Century Rides in Tennessee
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Tennessee.
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.
📍 Tennessee Century Rides Map
7 Plotted EventsCherohala Challenge
📅 Jun 05, 2027The Cherohala Challenge offers three distinctive rides with breathtaking views and challenging climbs on world-class routes.
⚡ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Jun 05, 2027 |
| Starting Venue | Vonore |
| Location | Vonore, TN |
| GPS Coordinates | 35.535364, -84.177829 (Google Maps ↗) |
| Organizer | Smoky Mountain Wheelmen ↗ |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
Cycle Sequatchie Century & 3 Mtn Challenge
📅 Oct 02 – 03, 2027The 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!
⚡ Event Details & Specifications ›
| Dataset Population | 2027 Forward Calendar |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Oct 02 – 03, 2027 |
| End Date | 2027-10-03 |
| Starting Venue | Dunlap |
| Location | Dunlap, TN |
Gran Fondo Hincapie
📅 May 03, 2025The Gran Fondo Hincapie is more than just a “big ride.” It’s a multi-day cycling celebration with scenic rides, live music, and a family festival with free fun, food, and drinks.
⚡ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 May 03, 2025 |
| Starting Venue | Chattanooga or Greenville or Lehigh Valley or Merced |
| Location | Chattanooga, TN |
| GPS Coordinates | 35.0455, -85.3081 (Google Maps ↗) |
| Organizer | Hincapie ↗ |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
Horton 100
📅 Apr 25 – 26, 2024The Horton 100 offers two days of rides with route options of 35, 50, and 100 miles, with SAG stops every 15-20 miles.
⚡ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Apr 25 – 26, 2024 |
| End Date | 2024-04-26T23:59:00 |
| Starting Venue | Henry Horton State Park |
| Location | Henry Horton State Park, Chapel Hill, TN, TN |
| Organizer | The Bicycle Ride Across Tennessee ↗ |
Natchez Trace Century (Tennessee Terminus)
MayContinuous car-free feel following the northernmost reaches and double-arch bridge of the Natchez Trace Parkway.
⚡ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Cancelled |
| Attendance Mode | In-Person (Offline) |
| Date | May |
| Starting Venue | Leiper's Fork to Collinwood Start Hub |
| Location | Leiper's Fork to Collinwood, TN |
| GPS Coordinates | 35.163525, -87.718488 (Google Maps ↗) |
| Organizer | Natchez Trace Century (Tennessee Terminus) Organizing Committee ↗ |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
The Milligan
📅 Jun 13, 2026Learn more about this annual event that takes riders on the most beautiful bicycle ride in Middle TN.
⚡ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Jun 13, 2026 |
| Starting Venue | Gladeville |
| Location | Gladeville, TN |
| GPS Coordinates | 36.1125, -86.416389 (Google Maps ↗) |
| Organizer | The Veloteers Bicycle Club ↗ |
| Entry Fee | $0 |
| Registration | Direct Registration Link ↗ |
Tour de Rocky Top
📅 Jul 05, 2025 at 7:30 AMThis year offering six routes, including 25, 40, 50, 65, 85, and TWO routes of 60 and 100 miles climbing the famed Butterfly gap.
⚡ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | 📅 Jul 05, 2025 at 7:30 AM |
| Starting Venue | Peaceful Side Social |
| Street Address | 7967 E Lamar Alexander Pkwy |
| Location | Townsend, TN 37882 |
| GPS Coordinates | 35.678385, -83.757157 (Google Maps ↗) |
| Organizer | Race Day Events ↗ |
| Organizer Contact | [email protected] |
| Entry Fee | $75 |
| Registration | Direct Registration Link ↗ |