Winding Country Road – Rocca of Castellina in Chianti loop from Castellina in Chianti
Winding Country Road – Rocca of Castellina in Chianti loop from Castellina in Chianti
4.5
(4)
212
riders
Winding Country Road – Rocca of Castellina in Chianti loop from Castellina in Chianti
02:31
50.3km
820m
Road cycling
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.
Last updated: November 4, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Riserva Naturale del Bosco di Sant'Agnese
Waypoints
Start point
Parking
171 m
Gelateria di Castellina
Highlight • Cafe
Tip by
3.21 km
Panoramic road between Castellina in Chianti and San Donato
Highlight (Segment) • Cycleway
Directly behind the town sign comes the road leads beautifully on or right and left of the ridge. Little traffic and fantastic …
Translated by Google •
Tip by
17.4 km
Winding Country Road
Highlight • Trail
Translated by Google •
Tip by
22.0 km
View of the Tuscan countryside from Barberino Val d'Elsa
Highlight • Viewpoint
Translated by Google •
Tip by
22.4 km
Statue of the Blessed
Highlight • Monument
31.2 km
Scenic Road from Poggibonsi to Castellina in Chianti
Highlight (Segment) • Trail
On the approximately 18 kilometers with 450 meters of …
Translated by Google •
Tip by
49.3 km
Black Rooster Statue, Castellina in Chianti
Highlight • Monument
Translated by Google •
Tip by
50.2 km
Rocca of Castellina in Chianti
Highlight • Castle
Translated by Google •
Tip by
50.3 km
End point
Parking
Way Types & Surfaces
Way Types
32.6 km
17.8 km
< 100 m
Surfaces
50.3 km
< 100 m
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Sign up for freeElevation
Highest point (620 m)
Lowest point (110 m)
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Sign up for freeWeather
Powered by Foreca
Friday 6 November
14°C
7°C
33 %
Additional weather tips
There’s a fairly high chance of rain. Consider packing a waterproof jacket.
to get more detailed weather forecasts along your route
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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