Challenge event we are returning there again in 2027! I have chosen to slightly rename the event to National 24 Hour Cycling Challenge (N24HCC) to honor the original event name. A big shout out to Scott Daniels owner of Daniels Funeral Home for offering his large and...

Join our annual, one-day bicycle tour held on the last Sunday of September, which takes you through the orchards, forests, and wine country in and around Three Oaks, Michigan.

A recreational and social fun bicycle ride through the farmland and villages of mid-Michigan.

BFK's Fall Bike Celebration offers a cycling experience unlike any other, featuring routes through the beautiful Southwest Michigan and the Amish-Indiana countryside, with a delicious meal at the finish.

A one day road bike ride throughout scenic Manistee and Benzie Counties

Race the setting sun as you cross the mighty Mitten on bicycle – from coast to stunning freshwater coast.

The Cornerstone 100 Lake Erie Bicycle Tour is the signature ride for Monroe County. The ride will take place, rain or shine, on September 12, 2026.

Michigan's annual, fully supported, epic end-of-summer bicycle camping tour.

Dirty 30 Gravel in Saranac, MI featuring organized Imperial Century, Half Century route options.

The Dirty Donut is the first event of its kind to be held on dirt roads. This event has 6 different distances of 4, 16, 26, 42, 62, and 100 miles.

Experience the stunning landscapes of the West Michigan Lakeshore with the 51st Annual Holland 100 bike tour! This exciting event offers cyclists of all levels the chance to explore the Lakeshore’s charming towns and its beautiful surroundings from the breathtaking lakes to picturesque countryside routes.

Features the scenic and varied roads and landscapes of Kalamazoo County. All routes start in the picturesque village of Schoolcraft in southern Kalamazoo County.

The Lakeshore Harvest Ride glides you through the rolling countryside of Southwest Michigan, visiting wineries, cider mills, family farms, orchards, and art studios along the way.

A 2-day, 100 mile bicycle touring event from Chicago to New Buffalo, Michigan.

Pedal through Scenic Leelanau County, enjoy stunning Grand Traverse Bay and Lake Michigan views, and savor a picnic provided by the VI Grill.

Coast to Coast Gravel Grinder June 26, 2027 204-Miler - Au Gres to Ludington 100-Miler - Ludington-Manistee National Forest loop Free training plan if you register before January 21. See below. Race the setting sun as you cross the mighty Mitten — from coast to stunning freshwater coast. In pursuit of rugged adventure, we discovered a route that stitches together fast gravel roads and signature two-tracks,...

Join us for a day of scenic bicycle touring over tree-lined roads or beautiful gravel trails. The routes wind through rural and recreation areas and vary enough to appeal to a broad range of cyclists.

Scenic, low traffic paved and gravel routes with post-ride meal provided by Albion Malleable Brewing Company.

Join us for our 40th Anniversary Tour! A one-day recreational bicycle tour with 4 scenic routes that follow the shoreline of the legendary Torch Lake.