Century Rides in Wisconsin
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Wisconsin.
Cycling in Wisconsin: Terrain & Route Overview
Wisconsin is a heartland cycling paradise, renowned for pristine dairy farmland, scenic glacial geology, and an enthusiastic cycling culture. In southwestern Wisconsin, the famous Driftless Area escaped the smoothing effects of ancient glaciers, creating a dramatic labyrinth of steep limestone bluffs, twisting river valleys, and quiet rural backroads with severe, punchy climbs. To the northeast, Door County offers a tranquil peninsula ride along Lake Michigan and Green Bay shorelines, passing cherry orchards, lighthouses, and seaside villages. Events like the Dairyland Dare challenge riders with massive elevation gains, while centuries across the northwoods wind through pine forests and past glacial lakes. With smooth country roads, cheese-and-beer-fueled finish line festivities, and fantastic volunteer crews, Wisconsin is a premier century state.
Terrain Characteristics: Driftless Area unglaciated bluffs, Door County coastal peninsula, and northwoods lake country.
Riding Season & Weather: May through October.
π Wisconsin Century Rides Map
12 Plotted EventsBadger Challenge
π Sep 27, 2026 (7:00 AM β 12:00 PM)This scenic century ride is the perfect challenge for cycling enthusiasts. You'll experience a breadth of quintessentially Wisconsin settings, including farmsteads with grazing cattle, charming lake views, shady woodlands and rolling fields.
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 27, 2026 (7:00 AM β 12:00 PM) |
| End Date | 2026-09-27T12:00:00 |
| Starting Venue | UW Health Eastpark Medical Center |
| Street Address | 4621 Eastpark Blvd |
| Location | Madison, WI 53718 |
| GPS Coordinates | 43.073, -89.3817 (Google Maps β) |
| Organizer | Badger Challenge β |
| Entry Fee | $130 |
| Registration | Direct Registration Link β |
BayCare Clinic Century
π Jun 01, 2026Ride from Green Bay to Lake Michigan and back. The BayCare Clinic Century bicycle tour is one of the most popular cycling events in Northeast Wisconsin, with more than 500 registered riders in 2026.
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 01, 2026 |
| Starting Venue | BayCare Clinic headquarters, 1035 Kepler Drive |
| Street Address | 1035 Kepler Drive |
| Location | Green Bay, WI |
| GPS Coordinates | 44.485313, -88.016868 (Google Maps β) |
| Organizer | BayCare Clinic Foundation β |
| Organizer Contact | [email protected] |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Bike Northwoods Tour
π Jul 04 β 10, 2026Cycling between 150 to 300 miles on serene, lightly traveled roads surrounded by nature.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jul 04 β 10, 2026 |
| End Date | 2026-07-10 |
| Starting Venue | Manitowish Waters |
| Location | Manitowish Waters, WI |
| GPS Coordinates | 46.123909, -89.830767 (Google Maps β) |
| Organizer | Bike Wisconsin β |
| Organizer Contact | E-Mail Us |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Chippewa Valley Century Ride
π May 23 β 24, 2026A 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.
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 | 2026-05-24T10:00:00 |
| Starting Venue | Northern Wisconsin State Fairgrounds |
| Street Address | 225 Edward St |
| Location | Chippewa Falls, WI 54729 |
| GPS Coordinates | 44.932202, -91.384376 (Google Maps β) |
| Organizer | Chippewa Valley Century Ride Foundation β |
| Organizer Contact | null |
| Entry Fee | $65 |
| Registration | Direct Registration Link β |
| Event Media | View Image / Banner β |
Dairyland Dare
π Jul 31, 2027 (6:15 AM β 6:00 PM)Experience the thrill of the Dairyland Dare Bike Ride in the breathtaking hills of southwest Wisconsin. Set in terrain untouched by glacial flattening, the Dairyland Dare delivers some of the most challenging riding in the Midwest, steep forested ridges, deep river valleys, and unforgettable climbs.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jul 31, 2027 (6:15 AM β 6:00 PM) |
| End Date | 2027-07-31T18:00:00 |
| Starting Venue | Dodgeville, WI |
| Street Address | 53533 |
| Location | Dodgeville, WI, WI 53533 |
| GPS Coordinates | 42.969779, -90.140433 (Google Maps β) |
| Organizer | Incredible Bank β |
| Entry Fee | $110 |
| Registration | Direct Registration Link β |
Door County Century
π Sep 12, 2027The Door County Century is a scenic cycling event welcoming 3,000 riders each year to the Door County peninsula. Choose from four course lengths: 30, 50, 70 or 100 miles.
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Sep 12, 2027 |
| Starting Venue | Door County |
| Location | Door County peninsula, WI |
| GPS Coordinates | 44.84384, -87.375311 (Google Maps β) |
| Organizer | Bay Shore Bicycle Club β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Horribly Hilly Hundreds
π Jun 13, 2026One of the Midwest's toughest challenges for the serious cyclist, with up to 10,000 feet of elevation gain.
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 | Blue Mound State Park |
| Location | Blue Mound State Park, WI |
| GPS Coordinates | 43.0174, -89.832 (Google Maps β) |
| Organizer | Friends of Blue Mound State Park β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Peninsula Century Spring Classic
π Jun 19, 2027The ride features four routes: a 30-mile, 50-mile, Metric Century, and Century that weave along Northern Door Countyβs beautiful back roads, along the shoreline, and past iconic landmarks.
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 19, 2027 |
| Starting Venue | Horseshoe Bay Farms |
| Street Address | 8142 HWY 57 |
| Location | Door County, WI 54202 |
| GPS Coordinates | 45.0503, -87.2792 (Google Maps β) |
| Organizer | Peninsula Century Spring Classic β |
| Organizer Contact | [emailΒ protected] |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Ride Across Wisconsin
π Jul 11, 2026Ride Across Wisconsin attracts cyclists from around the country and the world.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jul 11, 2026 |
| Starting Venue | Phoenix Park |
| Street Address | 330 Riverfront Terrace |
| Location | Eau Claire, WI |
| GPS Coordinates | 44.783972, -91.487686 (Google Maps β) |
| Organizer | Bike Fed β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Scenic Shore Bike Tour
π Jul 25 β 26, 2026Join the Scenic Shore Bike Tour along the picturesque shoreline of Lake Michigan in Wisconsin. Choose your distance - 25, 75, 100, or 150 miles - and know that every pedal helps advance our mission to cure blood cancer.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Jul 25 β 26, 2026 |
| End Date | 2026-07-26T00:00:00 |
| Starting Venue | Concordia University |
| Street Address | Concordia University in Mequon |
| Location | Concordia University in Mequon, WI |
| GPS Coordinates | 43.236389, -87.984444 (Google Maps β) |
| Organizer | Blood Cancer United β |
| Entry Fee | $100 |
| Registration | Direct Registration Link β |
The Sadistic Century
π Aug 15, 2026A fun and challenging road bicycle ride on hilly, smooth, quiet roads in Western Wisconsin. Routes include 200 km, 100 mile, 100 km, 60 km and 50 km lengths with three distinct rest stops mainly in Dunn County, Wisconsin.
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 | Dunn County Recreation Park |
| Street Address | 620 17th St |
| Location | Menomonie, WI 54751 |
| GPS Coordinates | 44.87182, -91.92651 (Google Maps β) |
| Organizer | The Sadistic Century Organizing Committee β |
| Organizer Contact | [email protected] |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Will to Ben
π Oct 03 β 09, 2026Bike Wisconsin's newest week long tour from the Will B. Rolling statue in Port Byron, IL to the Ben Bikin' statue in Sparta, WI!
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Oct 03 β 09, 2026 |
| End Date | 2026-10-09 |
| Starting Venue | Port Byron |
| Location | Port Byron, WI |
| GPS Coordinates | 43.78444, -88.787868 (Google Maps β) |
| Organizer | Bike Wisconsin β |
| Organizer Contact | E-Mail Us |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |