Century Rides in Connecticut
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Connecticut.
Cycling in Connecticut: Terrain & Route Overview
Connecticut offers classic New England cycling charm, blending historic 18th-century town commons, picturesque stone walls, covered bridges, and punchy, undulating topography. While compact in size, the Constitution State packs tremendous variety into a 100-mile ride. Century routes frequently weave through the northwestern Litchfield Hills—where short, steep climbs challenge your gearing—before descending through tranquil river valleys toward Long Island Sound. The peak cycling window runs from late spring through late October, with autumn delivering one of the most vibrant foliage displays in the nation. Well-paved secondary roads, quiet rural farm country, and vibrant community-supported events like the Bloomin' Metric and local charity centuries make Connecticut an accessible and immensely rewarding riding ground for cyclists across the Tri-State area.
Terrain Characteristics: Litchfield Hills rollers, historic colonial stone-wall corridors, and Long Island Sound coastal roads.
Riding Season & Weather: May through October.
📍 Connecticut Century Rides Map
4 Plotted EventsBike MS: Mohegan Sun Ride
JuneMulti-distance charity tour looping through the quiet farm country and river valleys of eastern Connecticut.
Norfolk CT Tour de Forest and Icebox Gravel
OctoberNorfolk CT Tour de Forest and Icebox Gravel is a cycling event with 13 or 30 gravel miles, hosted by Norfolk Rails to Trails Committee on October 17, 2026, in Norfolk, CT.
Quiet Corner Bike Tour
JulyPresented by the Thread City Cyclers, this ride begins and ends at the Edward Garrison Park in Chaplin, CT. Flush toilets and space to change are available at the park.
Two Ferry Metric Century
OctoberAutumn tour crossing the Connecticut River via historic seasonal ferries and scenic farmland roads.