Panzano in Chianti Village – Castellina in Chianti loop from Impruneta

Panzano in Chianti Village – Castellina in Chianti loop from Impruneta

Hard

5.0

(5)

132

riders

Panzano in Chianti Village – Castellina in Chianti loop from Impruneta

03:55

78.2km

1,250m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: August 20, 2026

Tips

Temporary access restrictions

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

After 34.2 km for 304 m

Waypoints

Start point

Bus stop

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14.6 km

Greve in Chianti

Highlight • Settlement

Greve in Chianti is one of the bigger places in the Chianti area. Therefore also quite touristically developed.
Piazza Matteotti, the main square in the town, has an interesting, triangular shape. All around are pretty houses with restaurants, cafes and small shops. Wine and olive products are available in many ways.
A perfect place for a short break on the road bike race.

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21.0 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, three driveways.
From the south you can get up here from the Pesatal, from the north Greve in Chianti is the starting point. From the northwest still leads the scenic very beautiful SP118 here.
The place has a few bars so that water can be refilled or a café stop is used as a break.

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21.5 km

Black Rooster Sculpture, Panzano in Chianti

Highlight • Monument

nice place in Chianti with the great restaurant by Dario Checchini

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34.0 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.

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34.2 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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34.9 km

Rocca of Castellina in Chianti

Highlight • Castle

Castellina in Chianti stands on a chain of hills in the Chianti area. The heart of the town is the ancient fortress, designed in the second half of the fifteenth century by Giuliano da Sangallo. Via Ferruccio, the Church of San Salvatore, some patrician palaces and some places where you can taste a good glass of Chianti Classico make it a perfect resting place.

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38.5 km

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%

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39.2 km

Fonterutoli Village

Highlight • Settlement

The historic town of Fonterutoli is only a few kilometers away from Castellina in Chianti.
Because Fonterutoli has belonged to the Marchesi Mazzei since 1435, the few houses and the church of San Miniato have remained almost unchanged, as has the Villa Mazzei, which was built on the site of the former fortress at the end of the 16th century.

Time seems to have stood still in Fonterutoli and the architecture from the late Middle Ages is still fascinating today.

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