Century Rides in South Dakota
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across South Dakota.
Cycling in South Dakota: Terrain & Route Overview
South Dakota is home to some of the most dramatic and historic landscape features in North America. In the western portion of the state, the Black Hills rise majestically above the plains, offering paved century routes winding through towering granite spires, dense ponderosa pines, and past monumental landmarks like Mount Rushmore and Crazy Horse Memorial. The George S. Mickelson Trail provides a 109-mile rail-trail corridor through the heart of the hills. Further east, riders can explore the other-worldly terrain of Badlands National Park or roll across the vast, golden agricultural expanses flanking the Missouri River. Long summer days, crisp mornings, and low traffic density make South Dakota an exhilarating, bucket-list century adventure.
Terrain Characteristics: Black Hills granite peaks and pine forests, Badlands dramatic formations, and Missouri River plains.
Riding Season & Weather: May through September.
📍 South Dakota Century Rides Map
5 Plotted EventsMadTown Bike Jam ($10,000 Prize Purse)
📅 May 29 – 30, 2027Join us in MadTown (Madison, SD) for our Inaugural Bike Jam. This event will raise money to beautify Downtown Madison with the start and finish happening on our main street. Did we mention an epic finish line will be set up…..you'll have to register to experience it.
⚡ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Qualified Distances | 🏔️ Imperial Century (100 mi)⏱️ Metric Century (62 mi) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 May 29 – 30, 2027 |
| End Date | 2027-05-30 |
| Street Address | 315 Egan Ave S |
| Location | Madison, SD 57042 |
| GPS Coordinates | 44.002563, -97.114635 (Google Maps ↗) |
| Organizer | Madison Regional Health System ↗ |
| Entry Fee | $40 - $75 |
| Registration | Direct Registration Link ↗ |
Pine Island-Gravel Odyssey
📅 Jun 12, 2027Please read over all information regarding the race: Schedule of events, refund/transfer policy, support crew and other important information on our website at www.pineislandgravel.com. If you plan on camping in the City Park right next to the start/finish venue, make sure to make your reservation now to guarantee a spot.
⚡ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Qualified Distances | 🏔️ Imperial Century (100 mi)⏱️ Metric Century (62 mi)⚡ Half Century (50 mi) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Jun 12, 2027 |
| Street Address | 119 S Canyon Street |
| Location | Spearfish, SD 57783 |
| GPS Coordinates | 44.482923, -103.860216 (Google Maps ↗) |
| Organizer | Ridge Rider Racing LLC ↗ |
| Entry Fee | $95 - $250 |
| Registration | Direct Registration Link ↗ |
Ride Across South Dakota
📅 Jun 13 – 18, 2027An annual bicycle ride to enjoy the beautiful scenery and hospitality of South Dakota, the “Land of Infinite Variety.”
⚡ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Qualified Distances | 🏔️ Imperial Century (100 mi)⏱️ Metric Century (62 mi)🗺️ RWGPS Map (2) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Jun 13 – 18, 2027 |
| RWGPS Telemetry | Interactive Route Map (2) → • Send to Wahoo/Garmin ↗ • GPX ⬇ • TCX ⬇ |
| End Date | 2027-06-18 |
| Starting Venue | Outlaw Ranch |
| Location | South Dakota, SD |
| GPS Coordinates | 43.969515, -99.901813 (Google Maps ↗) |
| Organizer | RASDak ↗ |
| Organizer Contact | email protected |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
Ridge Rider Dual
📅 Jun 12, 2027The Ridge Rider Dual Consists of 2 races: The 100 mile Pine Island Gravel Odyssey and the 50 mile Dakota Five-O. Limited to 100 participants! Registration will be open from October 1st through March 15th. Please understand there are no refunds once you sign up for this race. If you sign up for this event you are committed to doing both events, so this is a risk you will have to be willing to take! The bonus...
⚡ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Qualified Distances | 🏔️ Imperial Century (100 mi)⚡ Half Century (50 mi) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Jun 12, 2027 |
| Street Address | Spearfish SD |
| Location | Spearfish, SD 57783 |
| GPS Coordinates | 44.490817, -103.85937 (Google Maps ↗) |
| Organizer | Ridge Rider Racing, LLC ↗ |
| Entry Fee | $275 |
| Registration | Direct Registration Link ↗ |
WHEELIN' TO WALL
📅 Sep 25, 2027Gravel Long Course: Total Distance 64 miles. https://ridewithgps.com/routes/48374062 Event Start | 9 AM MDT | Start and end is 511 Glen Street, Wall, SD. Course Estimated Ride Time 4 - 7 hours If you enjoy the quiet rush of open roads and endless skies, the long course is for you. Starting and ending in Wall, it saves the best views for last. Self-serve aid stations offer water and snacks, with maps and...
⚡ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Qualified Distances | ⏱️ Metric Century (62 mi)🗺️ RWGPS Map (4) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Sep 25, 2027 |
| RWGPS Telemetry | Interactive Route Map (4) → • Send to Wahoo/Garmin ↗ • GPX ⬇ • TCX ⬇ |
| Street Address | 511 Glenn St |
| Location | Wall, SD 57790 |
| GPS Coordinates | 43.99248, -102.239325 (Google Maps ↗) |
| Organizer | Wheelin' to Wall ↗ |
| Entry Fee | $75 |
| Registration | Direct Registration Link ↗ |