Century Rides in Maryland
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Maryland.
Cycling in Maryland: Terrain & Route Overview
Known as 'America in Miniature,' Maryland packs an astonishing range of cycling environments into its borders. On the Eastern Shore, flat, paved farm roads skirt the marshy estuaries of the Chesapeake Bay, offering calm, wind-favored centuries like the famous Seagull Century in Salisbury—one of the largest and most beloved recreational 100-milers in the nation. To the west, the Piedmont region features manicured horse farms and rolling terrain, while Western Maryland challenges serious climbers with steep Appalachian ascents through Garrett and Allegany counties. With long spring and autumn seasons, excellent road infrastructure, and century aid stations serving fresh Chesapeake seafood and local treats, Maryland is a staple on the East Coast endurance cycling calendar.
Terrain Characteristics: Chesapeake Bay coastal plains, rolling Piedmont horse country, and Western Appalachian ridges.
Riding Season & Weather: April through June & September through November.
📍 Maryland Century Rides Map
6 Plotted EventsCivil War Century
📅 Sep 19, 2026A ride for everyone – Earn bragging rights on the long and mountainous routes, look at the mountains on the mid-length routes, or enjoy a short scenic tour.
⚡ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Sep 19, 2026 |
| Starting Venue | Thurmont |
| Location | Thurmont, MD |
| GPS Coordinates | 39.606576, -77.405114 (Google Maps ↗) |
| Organizer | Civil War Century Organizing Committee ↗ |
| Entry Fee | $75.00 (early bird), 80.00, 85.00, 90.00 |
| Registration | Direct Registration Link ↗ |
Icicle Metric
📅 Apr 11, 2026 (7:30 AM – 4:00 PM)Choose from 3 routes of varying distances of approximately 13, 24 and 31 miles or combine them to get up to 68 miles covering moderately hilly terrain in the areas west and north of Newark, Delaware.
⚡ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Apr 11, 2026 (7:30 AM – 4:00 PM) |
| End Date | 2026-04-11T16:00:00 |
| Starting Venue | Cherry Hill Middle School |
| Street Address | 2535 Singerly Road |
| Location | Cherry Hill Middle School — Elkton MD, MD 21921 |
| GPS Coordinates | 39.626434, -75.84584 (Google Maps ↗) |
| Organizer | White Clay Bicycle Club ↗ |
| Organizer Contact | [email protected] |
| Entry Fee | $30 |
| Registration | Direct Registration Link ↗ |
Ride Ocean City
📅 Mar 28 – 29, 2026A weekend of bicycle riding events, with Saturday's inaugural OC Criterium Race, followed by a casual bike tour on Sunday.
⚡ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Mar 28 – 29, 2026 |
| End Date | 2026-03-29T09:00:00 |
| Starting Venue | Ocean City Park and Ride |
| Street Address | 12848 Ocean Gateway |
| Location | Ocean City Park and Ride, MD 21842 |
| GPS Coordinates | 38.3365, -75.0849 (Google Maps ↗) |
| Organizer | Ride Ocean City Organizing Committee ↗ |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
Sea Gull Century
📅 Oct 03, 2026Sea Gull Century is a nationally acclaimed bicycling event, beginning and ending on the campus of Salisbury University. Cyclists departed campus for three optional routes, 40 miles, 63 miles or 100 miles, across the Lower Eastern Shore.
⚡ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Oct 03, 2026 |
| End Date | 2026-10-03T17:00:00 |
| Starting Venue | Salisbury University |
| Street Address | Bateman and Wayne streets |
| Location | Salisbury, MD |
| GPS Coordinates | 38.362996, -75.592238 (Google Maps ↗) |
| Organizer | The SU Foundation, Inc. ↗ |
| Organizer Contact | [email protected] |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
Sugarloaf Century
JulyA century on the nose to the mountain closest to D.C. It’s quite a small mountain, but you’ll definitely be able to tell when you’re climbing it. Plenty of flattish parts, with rollers mixed in, especially the further out one rides from the District.
⚡ 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 | D.C. Start Hub |
| Location | D.C., MD |
| GPS Coordinates | 39.2618, -77.3886 (Google Maps ↗) |
| Organizer | Sugarloaf Century Organizing Committee ↗ |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
The Civil War Century
📅 Sep 19, 2026A ride for everyone – Earn bragging rights on the long and mountainous routes, look at the mountains on the mid-length routes, or enjoy a short scenic tour.
⚡ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Sep 19, 2026 |
| Starting Venue | Thurmont |
| Location | Thurmont, MD |
| GPS Coordinates | 39.606576, -77.405114 (Google Maps ↗) |
| Organizer | The Civil War Century Organizing Committee ↗ |
| Entry Fee | $75.00 (early bird), 80.00 (July 1st), 85.00 (August 1st), 90.00 (September 1st) |
| Registration | Direct Registration Link ↗ |