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Bike touring routes & trails
Italy
Tuscany
Siena
Castellina In Chianti

Castellina in Chianti – San Donato in Poggio loop from Castellina in Chianti

Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Castellina In Chianti

Castellina in Chianti – San Donato in Poggio loop from Castellina in Chianti

Hard

5.0

(2)

66

riders

Castellina in Chianti – San Donato in Poggio loop from Castellina in Chianti

03:25

51.0km

830m

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: May 12, 2026

Tips

Temporary access restrictions

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

After 177 m for 152 m

Waypoints

A

Start point

Parking

Get Directions

1

253 m

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.

Translated by Google •

Tip by

2

981 m

View of the Chianti Hills

Highlight • Viewpoint

5.02 km

Valico Macia Morta

Mountain Pass

4

10.7 km

Sanctuary of Our Lady of Grace, Pietracupa

Highlight • Religious Site

The Sanctuary of the Madonna delle Grazie is located in Pietracupa in the immediate surroundings of San Donato in Poggio in the municipality of Tavernelle Val di Pesa, in the province of Florence.
It is considered one of the most balanced examples of minor religious architecture located in the Florentine countryside

Translated by Google •

Tip by

5

11.9 km

San Donato in Poggio

Highlight • Historical Site

San Donato is a small medieval village located on top of a hill. We are in the Chianti area and the road you take to first reach San Donato, then Greve and Castellina in Chianti is one of the most beautiful and fascinating in the Tuscan wine region.

Translated by Google •

Tip by

6

12.6 km

San Donato in Poggio

Highlight • Settlement

7

25.3 km

View of Barberino Val d'Elsa

Highlight • Viewpoint

8

32.7 km

If you are looking for a scenic, low-traffic and relaxed road up to Castellina in Chianti you will find it here.
On the approximately 18 kilometers with 450 meters of altitude, the slope remains exceptionally even and never rises above 4, a maximum of just 5%.
A pleasure trip ...

Translated by Google •

Tip by

9

50.8 km

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 •

Tip by

B

51.0 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

30.6 km

17.3 km

2.08 km

937 m

102 m

< 100 m

Surfaces

49.2 km

1.05 km

591 m

105 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (620 m)

Lowest point (110 m)

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Weather

Powered by Foreca

Thursday 2 July

31°C

19°C

0 %

Additional weather tips

Max wind speed: 16.0 km/h

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