Castellina in Chianti – Radda in Chianti loop from Fonterutoli

Bike touring routes & trails

Italy

Tuscany

Siena

Castellina In Chianti

Castellina in Chianti – Radda in Chianti loop from Fonterutoli

Hard

4.6

(11)

133

riders

Castellina in Chianti – Radda in Chianti loop from Fonterutoli

02:49

42.3km

660m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: August 17, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions. Check ahead to confirm restricted segments are open to the public.

After 4.83 km for 277 m

Waypoints

Start point

Parking

Get Directions

789 m

View of Fonterutoli

Highlight • Viewpoint

The climb from Fonterutoli to Castellina in Chianti is very characteristic, alternating views with wooded areas in which to shelter from the summer sun, does not have prohibitive slopes, the maximum 7/8%, average 5.5%

Translated by Google •

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5.03 km

Castellina in Chianti

Highlight • Settlement

Castellina in Chianti is located in the province of Siena, in the Chianti Classico area. Accessible from several valleys, it offers breathtaking views. It is a crucial point for cyclists traveling around Chianti. From Elsatal there are four roads that lead up there. At the main intersection there is a fountain and bars nearby.

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5.35 km

Black Rooster Statue, Castellina in Chianti

Highlight • Monument

Castellina in Chianti is located in the province of Siena, in the Chianti Classico area. He is easily accessible from the Elsa Valley, Arbiatal and Pesatal. Due to the altitude, the place also offers great views into these valleys.
For us racing cyclists it is an important traffic junction for tours in the Chianti area or for round trips in it.
Four roads lead up from the Elsa Valley alone.
There is a fountain at the main intersection and some bars around it.

Translated by Google •

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16.6 km

Radda in Chianti

Highlight • Settlement

A walk through the narrow, winding streets and numerous ornate vaulted passages transports you back to bygone medieval times, as if Radda were still the capital of the “Lega del Chianti”.

Translated by Google •

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