πŸ‡ΊπŸ‡Έ Northeast Region → β€’ MD

Century Rides in Maryland

The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Maryland.

8 Verified Rides
MD State Code
April through June Prime Riding Window

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 Salisburyβ€”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.

Explore All Northeast Region Century Rides →

πŸ“ Maryland Century Rides Map

8 Plotted Events
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Maryland Century Ride Schedule

Showing 8 organized cycling events

Civil War Century

πŸ“… Sep 19, 2026
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)
πŸ“ Thurmont β€’ Thurmont, MD

A 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.

🏷️ $75.00 (early bird), 80.00, 85.00, 90.00AlpineMetric Available100M
⚑ Event Details & Specifications ›
Dataset Population2026 Verified Census
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Sep 19, 2026
Starting VenueThurmont
LocationThurmont, MD
GPS Coordinates39.606576, -77.405114 (Google Maps β†—)
OrganizerCivil War Century Organizing Committee β†—
Entry Fee$75.00 (early bird), 80.00, 85.00, 90.00
RegistrationDirect Registration Link β†—
🏒 Hosted by: Civil War Century Organizing Committee

Gran Fondo Maryland, p/b Ourisman Automotive Group, a SENA Gran Fondo National Series event

πŸ“… Sep 12, 2027
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)
πŸ“ Frederick, MD

Most 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...

🏷️ $120 - $170100MMetric AvailableRoad
⚑ Event Details & Specifications ›
Dataset Population2027 Forward Calendar
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Sep 12, 2027
Street Address500 Fleming Ave
LocationFrederick, MD 21701
GPS Coordinates39.415893, -77.420748 (Google Maps β†—)
OrganizerGran Fondo National Series β†—
Entry Fee$120 - $170
RegistrationDirect Registration Link β†—
🏒 Hosted by: Gran Fondo National SeriesπŸ“ 500 Fleming Ave, 21701

Icicle Metric

πŸ“… Apr 11, 2026 (7:30 AM – 4:00 PM)
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (2)
πŸ“ Cherry Hill Middle School β€’ Cherry Hill Middle School β€” Elkton MD, MD

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.

🏷️ $30MetricCentury100M
⚑ Event Details & Specifications ›
Dataset Population2026 Verified Census
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (2)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Apr 11, 2026 (7:30 AM – 4:00 PM)
RWGPS TelemetryInteractive Route Map (2) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
End Date2026-04-11T16:00:00
Starting VenueCherry Hill Middle School
Street Address2535 Singerly Road
LocationCherry Hill Middle School β€” Elkton MD, MD 21921
GPS Coordinates39.626434, -75.84584 (Google Maps β†—)
OrganizerWhite Clay Bicycle Club β†—
Organizer Contact[email protected]
Entry Fee$30
RegistrationDirect Registration Link β†—
🏒 Hosted by: White Clay Bicycle ClubπŸ“ 2535 Singerly Road, 21921βœ‰οΈ [email protected]

Kelly Benefits Cycling / Lateral Stress Velo (LSV) 2026 Membership

πŸ“… Dec 15, 2025 – Oct 31, 2026
πŸ”οΈ Imperial Century (100 mi)
πŸ“ Baltimore, MD

Thank 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...

🏷️ $100 - $125100MRoad
⚑ Event Details & Specifications ›
Dataset PopulationForward Calendar (Schedule Pending)
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Dec 15, 2025 – Oct 31, 2026
End Date2026-10-31
LocationBaltimore, MD 21209
GPS Coordinates39.370859, -76.670147 (Google Maps β†—)
OrganizerKelly Benefits β†—
Entry Fee$100 - $125
RegistrationDirect Registration Link β†—
🏒 Hosted by: Kelly Benefits

Ride Ocean City

πŸ“… Mar 28 – 29, 2026
⏱️ Metric Century (62 mi)
πŸ“ Ocean City Park and Ride β€’ Ocean City Park and Ride, MD

A weekend of bicycle riding events, with Saturday's inaugural OC Criterium Race, followed by a casual bike tour on Sunday.

🏷️ $0Metric Century62M
⚑ Event Details & Specifications ›
Dataset Population2026 Verified Census
Qualified Distances
⏱️ Metric Century (62 mi)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Mar 28 – 29, 2026
End Date2026-03-29T09:00:00
Starting VenueOcean City Park and Ride
Street Address12848 Ocean Gateway
LocationOcean City Park and Ride, MD 21842
GPS Coordinates38.3365, -75.0849 (Google Maps β†—)
OrganizerRide Ocean City Organizing Committee β†—
Entry Fee$0
RegistrationDirect Registration Link β†—
🏒 Hosted by: Ride Ocean City Organizing CommitteeπŸ“ 12848 Ocean Gateway, 21842

Sea Gull Century

πŸ“… Oct 03, 2026
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map
πŸ“ Salisbury University β€’ Salisbury, MD

Sea 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.

🏷️ $0AlpineMetric Available100M
⚑ Event Details & Specifications ›
Dataset Population2026 Verified Census
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Oct 03, 2026
RWGPS TelemetryInteractive Route Map (1) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
End Date2026-10-03T17:00:00
Starting VenueSalisbury University
Street AddressBateman and Wayne streets
LocationSalisbury, MD
GPS Coordinates38.362996, -75.592238 (Google Maps β†—)
OrganizerThe SU Foundation, Inc. β†—
Entry Fee$0
RegistrationDirect Registration Link β†—
🏒 Hosted by: The SU Foundation, Inc.πŸ“ Bateman and Wayne streets

Sugarloaf Century

July
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (3)
πŸ“ D.C. Start Hub β€’ D.C., MD

A 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.

🏷️ $0Metric CenturyCenturyCHECK ACTIVE
⚑ Event Details & Specifications ›
Dataset PopulationForward Calendar (Schedule Pending)
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (3)
Event TypeCycling Century
Event StatusCancelled
Attendance ModeIn-Person (Offline)
DateJuly
RWGPS TelemetryInteractive Route Map (3) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
Starting VenueD.C. Start Hub
LocationD.C., MD
GPS Coordinates39.2618, -77.3886 (Google Maps β†—)
OrganizerSugarloaf Century Organizing Committee β†—
Entry Fee$0
RegistrationDirect Registration Link β†—
🏒 Hosted by: Sugarloaf Century Organizing Committee

The Civil War Century

πŸ“… Sep 19, 2026
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (3)
πŸ“ Thurmont β€’ Thurmont, MD

A 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.

🏷️ $75.00 (early bird), 80.00 (July 1st), 85.00 (August 1st), 90.00 (September 1st)AlpineMetric Available100M
⚑ Event Details & Specifications ›
Dataset Population2026 Verified Census
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (3)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Sep 19, 2026
RWGPS TelemetryInteractive Route Map (3) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
Starting VenueThurmont
LocationThurmont, MD
GPS Coordinates39.606576, -77.405114 (Google Maps β†—)
OrganizerThe Civil War Century Organizing Committee β†—
Entry Fee$75.00 (early bird), 80.00 (July 1st), 85.00 (August 1st), 90.00 (September 1st)
RegistrationDirect Registration Link β†—
🏒 Hosted by: The Civil War Century Organizing Committee