Century Rides in Vermont
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Vermont.
Cycling in Vermont: Terrain & Route Overview
Vermont is cycling perfection for riders who appreciate pastoral charm, rolling green hills, and quiet country blacktops. The Green Mountains bisect the state, offering classic mountain pass ascents known locally as 'gaps'βincluding Appalachian Gap, Middlebury Gap, and Lincoln Gap, which features the steepest paved mile in the United States. Century routes like the Green Mountain Century and local cycling festivals weave past iconic red barns, covered bridges, artisan cheese farms, and flowing trout streams. Autumn in Vermont brings legendary foliage, drawing cyclists from across the world to ride beneath glowing canopies of sugar maples. Smooth secondary roads, light traffic, and locally sourced finish festivals make Vermont an absolute masterpiece for century cycling.
Terrain Characteristics: Green Mountain alpine passes, scenic river valleys, rolling dairy farm lanes, and historic covered bridges.
Riding Season & Weather: May through October.
π Vermont Century Rides Map
2 Plotted EventsThe Overland
π Aug 15 β 16, 2026The Overland is an invitation to go beyond whatβs charted, to explore Vermontβs hidden public corridors, appreciate all this beautiful state has to offer and to rediscover what adventure really feels like.
β‘ Event Details & Specifications ›
| Dataset Population | 2026 Verified Census |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | π Aug 15 β 16, 2026 |
| End Date | 2026-08-16T00:00:00 |
| Starting Venue | Woodstock, VT |
| Location | Woodstock, VT, VT |
| GPS Coordinates | 43.62482, -72.538455 (Google Maps β) |
| Organizer | Vermont Overland β |
| Entry Fee | $0 |
| Registration | Direct Registration Link β |
Vermont Gran Fondo
SeptemberThe Vermont Gran Fondo is a challenging cycling event that takes place in the beautiful state of Vermont. The event features a variety of routes for all skill levels, including a 100-mile route that takes riders through the picturesque countryside.
β‘ Event Details & Specifications ›
| Dataset Population | Forward Calendar (Schedule Pending) |
| Event Type | Cycling Century (SportsEvent) |
| Event Status | Scheduled |
| Attendance Mode | In-Person (Offline) |
| Date | September |
| Location | Vermont, VT |
| Organizer | VT Gran Fondo β |