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 Salisburyβone 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.
π Maryland Century Rides Map
8 Plotted EventsCivil War Century
π Sep 19, 2026A ride for everyone β Earn bragging rights on the long and mountainous routes, look at the mountains on the mid-length routes, or enjoy a short scenic tour.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Qualified Distances | ποΈ Imperial Century (100 mi)β±οΈ Metric Century (62 mi) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Sep 19, 2026 |
| Starting Venue | Thurmont |
| Location | Thurmont, MD |
| GPS Coordinates | 39.606576, -77.405114 (Google Maps β) |
| Organizer | Civil War Century Organizing Committee β |
| Entry Fee | $75.00 (early bird), 80.00, 85.00, 90.00 |
| Registration | Direct Registration Link β |
Gran Fondo Maryland, p/b Ourisman Automotive Group, a SENA Gran Fondo National Series event
π Sep 12, 2027Most up to date details available at https://www.granfondonationalseries.com/gran-fondo-maryland GRAN FONDO MARYLAND & 2026 GRAN FONDO NATIONAL CHAMPIONSHIPS Presented by OURISMAN AUTOMOTIVE GROUP Frederick, MD Sunday, September 20, 2026 CLICK HERE TO ADD TO YOUR GOOGLE CALENDAR Gran Fondo National Championships riders start at 8:00AM Gran Fondo riders (Gran, Medio, Piccolo) start at 8:30AM Benefiting: Linganore...
β‘ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Qualified Distances | ποΈ Imperial Century (100 mi)β±οΈ Metric Century (62 mi) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Sep 12, 2027 |
| Street Address | 500 Fleming Ave |
| Location | Frederick, MD 21701 |
| GPS Coordinates | 39.415893, -77.420748 (Google Maps β) |
| Organizer | Gran Fondo National Series β |
| Entry Fee | $120 - $170 |
| Registration | Direct Registration Link β |
Icicle Metric
π Apr 11, 2026 (7:30 AM β 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.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Qualified Distances | ποΈ Imperial Century (100 mi)β±οΈ Metric Century (62 mi)πΊοΈ RWGPS Map (2) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Apr 11, 2026 (7:30 AM β 4:00 PM) |
| RWGPS Telemetry | Interactive Route Map (2) → β’ Send to Wahoo/Garmin β β’ GPX β¬ β’ TCX β¬ |
| End Date | 2026-04-11T16:00:00 |
| Starting Venue | Cherry Hill Middle School |
| Street Address | 2535 Singerly Road |
| Location | Cherry Hill Middle School β Elkton MD, MD 21921 |
| GPS Coordinates | 39.626434, -75.84584 (Google Maps β) |
| Organizer | White Clay Bicycle Club β |
| Organizer Contact | [email protected] |
| Entry Fee | $30 |
| Registration | Direct Registration Link β |
Kelly Benefits Cycling / Lateral Stress Velo (LSV) 2026 Membership
π Dec 15, 2025 β Oct 31, 2026Thank you for your interest in Kelly Benefits Cycling/Lateral Stress Velo! We are proud to field the Kelly Benefits/LSV Cycling Team. We have two types of memberships. The club application is for members who do not wish to race competitively but want to participate in club rides, events or want to ride as a club in Centuries/Gran Fondos. The team application is for cyclists who are serious about racing. Benefits...
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Qualified Distances | ποΈ Imperial Century (100 mi) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Dec 15, 2025 β Oct 31, 2026 |
| End Date | 2026-10-31 |
| Location | Baltimore, MD 21209 |
| GPS Coordinates | 39.370859, -76.670147 (Google Maps β) |
| Organizer | Kelly Benefits β |
| Entry Fee | $100 - $125 |
| Registration | Direct Registration Link β |
Ride Ocean City
π Mar 28 β 29, 2026A weekend of bicycle riding events, with Saturday's inaugural OC Criterium Race, followed by a casual bike tour on Sunday.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Qualified Distances | β±οΈ Metric Century (62 mi) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Mar 28 β 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 β) |
| Organizer | Ride Ocean City Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Sea Gull Century
π 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.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Qualified Distances | ποΈ Imperial Century (100 mi)β±οΈ Metric Century (62 mi)πΊοΈ RWGPS Map |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Oct 03, 2026 |
| RWGPS Telemetry | Interactive Route Map (1) → β’ Send to Wahoo/Garmin β β’ GPX β¬ β’ TCX β¬ |
| 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 β) |
| Organizer | The SU Foundation, Inc. β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Sugarloaf Century
JulyA century on the nose to the mountain closest to D.C. Itβs quite a small mountain, but youβll definitely be able to tell when youβre climbing it. Plenty of flattish parts, with rollers mixed in, especially the further out one rides from the District.
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Qualified Distances | ποΈ Imperial Century (100 mi)β±οΈ Metric Century (62 mi)πΊοΈ RWGPS Map (3) |
| Event Type | Cycling Century |
| Event Status | Cancelled |
| Attendance Mode | In-Person (Offline) |
| Date | July |
| RWGPS Telemetry | Interactive Route Map (3) → β’ Send to Wahoo/Garmin β β’ GPX β¬ β’ TCX β¬ |
| Starting Venue | D.C. Start Hub |
| Location | D.C., MD |
| GPS Coordinates | 39.2618, -77.3886 (Google Maps β) |
| Organizer | Sugarloaf Century Organizing Committee β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
The Civil War Century
π Sep 19, 2026A ride for everyone β Earn bragging rights on the long and mountainous routes, look at the mountains on the mid-length routes, or enjoy a short scenic tour.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Qualified Distances | ποΈ Imperial Century (100 mi)β±οΈ Metric Century (62 mi)πΊοΈ RWGPS Map (3) |
| Event Type | Cycling Century |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Sep 19, 2026 |
| RWGPS Telemetry | Interactive Route Map (3) → β’ Send to Wahoo/Garmin β β’ GPX β¬ β’ TCX β¬ |
| Starting Venue | Thurmont |
| Location | Thurmont, MD |
| GPS Coordinates | 39.606576, -77.405114 (Google Maps β) |
| Organizer | The Civil War Century Organizing Committee β |
| Entry Fee | $75.00 (early bird), 80.00 (July 1st), 85.00 (August 1st), 90.00 (September 1st) |
| Registration | Direct Registration Link β |