May Century Rides 2026

Charming rural route exploring historic downtown Athens, antebellum homes, and Limestone County farmland.

The Dirty Deluxe Dirt Road Century is a fundraiser for the Alabama Animal Rescue Resource Foundation, benefitting the Chattahoochee Humane Society, with a festival-like finish featuring local breweries, food trucks, live music, and family-friendly fun.

Rugged elevation profiles traversing the Boston Mountain range and steep Ozark switchbacks.

Annual spring century hosted in Bike City USA touring the flat, scenic farm roads and orchards of Yolo and Solano counties.

Historic double century covering 200 miles across northern California valleys, lakes, and mountain passes.

The Grizzly Peak Century is a cycling event with four paved routes and two gravel routes, including a 100-mile road route and a 100-kilometer gravel route. The event features electronic navigation, rest stops, SAG vehicle support, and a post-ride barbecue.

Experience the thrill of long-distance cycling through the picturesque landscapes of Indian Valley, North Arm, Genesee Valley, and Antelope Lake.

The 100-mile ride is part of a family-friendly event that offers routes for all skill levels, including a 28-miler and a 100km option, passing through vineyards, redwoods, and orchards, with full support and a finish-line feast.

A premier criterium-style bike race with a 3.2-mile time trial, professional and amateur racing, and a scenic Gran Fondo ride through the Brandywine Valley and Delaware's cultural attractions.

The 3rd Annual Bike City Century Ride is a scenic ride on the Withlacoochee State Trail in West Central Florida, with multiple SAG stops and a commemorative finisher award for century riders.

Scenic metric ride exploring the cooler elevation, eucalyptus groves, and farmland slopes of Upcountry Maui.

The ride features a delightful route, starting at the Greater Rockton Centre on Main Street in Rockton, Illinois. Three routes are available: 64-Mile Ride, 45-Mile Ride, and 32-Mile Ride.

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.

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

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.

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

A 3-day bike tour in the Flint Hills of Kansas, with different route choices and options for riders of all ages.

The Horsey Hundred is a premier cycling event in Kentucky that offers five route choices, ranging from 26 to 103 miles, through the beautiful Bluegrass Region, featuring horse farms, stone fences, rivers, and historic towns.

First chance of the year to put in big mileage, scenic ride up into some of New Hampshire's quiet roads, bringing you along the riverbanks and back to Massachusetts.

Challenging 204-mile and 100-mile gravel race/ride linking Lake Huron to Lake Michigan.

Le Grand du Nord is one of the most spectacular gravel courses in the United States. Beginning in downtown Grand Marais, riders will quickly leave the shores of Lake Superior as they head into the Sawtooth Range.

Scenic ride connecting the paved Root River State Trail network with rolling Driftless country backroads.

Spring classic showcasing blooming dogwoods and rolling countryside across southwest Missouri.

Remote gravel century passing through Cathedral Gorge State Park and expansive Great Basin valleys.

A 30-mile, 45-mile, 60-mile, and 20-mile ride with a fully supported rest stop and bio break opportunities.

A weekend-long celebration featuring challenging courses that showcase Santa Fe's extraordinary cycling community, with scenic views of the Ortiz Mountains and the Galisteo basin.

Choose from 5 routes: 13, 40, 50, 70, or 100 miles. Ride rain or shine with optional rain insurance. Helmets mandatory.

One-day challenge that takes riders from Spartanburg, SC to the top of the highest peak in the East, Mt. Mitchell.

Experience LAND Cart 0 Sign In My Account #SaveTheMDH Donate Volunteer Sponsors Races News About LAND SHOP Back All Races MDH BUCK-FIFTY Badlands Gravel Battle Maah Daah Hey Trailrun Maah Daah Hey 100 MTB Come GRIND across 120 miles, and ROLL over 8,600 ft of elevation gain on the fast and rugged red scoria roads that crosshatch the BADLANDS of western North Dakota.

Join the Dayton Cycling Club for our annual cycling celebration of spring, with distances of 32, 50, 70, or 100 miles, featuring snack stops, SAG service, and a delicious post-ride lunch.

A 100K cycling event to raise support for the City Mission's low-barrier shelter, Martha's Home, and recovery and stabilization programs that help individuals and families move from survival to stability.

A traditional club century ride (100 miles) for over 30 years, offering a challenge due to hills and possible wind, with routes passing through Lorain and Ashland counties.

One of the longest-running cycling events in the country, offering a weekend of great roads, shared stories, and community, with routes ranging from flat trail riding to challenging loops.

The Cascade Gravel is one of the most scenic and diverse gravel events in the country, providing an amazing ride through the Central Oregon high desert and Cascade Mountain Range.

One big day in Cottage Grove will bring together cyclists of all skill levels and backgrounds to celebrate the biking community. On the third Saturday of May, cyclists will bike distances of 100 miles in the Gran Fondo, or 70 miles in the Medio Fondo.

A supported mixed surface ride through quiet rural roads, exploring Southern Oregon’s Klamath Basin and Northern California’s Tulelake Basin and Butte Valley region, with informational rest stops highlighting local geology, cultural history, geography, and environmental issues.

Touring the birthplace of the American Industrial Revolution along the scenic Blackstone River and canal paths.

Rolling century through the tranquil farm roads, rivers, and historic battlefield country of York and Chester counties.

Conquers three iconic mountain ascents across Tennessee, Alabama, and Georgia around the Tennessee River Gorge.

Continuous car-free feel following the northernmost reaches and double-arch bridge of the Natchez Trace Parkway.

The Cap2Cap is the annual bike ride fundraiser for the Virginia Capital Trail Foundation, featuring four distance options along the scenic and historic Virginia Capital Trail.

Notoriously punishing climbing challenge offering imperial century and double metric routes finishing atop Mountain Lake.

A premier mountain challenge offering imperial century

The Tour de Madison is an annual cycling event held in Madison, Virginia, benefiting the Madison County Parks and Recreation Authority. The event features three route options: a Metric Century (65 miles), an Intermediate Route (45 miles), and a relaxed Family Ride, which can be as long or short as desired.

This ride offers a variety of fun, scenic and challenging tours for every level of rider.

The Chippewa Valley Century Ride is a non-profit cycling event that showcases the stunning scenery of Chippewa County. Choose your challenge with 35, 50, 75, or 100-mile routes winding through picturesque farmland, along the Chippewa and Flambeau Rivers, past Lakes Wissota and Holcombe, and through the unique kettle moraine topography of the Chippewa County Forest.