πŸ—“ Fall Cycling Season

October Century Rides 2026

Find your next 100-mile or metric century cycling challenge in October. Verified events, route profiles, and regional weather guides.

55 Events This Month
25 Active States
Fall Season Category

October Cycling Conditions & Training Strategy

October offers an unforgettable visual spectacle for century cyclists, as peak autumn foliage blankets the Blue Ridge, Adirondacks, Berkshires, and Ozarks in breathtaking shades of scarlet, amber, and gold. The air is crisp and energizing, and cooler temperatures mean you can push hard without the dehydration stress of midsummer. Century events in October embrace the festive harvest season, featuring aid stations stocked with fresh cider, warm donuts, and local baked treats. Layering is essential: start with thermal arm warmers, wind vests, and light gloves for chilly morning roll-outs, shedding layers as the autumn sun warms the afternoon tarmac. For sheer scenic splendor and crisp, invigorating riding, an October century is an experience every cyclist cherishes.

πŸ“ October Century Rides Across North America

55 Events Plotted

Century Rides in October

Showing 55 events scheduled for October

Cotton Pickin' 100

Alabama
πŸ“ Belle Mina / Mooresville, AL

Fast, flat autumn century hosted by Spring City Cycling Club winding through historic cotton fields.

RoadFlatFastCotton Fields

Fall Foliage Gran Fondo (Huntsville)

Alabama
πŸ“ Huntsville, AL

Late-season scenic tour taking in vibrant fall colors across northern Alabama ridge country.

RoadRollingHillyAutumn

Chino Grinder

Arizona
πŸ“ Chino Valley, AZ

Arizona's oldest and toughest gravel race, traversing 75–95% unpaved terrain, suitable for all ages and experience levels, with multiple distances and a vibrant community celebration at Chino Valley Community Park.

GravelMetric Available100MEndurance

Spa City Cycling Classic

Arkansas
πŸ“ Hot Springs, AR

Scenic route winding past Hot Springs National Park, thermal valley landmarks, and Lake Ouachita.

RoadHillyScenicLakes

3F Century

California
πŸ“ Colusa, CA

A Flat, Fast, and Fun bike ride through the pastoral scenery of Colusa and Sutter Counties with no hills, perfect for riders of all levels.

AlpineMetric Available100M

Bike the Coast

California
πŸ“ Oceanside, CA

A 100-mile ride along historic Highway 101 with breathtaking oceanfront views, celebrating the best of Southern California beaches and surf towns.

100MMetric AvailableAlpine

Cherry Lake Challenge

California
πŸ“ Tuolumne City, CA

Demanding wilderness climbing challenge deep in Stanislaus National Forest leading toward Cherry Lake.

AlpineRemoteClimbsForest

Foxy's Fall Century

California
πŸ“ Davis, CA

Davis Bike Club's beloved autumn classic looping through the rolling Capay Valley and orchard country.

RoadFlatRollingAutumn

Foxy’s Fall Century Ride

California
πŸ“ Davis, CA

Join us for the 2026 Foxy’s Fall Century Ride on Saturday October 17th, 2026, the Davis Bike Club’s popular late-season cycling event. It is often described as the ideal first century ride, it offers challenges, distances, and scenery for riders of all levels.

AlpineMetric Available100M50K

Grizzly Century

California
πŸ“ North Fork, CA

All profit from this event go to fund the Sierra Vista Scenic Byway Association, and features routes spotlighting the Scenic Byway, with options for the Century & Metric Road rides.

AlpineMetric Available100MCHECK ACTIVE

Mount Diablo Challenge

California
πŸ“ Danville, CA

A century cycling event presented by Valley Spokesmen Bicycle Club, benefiting Save Mt Diablo.

Century100MUS

Phil's Cookie Fondo

California
πŸ“ Malibu, CA, CA

Phil's Cookie Fondo is a cycling event in Malibu, CA that features great climbs, ocean air, and perfect weather, with 10,000 gourmet cookies on course.

Gran FondoCookiesMalibu

Sacramento Century Challenge

California
πŸ“ Sacramento, CA

A benefit to Sacramento Children's Home, supporting local children and families, with flat, scenic routes for every rider.

Metric Available100MFamily FriendlyAlpine

Spoketoberfest

California
πŸ“ Oakdale, CA

Enjoy a 14, 37, or 61-mile scenic ride or criterium while raising money for local charities.

CriteriumMetric Available100MCHECK ACTIVE

Tour de Lincoln

California
πŸ“ McBean Park, Lincoln, CA, CA

The Tour de Lincoln is a fundraiser bike ride that offers four courses: 10k, Metric Quarter Century, Metric Half Century, and Metric Century. The Metric Century ride takes you through beautiful oak-covered hills, horse ranches, and vineyards, with challenging climbs and well-stocked rest stops.

Metric CenturyMetric Half CenturyMetric Quarter Century10k

Norfolk CT Tour de Forest and Icebox Gravel

Connecticut
πŸ“ Norfolk, CT, CT

Norfolk CT Tour de Forest and Icebox Gravel is a cycling event with 13 or 30 gravel miles, hosted by Norfolk Rails to Trails Committee on October 17, 2026, in Norfolk, CT.

GravelMetric Available100M

Two Ferry Metric Century

Connecticut
πŸ“ Rocky Hill / Glastonbury, CT

Autumn tour crossing the Connecticut River via historic seasonal ferries and scenic farmland roads.

RoadRollingHistoricFerries

Amish Country Bike Tour

Delaware
πŸ“ Dover, DE

A 40th Annual rain-or-shine, non-refundable event with 16, 25, 50, 62, or 100-mile routes through peaceful, flat Amish countryside, with a catered lunch and entertainment on Legislative Mall in historic downtown Dover, Delaware.

Metric Available100M

Broad Creek BASH

Delaware
πŸ“ Laurel, DE

Join us for our Second Annual 2026 Broad Creek BASH! The ride would not be complete without a stop at our true gem – Trap Pond State Park. You will be wild about us! Wilderness Trails, Wildlife, and quiet adventure awaits!

Metric Available100MAlpine

Monster Mash Century

Delaware
πŸ“ Dover, DE

Fun-themed autumn century winding along flat, low-traffic country backroads in central Delaware.

RoadFlatFastAutumn

Cross Florida Century (Coast to Coast)

Florida
πŸ“ Cocoa Beach to Crystal River, FL

One-day, 165-mile cross-state ride stretching from the Atlantic Ocean to the Gulf of Mexico.

RoadUltraFlatCoast-to-Coast

Gainesville Cycling Festival (Santa Fe / Horse Farm)

Florida
πŸ“ Gainesville, FL

Two-day autumn classic featuring the Santa Fe Century and the scenic Horse Farm Hundred.

RoadCanopy RoadsWeekend100K

Four Columns Century

Illinois
πŸ“ Carbondale, IL

Challenging climbs and rugged autumn scenery through the Shawnee National Forest region.

RoadHillySteepForest

PCC Metric Century Ride

Illinois
πŸ“ Lakeview Shelter at the peninsula, Lake of the Woods Forest Preserve, Mahomet, IL

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.

Metric Available100M

Buffalo Bicycle Stampede

Indiana
πŸ“ Camp Buffalo, Monticello, IN, IN

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.

AlpineMetric Available100M

Great Pumpkin Metric

Indiana
πŸ“ Evansville, IN

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

Metric100M

Hilly Hundred

Indiana
πŸ“ Ellettsville, IN

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

Metric Available100M

Tour de Madison County (Covered Bridges Century)

Iowa
πŸ“ Winterset, IA

Scenic autumn tour visiting the historic covered bridges and limestone ridge roads made famous across Madison County.

RoadRollingCovered BridgesHistoric

Tour de Louisiane (Lake Pontchartrain Loop)

Louisiana
πŸ“ Mandeville / Northshore, LA

Scenic loop along the Tammany Trace and coastal roads surrounding Lake Pontchartrain's Northshore.

RoadTrailFlatLake

Lifeline 100

Maryland
πŸ“ Anne Arundel County, MD

Scenic routes with water views and historic sites, inclusive event offering routes for cyclists of all ages and abilities.

AlpineMetric Available100M

Sea Gull Century

Maryland
πŸ“ Ocean City, MD

The Sea Gull Century is a classic 100-mile ride from Ocean City, Maryland, to Berlin, Maryland, with a metric century option.

100MMetric Available

Tug Valley / Frederick Fall Classic

Maryland
πŸ“ Middletown / Frederick, MD

Late-season ride tackling the scenic ridges, valleys, and autumn foliage of western Frederick County.

RoadHillyAutumnFarmland

Buzzards Bay Watershed Ride

Massachusetts
πŸ“ Westport to Woods Hole, MA

Scenic ride following the windswept coastline, cranberry bogs, and historic seaside villages of Buzzards Bay.

RoadCoastalOcean ViewsRolling

CRW Cranberry Century

Massachusetts
πŸ“ Plymouth, MA

A fall classic with four beautiful rides, passing through cranberry bogs and charming roads in New England. Suitable for riders of all abilities.

Fully-supported100MAlpineMetric Available

Fall Foliage Classic / Autumn Century

Massachusetts
πŸ“ Devens / Wachusett Region, MA

Spectacular autumn ride through the rolling hills and peak fall foliage around Mount Wachusett.

RoadRollingHillyAutumn

Rode To Hell Gravel Bike Race

Michigan
πŸ“ Chelsea, MI

Four distances. One destination. Choose your suffering β€” 22 to 100 miles of pure Michigan gravel adventure.

Gravel100MAlpineMetric Available

Natchez Trace Century

Mississippi
πŸ“ Natchez, MS, MS

The Natchez Trace Century is a 100-mile ride through the rolling hills of the Natchez Trace Parkway. It's a challenging ride with scenic views of the Mississippi River and the Natchez Trace State Park.

Century RideMetric Century100K100M

Ride South Century

Mississippi
πŸ“ Jackson / Ridgeland, MS

Scenic autumn route looping around the Barnett Reservoir and quiet rural Madison County roads.

RoadRollingLakesParkway

Valley of Fire Century

Nevada
πŸ“ Moapa Valley / Overton, NV

Scenic desert century traversing the dramatic fiery red Aztec sandstone formations of Valley of Fire State Park.

RoadRed RocksDesertClimbs

Pinelands Triple Loop Century

New Jersey
πŸ“ Batsto Village / Hammonton, NJ

Tranquil, flat century winding past cedar swamps, cranberry bogs, and historic ironworks in the Pine Barrens.

RoadFlatPine BarrensHistoric

Tour de Pines

New Jersey
πŸ“ Renault Winery, Whitesbog Village, Parvin State Park, Pinelands Alliance, NJ

The Tour de Pines, sponsored by Pinelands Alliance, celebrates Pinelands Month in October. This year we offer four single-day bicycle tours of the New Jersey Pinelands.

Metric100M

Day of the Tread

New Mexico
πŸ“ Albuquerque, NM

A 'Day of the Dead – Halloween, themed bicycling event for cyclists of all ages and skill levels. There is adventure for everyone.

AlpineMetric Available100MGravel

Gila Monster Gran Fondo

New Mexico
πŸ“ Silver City, NM

High-elevation climbing challenge finishing at the historic Gila Cliff Dwellings National Monument.

AlpineGran FondoClimbsNational Forest

Jornada del Muerto Road & Gravel

New Mexico
πŸ“ Truth or Consequences, New Mexico, NM

Ride through the northern Chihuahuan desert in southern New Mexico on a 6-day, 5-night tour with Lizard Head Cycling Guides.

GravelRoad100M

NYC Century

New York
πŸ“ New York City, NY

The NYC Century promises to be a ride to remember. It's a celebration of New York City's vibrant neighborhoods, greenways, and safer streets advocacy community on an open road bike tour.

AlpineMetric Available100M

Cycle North Carolina (Mountains to Coast)

North Carolina
πŸ“ North Carolina, NC

The Cycle North Carolina β€œMountains to Coast” Tour is a fully supported cross-state bicycle tour of North Carolina. The event began its inaugural trek in 1999 and has attracted participants from all 50 states and 8 countries, stopped overnight in over 100 North Carolina towns, traveled more than 5,000 miles on the scenic back roads of North Carolina and passed through nearly 700 North Carolina communities.

MetricCenturySupported

Cycle 66

Oklahoma
πŸ“ Oklahoma, OK

Cycle 66 brings riders, racers, sponsors, and volunteers together for an unforgettable day that supports local charities and preserves the Mother Road for future generations.

Metric100M

The Vineyard Tour

Oregon
πŸ“ Roseburg, OR

Ride through diverse scenery including multiple vineyards and bodies of water. Experience the Umpqua Valley's beauty and charm.

100MWeekendMetric Available

Gran Fondo Hincapie

South Carolina
πŸ“ Greenville, SC

The Gran Fondo Hincapie is more than just a β€œbig ride.” It’s a multi-day cycling celebration with scenic rides, live music, and a family festival with free fun, food, and drinks.

Metric Available100M

Tour de Plantersville & Cultural Tour

South Carolina
πŸ“ Plantersville, SC

A discovery bike ride through historic Georgetown County along its only Scenic Byway

Metric Available100MAlpine

Alpine Loop Gran Fondo

Virginia
πŸ“ Harrisonburg, VA

A classic cycling event with a meaningful charitable connection, presented by the Cancer Journeys Foundation. Mountains worthy of a grand tour, with the character and grit of a classic.

AlpineMetric Available100M

Colonial Virginia Metric Century

Virginia
πŸ“ Williamsburg, VA

Scenic 100 km metric century exploring historic routes

cyclingbike ridemetric centuryhistoric

Culpeper Cycling Century

Virginia
πŸ“ Lenn Park, VA

Culpeper Cycling Century event description not provided.

CenturyMetric Available

Culpeper Cycling Century and Tour

Virginia
πŸ“ Culpeper, VA, VA

Experience the breathtaking beauty of Culpeper County on this 100-mile, 65-mile, or 35-mile cycling event, with route options tailored for every level of cyclist.

100MMetric AvailableAlpine

Will to Ben

Wisconsin
πŸ“ Port Byron, WI, WI

Bike Wisconsin's newest week long tour from the Will B. Rolling statue in Port Byron, IL to the Ben Bikin' statue in Sparta, WI.

Metric Available100M