The Chianti Road Challenge
A road cycling route starting from Cortona
Embark on a challenging road route through the iconic Chianti region.
Map
Prepare for an exhilarating road cycling adventure near Cortona, Toscana. This 103km route will challenge your climbing abilities and reward you with stunning views of the famous Chianti vineyards.
road
103 km
1497 m
Savage
Route profile
Highlights on the route
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Start: Cortona City centerCortona: Conquer epic climbs and soak up historic charm in Cortona.
Cortona is a stunning town located in the Tuscany region of Italy. With its hilltop location and panoramic views, Cortona offers a remarkable setting for road and gravel cyclists. The surrounding countryside features challenging climbs, winding roads, and idyllic landscapes straight out of a postcard. Famous climbs like Monte Sant'Egidio and Monte San Michele are within reach for those seeking an extra challenge. Cortona itself is abundant in history and cultural heritage, with its ancient walls, Etruscan ruins, and charming streets. If you're looking for a remarkable cycling destination with awe-inspiring scenery, Cortona should be on your list.16 km
16 km
PianaHamletExplore Piana, a hilltop village offering breathtaking panoramic views of the Chiana Valley.
39 km
39 km
ChiusiTownStop by Chiusi, an ancient Etruscan town filled with archaeological treasures and thermal baths.
49 km
49 km
SarteanoVillageVisit Sarteano, an enchanting medieval town home to an impressive castle and an underground maze of ancient tunnels.
60 km
60 km
ValdichianaViewpointDiscover Valdichiana, a beautiful valley known for its rolling hills and picturesque landscapes.
68 km
68 km
MontepulcianoTownExplore Montepulciano, famous for its outstanding wine production and Renaissance architecture.
89 km
89 km
FarnetaHamletPass through Farneta, a tiny hamlet surrounded by vineyards and olive groves, offering a tranquil atmosphere.
100 km
100 km
CamuciaVillagePass through Camucia, a small town offering beautiful views of the surrounding valleys.
103 km
103 km
Finish: Cortona City centerCortona: Conquer epic climbs and soak up historic charm in Cortona.
Cycling routes from Cortona:
The Scenic Mountain Gravel Route The Valiano Gravel Experience From Cortona to Montepulciano and Trequanda Road Tales of Cortona Gravelful Cortona Loop The Montecchio Gravel Adventure Mountains and Gravel in Cortona The Chianti Road Challenge A Short and Sweet Cortona Adventure From Cortona to Arezzo and Castiglion Fiorentino
Cycling routes nearby:
