Century Rides in Oregon
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Oregon.
Cycling in Oregon: Terrain & Route Overview
Oregon is widely celebrated as one of the most progressive and scenic cycling states in the world, featuring the nation's only official State Scenic Bikeway program. Century riders here can pedal beside dramatic Pacific sea stacks on the Oregon Coast Highway, climb volcanic passes around Mount Hood and the Three Sisters in the Cascade Mountains, or tour rolling vineyards in the fertile Willamette Valley. In Central and Eastern Oregon, sunny high-desert routes wind past dramatic basalt canyons in Smith Rock and along the John Day River. The summer and early autumn seasons offer dry, mild weather with long daylight hours. Exceptional cycling infrastructure, thriving craft breweries at every finish line, and unmatched environmental beauty make Oregon a world-class century cycling destination.
Terrain Characteristics: Pacific Coast cliffs, Cascade volcanic passes, Willamette Valley wine country, and high-desert canyons.
Riding Season & Weather: May through October (Year-round coastal routes).
π Oregon Century Rides Map
20 Plotted EventsBlackberry Bramble Century
AugustScenic tour winding along the scenic North and South Umpqua rivers, timberlands, and rolling vineyard country.
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Cancelled |
| Attendance Mode | In-Person (Offline) |
| Date | August |
| Starting Venue | Roseburg Start Hub |
| Location | Roseburg, OR |
| GPS Coordinates | 43.222726, -123.366437 (Google Maps β) |
| Organizer | Blackberry Bramble Century Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Cascade Gravel
π May 22, 2027Experience the magic of Cascade Gravel in beautiful Sisters, Oregon, where every mile takes you from towering alpine forests to sweeping high desert landscapes.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π May 22, 2027 |
| Starting Venue | Sisters, OR |
| Location | Sisters, OR, OR |
| GPS Coordinates | 44.307329, -121.524133 (Google Maps β) |
| Organizer | Breakaway Promotions LLC β |
| Organizer Contact | [emailΒ protected] |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Columbia Century Challenge
π Jun 13, 2026 (6:00 AM β 6:30 PM)Embark on a fully supported cycling adventure through the breathtaking back roads of picturesque Columbia County in NW Oregon.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jun 13, 2026 (6:00 AM β 6:30 PM) |
| End Date | 2026-06-13T18:30:00 |
| Starting Venue | City of Rainier Riverfront Park |
| Location | Rainier, OR |
| GPS Coordinates | 46.064552, -122.967067 (Google Maps β) |
| Organizer | Cycle Columbia County β |
| Organizer Contact | [email protected] |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Crater Lake Century
π Aug 15, 2026A benefit ride for The Klamath Trails Alliance, The Klamath-Lake Counties Food Bank, and the Klamath County Museums, with breathtaking views of the surrounding Cascade mountains and Crater Lake.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Aug 15, 2026 |
| Starting Venue | Fort Klamath Museum |
| Location | Fort Klamath Museum on Crater Lake Highway (Rte 62), OR |
| GPS Coordinates | 42.9446, -122.109 (Google Maps β) |
| Organizer | Crater Lake Century Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Gorge Gravel
π May 02, 2027Gorge Gravel returns in 2027 - every route option takes riders west from Dufur into the foothills of the Cascade Range and through sections of the Mount Hood National Forest.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π May 02, 2027 |
| Starting Venue | Dufur City Park |
| Location | Dufur, OR |
| GPS Coordinates | 45.429099, -121.146797 (Google Maps β) |
| Organizer | Breakaway Promotions β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
High Cascades 100
July100 Miles with an old friend or new one in Bend, Oregon
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Cancelled |
| Attendance Mode | In-Person (Offline) |
| Date | July |
| Starting Venue | Bend Start Hub |
| Location | Bend, OR |
| GPS Coordinates | 44.092788, -121.293632 (Google Maps β) |
| Organizer | High Cascades 100 Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Joyride
π Jun 25 β 27, 2027A women-centric weekend of bikes, natural splendor and belonging.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jun 25 β 27, 2027 |
| End Date | 2027-06-27 |
| Starting Venue | Jasper State Recreation Site |
| Street Address | 85521 Jasper Park Road |
| Location | Pleasant Hill, OR 97455 |
| GPS Coordinates | 43.945816, -122.928487 (Google Maps β) |
| Organizer | Cycle Oregon β |
| Entry Fee | $110 |
| Registration | Direct Registration Link β |
Monster Cookie Metric Century
AprilEarly-season classic touring through scenic farmland, hazelnut orchards, and river crossings of the Willamette Valley.
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Cancelled |
| Attendance Mode | In-Person (Offline) |
| Date | April |
| Starting Venue | Salem / Keizer Start Hub |
| Location | Salem / Keizer, OR |
| GPS Coordinates | 44.958846, -123.075323 (Google Maps β) |
| Organizer | Monster Cookie Metric Century Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Mudslinger Events
AnytimeMudslinger Events offers a variety of cycling and running events across Oregon, including gravel, road cycling, and mountain biking.
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | Anytime |
| Location | Oregon, OR |
| Organizer | Mudslinger Events β |
Oregon Coast Gravel Epic
AprilThe Oregon Coast Gravel Epic is a challenging gravel ride along the Oregon Coast. The ride features a 100-mile route and is open to riders of all skill levels.
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Cancelled |
| Attendance Mode | In-Person (Offline) |
| Date | April |
| Starting Venue | Waldport, OR Start Hub |
| Location | Waldport, OR, OR |
| GPS Coordinates | 44.408497, -124.035053 (Google Maps β) |
| Organizer | Oregon Coast Gravel Epic Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Oregon Gran Fondo
π May 16, 2026One big day in Cottage Grove will bring together cyclists of all skill levels and backgrounds to celebrate the biking community.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π May 16, 2026 |
| Starting Venue | Cottage Grove |
| Street Address | Main Street in Cottage Grove |
| Location | Cottage Grove, OR |
| GPS Coordinates | 43.783934, -123.05291 (Google Maps β) |
| Organizer | Eugene Cascades & Coast β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Pioneer Century
π Jun 13, 2026The Pioneer Century offers great routes whether you seek a social ride or personal best.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jun 13, 2026 |
| Starting Venue | Columbia Distributing |
| Street Address | 2525 SE 1st Avenue |
| Location | Canby, OR 97013 |
| GPS Coordinates | 45.251425, -122.68322 (Google Maps β) |
| Organizer | Portland Bicycling Club β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Real West Gravel
MarchKick off your season in Pendelton, Oregon for the long route at Real West Gravel. The long route is 67.7 miles.
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Cancelled |
| Attendance Mode | In-Person (Offline) |
| Date | March |
| Starting Venue | Pendleton Start Hub |
| Location | Pendleton, OR |
| GPS Coordinates | 45.660535, -118.783104 (Google Maps β) |
| Organizer | Real West Gravel Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Ride the Rogue
π Sep 26, 2026A celebration of cycling with a party, supporting the Rogue River Greenway Trail. Excellent support with refreshments, sag, and mechanical support.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Sep 26, 2026 |
| Starting Venue | Rogue River, Oregon |
| Location | Rogue River, Oregon, OR |
| GPS Coordinates | 42.488889, -123.158726 (Google Maps β) |
| Organizer | Ride the Rogue Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Sasquatch Duro 2027
π Apr 10, 2027 (10:00 AM β 5:00 PM)Round #2 of the Oregon Triple Crown Series, featuring gravel routes (Long Squatch 67 miles and Short Squatch 40 miles) through the backroads of Oregon's wine country.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Apr 10, 2027 (10:00 AM β 5:00 PM) |
| End Date | 2027-04-10T17:00:00-07:00 |
| Starting Venue | West Grant Street |
| Street Address | West Grant Street |
| Location | Carlton, OR |
| Organizer | Mudslinger Events β |
Sasquatch Duro Gravel
π Apr 10, 2027Amazing loop close to PDX & Carlton, Oregon, is a wonderful community.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Apr 10, 2027 |
| Starting Venue | Carlton, OR Start Hub |
| Location | Carlton, OR, OR |
| GPS Coordinates | 45.28593, -123.152346 (Google Maps β) |
| Organizer | Sasquatch Duro Gravel Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Skull 120/60/30 Gravel Grind
π Jun 20, 2026 at 7:00 AMThis is a not-for-profit event supporting the Public Lands of Harney County. The Skull 120/60/30 Gravel Grind route highlights the county's rugged character which sets rural #EasternOregon apart from the rest of the nation.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jun 20, 2026 at 7:00 AM |
| Starting Venue | Burns, Oregon |
| Location | Burns, Oregon, OR |
| GPS Coordinates | 43.51451, -119.050398 (Google Maps β) |
| Organizer | Adventure Harney β |
| Organizer Contact | [email protected] |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
The Art of Survival Century
π May 23 β 24, 2026A supported mixed surface ride through quiet countryside and two national treasures: the Tule Lake National Wildlife Refuge and Lava Beds National Monument.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π May 23 β 24, 2026 |
| End Date | 2026-05-24T00:00:00 |
| Starting Venue | Malin Community Park |
| Street Address | 2nd and Main, Malin, OR 97632 |
| Location | Malin, Oregon & Dorris, California, OR 97632 |
| GPS Coordinates | 42.019502, -121.422121 (Google Maps β) |
| Organizer | The Art of Survival Century Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
The Vineyard Tour
π Oct 01 β 03, 2027A variety of rides to show what the Umpqua Valley has to offer, including 100-mile routes through diverse scenery, vineyards, and bodies of water.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Oct 01 β 03, 2027 |
| End Date | 2027-10-03 |
| Starting Venue | Discovery Garden |
| Location | Umpqua Valley, OR |
| GPS Coordinates | 43.374537, -123.535771 (Google Maps β) |
| Organizer | Umpqua Velo Club β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Tour de Pear
π Apr 25, 2026Pedal for a Cause at the Tour de Pear Bike Event
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Apr 25, 2026 |
| Starting Venue | Medford |
| Location | Medford, OR |
| GPS Coordinates | 42.319293, -122.887011 (Google Maps β) |
| Organizer | Pear Blossom Festival Association β |
| Organizer Contact | protected |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |