Panzano in Chianti Village – Radda in Chianti loop from Montefioralle

Panzano in Chianti Village – Radda in Chianti loop from Montefioralle

Hard

4.8

(26)

610

riders

Panzano in Chianti Village – Radda in Chianti loop from Montefioralle

03:14

61.7km

1,060m

Road cycling

Hard road ride. Very 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: August 23, 2026

Tips

Includes a segment in which cycling is not permitted

After 105 m for 72 m

Waypoints

Start point

Parking

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6.92 km

Panzano in Chianti Village

Highlight • Settlement

Panzano in Chianti is like many villages on a hill and therefore offers a nice view.
For us racing cyclists, it also means the highest point of, in this case, …

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7.38 km

Black Rooster Sculpture, Panzano in Chianti

Highlight • Monument

nice place in Chianti with the great restaurant by Dario Checchini

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21.5 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”.

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21.6 km

Start of L'Eroica in Gaiole in Chianti

Highlight • Cycleway

Eroica is the annual non-competitive cycling event that takes place in Chianti and starts at this specific highlight spot.

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25.2 km

SR429: Castellina in Chianti to Radda in Chianti

Highlight (Segment) • Cycleway

This pretty road (SR429), between Castellina in Chianti and Radda in Chianti, is always winding and winding at about 600 meters above sea level. It is a delightful ride with always very beautiful views of the surrounding valleys and hills.

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32.8 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, …

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35.0 km

Panoramic road between Castellina in Chianti and San Donato

Highlight (Segment) • Cycleway

From Castellina in Chianti, the SP101 heads north.
Directly behind the town sign comes the road leads beautifully on or right and left of the ridge. Little traffic and fantastic …

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42.6 km