πŸ‡ΊπŸ‡Έ South Region → β€’ TN

Century Rides in Tennessee

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

10 Verified Rides
TN State Code
April through June Prime Riding Window

Cycling in Tennessee: Terrain & Route Overview

Tennessee offers an extraordinary breadth of century cycling across its three Grand Divisions. In East Tennessee, the Great Smoky Mountains and Cherokee National Forest deliver brutal, breathtaking mountain climbs like the Cherohala Skyway, where century riders summit mile-high peaks with sweeping views. Middle Tennessee around Nashville and the Cumberland Plateau features undulating limestone hollows, rolling horse farms, and the northern gateway to the Natchez Trace Parkway. In West Tennessee, flat agricultural roads approach the Mississippi River basin. Spring and autumn bring optimal cycling weather, complete with blooming dogwoods and spectacular fall colors. Supported by a passionate cycling community and classic Southern hospitality, Tennessee is an incredible destination for endurance riders of all levels.

Terrain Characteristics: Great Smoky Mountain summits, Cumberland Plateau ridge climbs, rolling Middle Tennessee horse farms, and Mississippi River flats.

Riding Season & Weather: April through June & September through November.

Explore All South Region Century Rides →

πŸ“ Tennessee Century Rides Map

10 Plotted Events
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Tennessee Century Ride Schedule

Showing 10 organized cycling events

2027 Bicycle Ride Across Tennessee

πŸ“… Sep 11 – 16, 2027
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (5)
πŸ“ Buchanan, TN

This year, the Bicycle Ride Across Tennessee (BRAT) will have one amazing Basecamp β€” Paris Landing State Park ! Join us September 11–16, 2027, for six days of scenic cycling, outdoor adventures, great food, and time spent with a welcoming cycling community. Each day, riders will have multiple routes to choose from, with distances ranging from 25 to 100 miles throughout the week. All routes will be supported by...

🏷️ $85 - $800100MMetric AvailableRoadRWGPS Route
⚑ Event Details & Specifications ›
Dataset Population2027 Forward Calendar
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (5)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Sep 11 – 16, 2027
RWGPS TelemetryInteractive Route Map (5) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
End Date2027-09-16
Street Address400 Lodge Rd
LocationBuchanan, TN 38222
GPS Coordinates36.438573, -88.076093 (Google Maps β†—)
OrganizerTennessee State Parks β†—
Entry Fee$85 - $800
RegistrationDirect Registration Link β†—
🏒 Hosted by: Tennessee State ParksπŸ“ 400 Lodge Rd, 38222

Cherohala Challenge

πŸ“… Jun 05, 2027
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (2)
πŸ“ Vonore β€’ Vonore, TN

The Cherohala Challenge offers three distinctive rides with breathtaking views and challenging climbs on world-class routes.

🏷️ $0AlpineMetric Available100M
⚑ Event Details & Specifications ›
Dataset Population2027 Forward Calendar
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“… Jun 05, 2027
RWGPS TelemetryInteractive Route Map (2) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
Starting VenueVonore
LocationVonore, TN
GPS Coordinates35.535364, -84.177829 (Google Maps β†—)
OrganizerSmoky Mountain Wheelmen β†—
Entry Fee$0
RegistrationDirect Registration Link β†—
🏒 Hosted by: Smoky Mountain Wheelmen

Cycle Sequatchie Century & 3 Mtn Challenge

πŸ“… Oct 02 – 03, 2027
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)
πŸ“ Dunlap β€’ Dunlap, TN

The CYCLE SEQUATCHIE CENTURY & 3 MTN CHALLENGE offers the best of Sequatchie Valley with 4 base routes ranging from 15 to 80 miles, plus 3 optional climbs that give you up to 102 miles & 8,000 ft of climbing!

AlpineMetric Available100M
⚑ 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“… Oct 02 – 03, 2027
End Date2027-10-03
Starting VenueDunlap
LocationDunlap, TN

Gran Fondo Hincapie

πŸ“… May 03, 2025
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)
πŸ“ Chattanooga or Greenville or Lehigh Valley or Merced β€’ Chattanooga, TN

The Gran Fondo Hincapie is more than just a β€œbig ride.” It’s a multi-day cycling celebration with scenic rides, live music, and a family festival with free fun, food, and drinks.

🏷️ $0Metric Available100M
⚑ Event Details & Specifications ›
Dataset PopulationForward Calendar (Schedule Pending)
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… May 03, 2025
Starting VenueChattanooga or Greenville or Lehigh Valley or Merced
LocationChattanooga, TN
GPS Coordinates35.0455, -85.3081 (Google Maps β†—)
OrganizerHincapie β†—
Entry Fee$0
RegistrationDirect Registration Link β†—
🏒 Hosted by: Hincapie

HARDford 50 and HARDERford 75

πŸ“… Aug 01, 2027
⚑ Half Century (50 mi)
πŸ“ Hartford, TN

Riders have two course options: The HARDford 50 and the HARDERford 75. Both fully-supported courses are 50+ miles and 6,500 ft. of climbing, and 75 miles and 10,300 ft. of climbing (respectively) through Cherokee and Pisgah National Forests. CX and MTB are both appropriate. The routes are 70% gravel, 10% dirt, and the remainder on pavement. There will be two fully stocked aid stops along the H50 course, and three...

🏷️ $90🚡 GravelHalf CenturyGravel
⚑ Event Details & Specifications ›
Dataset Population2027 Forward Calendar
Qualified Distances
⚑ Half Century (50 mi)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Aug 01, 2027
Street Address3605 Hartford Rd
LocationHartford, TN 37753
GPS Coordinates35.815756, -83.144864 (Google Maps β†—)
OrganizerRapid Expeditions and Darkhorse Race Productions β†—
Entry Fee$90
RegistrationDirect Registration Link β†—
🏒 Hosted by: Rapid Expeditions and Darkhorse Race ProductionsπŸ“ 3605 Hartford Rd, 37753

Horton 100

πŸ“… Apr 25 – 26, 2024
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)⚑ Half Century (50 mi)πŸ—ΊοΈ RWGPS Map (2)
πŸ“ Henry Horton State Park β€’ Henry Horton State Park, Chapel Hill, TN, TN

The Horton 100 offers two days of rides with route options of 35, 50, and 100 miles, with SAG stops every 15-20 miles.

100MMetric CenturyHalf Century
⚑ Event Details & Specifications ›
Dataset PopulationForward Calendar (Schedule Pending)
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)⚑ Half Century (50 mi)πŸ—ΊοΈ RWGPS Map (2)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Apr 25 – 26, 2024
RWGPS TelemetryInteractive Route Map (2) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
End Date2024-04-26T23:59:00
Starting VenueHenry Horton State Park
LocationHenry Horton State Park, Chapel Hill, TN, TN
OrganizerThe Bicycle Ride Across Tennessee β†—
🏒 Hosted by: The Bicycle Ride Across Tennessee

Natchez Trace Century (Tennessee Terminus)

May
πŸ”οΈ Imperial Century (100 mi)
πŸ“ Leiper's Fork to Collinwood Start Hub β€’ Leiper's Fork to Collinwood, TN

Continuous car-free feel following the northernmost reaches and double-arch bridge of the Natchez Trace Parkway.

🏷️ $0ParkwaySmoothRollingHistoric
⚑ Event Details & Specifications ›
Dataset PopulationForward Calendar (Schedule Pending)
Qualified Distances
πŸ”οΈ Imperial Century (100 mi)
Event TypeCycling Century
Event StatusCancelled
Attendance ModeIn-Person (Offline)
DateMay
Starting VenueLeiper's Fork to Collinwood Start Hub
LocationLeiper's Fork to Collinwood, TN
GPS Coordinates35.163525, -87.718488 (Google Maps β†—)
OrganizerNatchez Trace Century (Tennessee Terminus) Organizing Committee β†—
Entry Fee$0
RegistrationDirect Registration Link β†—
🏒 Hosted by: Natchez Trace Century (Tennessee Terminus) Organizing Committee

RELIANCE Deep Woods Gravel Grinder

πŸ“… Apr 23 – 25, 2027
⚑ Half Century (50 mi)
πŸ“ Reliance, TN

The RELIANCE Deep Woods Gravel Grinder is a full weekend of grassroots gravel grinding in the Cherokee National Forest east of Chattanooga, TN, April 23-25 ! THE RACES RELIANCE offers two race routes on Saturday (70 miles/8100 ft of climbing and 46 miles/5600 ft of climbing) and one race route on Sunday (28 miles/3700 ft of climbing). All three race routes will have separate podiums for all categories. THE RIDES...

🏷️ $25 - $75🚡 GravelHalf CenturyGravel
⚑ Event Details & Specifications ›
Dataset Population2027 Forward Calendar
Qualified Distances
⚑ Half Century (50 mi)
Event TypeCycling Century
Event StatusScheduled
Attendance ModeIn-Person (Offline)
DateπŸ“… Apr 23 – 25, 2027
End Date2027-04-25
Street Address155 Ellis Creek Rd, Reliance, TN 37369
LocationReliance, TN 37369
GPS Coordinates35.187004, -84.496254 (Google Maps β†—)
OrganizerFireside Outpost β†—
Entry Fee$25 - $75
RegistrationDirect Registration Link β†—
🏒 Hosted by: Fireside OutpostπŸ“ 155 Ellis Creek Rd, Reliance, TN 37369, 37369

The Milligan

πŸ“… Jun 13, 2026
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map
πŸ“ Gladeville β€’ Gladeville, TN

Learn more about this annual event that takes riders on the most beautiful bicycle ride in Middle TN.

🏷️ $0Metric 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“… Jun 13, 2026
RWGPS TelemetryInteractive Route Map (1) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
Starting VenueGladeville
LocationGladeville, TN
GPS Coordinates36.1125, -86.416389 (Google Maps β†—)
OrganizerThe Veloteers Bicycle Club β†—
Entry Fee$0
RegistrationDirect Registration Link β†—
🏒 Hosted by: The Veloteers Bicycle Club

Tour de Rocky Top

πŸ“… Jul 05, 2025 at 7:30 AM
πŸ”οΈ Imperial Century (100 mi)⏱️ Metric Century (62 mi)πŸ—ΊοΈ RWGPS Map (2)
πŸ“ Peaceful Side Social β€’ Townsend, TN

This year offering six routes, including 25, 40, 50, 65, 85, and TWO routes of 60 and 100 miles climbing the famed Butterfly gap.

🏷️ $75AlpineMetric Available100M
⚑ Event Details & Specifications ›
Dataset PopulationForward Calendar (Schedule Pending)
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“… Jul 05, 2025 at 7:30 AM
RWGPS TelemetryInteractive Route Map (2) → β€’ Send to Wahoo/Garmin β†— β€’ GPX ⬇ β€’ TCX ⬇
Starting VenuePeaceful Side Social
Street Address7967 E Lamar Alexander Pkwy
LocationTownsend, TN 37882
GPS Coordinates35.678385, -83.757157 (Google Maps β†—)
OrganizerRace Day Events β†—
Organizer Contact[email protected]
Entry Fee$75
RegistrationDirect Registration Link β†—
🏒 Hosted by: Race Day EventsπŸ“ 7967 E Lamar Alexander Pkwy, 37882βœ‰οΈ [email protected]