Siena - Tuscany / Cycling routes / Gaiole in Chianti

Road Cycling Routes near Gaiole in Chianti

Discover the best road cycling routes near Gaiole in Chianti in Siena - Tuscany, Italy. We've curated 3 road cycling routes within riding distance of Gaiole in Chianti. The area offers hilly terrain. Each route includes GPX files, detailed elevation profiles, highlighted climbs, and recommended café stops along the way.

3 routes

Chianti West

48.7 km
Distance
979 m
Elevation
moderate
Difficulty

Loop around the Chianti area, that shows you all the beauty of the region while you ride on tarmac. This route is fully paved, no gravel section. For a little detour you can add in the Brolio's Castle (gravel) when you pass through La Madonna.

Eroica loop from Gaiole in Chianti route map
Gravel

Eroica loop from Gaiole in Chianti

51.5 km
Distance
868 m
Elevation
moderate
Difficulty

Gaiole in Chianti is well known in the cycling world as the home of the Eroica. It is a historic reenactment of early cycling: for one day, thousands of riders use vintage bikes, wear 1920s-style clothing, and ride the dusty white roads. This route follows the opening and closing sections of the permanent Eroica course. The climb to Brolio Castle is especially beautiful.

Southern Chianti route map
Gravel

Southern Chianti

76.1 km
Distance
1422 m
Elevation
moderate
Difficulty

Roughly 1/3 of this route is on gravel, which is nicely spread over the entire ride. In the southern part of the route you'll find some sections that are also included in the Strade Bianche race.

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