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Routes
Italy
Tuscany
Siena
Castellina In Chianti

View of San Gimignano – Poggio Casaglia Vineyards loop from Castellina in Chianti

Routes
Italy
Tuscany
Siena
Castellina In Chianti

View of San Gimignano – Poggio Casaglia Vineyards loop from Castellina in Chianti

Hard

5.0

(1)

22

riders

View of San Gimignano – Poggio Casaglia Vineyards loop from Castellina in Chianti

05:57

80.5km

1,510m

Gravel riding

Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route. The starting point of the route is right next to a parking lot.

Last updated: June 26, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions.

After 57.1 km for 207 m

Discouraged

Waypoints

A

Start point

Parking

Get Directions

1

3.95 km

View of the Chianti Countryside

Highlight • Viewpoint

Near Poggio Auzzo, not far from Castellina in Chianti, a beautiful panoramic road remains on the coast and, between a series of ups and downs and a series of fun …

Translated by Google •

Tip by

4.73 km

Valico Macia Morta

Mountain Pass

3

24.5 km

Borgo Petrognano

Highlight • Settlement

The houses along the street have for the most part medieval towers dating back to the 13th and 14th centuries

Translated by Google •

Tip by

4

50.4 km

View of San Gimignano

Highlight • Viewpoint

View on San Gimignano and its towers.

Translated by Google •

Tip by

5

51.4 km

Nice and easy white road with beautiful views

Translated by Google •

Tip by

6

54.7 km

Beautiful view of vineyards and cypress trees

Translated by Google •

Tip by

7

55.2 km

Poggio Casaglia Vineyards

Highlight • Natural

8

64.9 km

Strozzavolpe Castle

Highlight • Castle

To be reached knowing the legend that gave it its name

Translated by Google •

Tip by

9

67.3 km

View of Castello di Strozzavolpe

Highlight • Viewpoint

easy and shady path that leads to the Strozzavolpe Castle

Translated by Google •

Tip by

B

80.5 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

36.4 km

26.0 km

13.5 km

3.76 km

680 m

246 m

Surfaces

36.7 km

34.1 km

7.07 km

2.57 km

151 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 (70 m)

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Weather

Powered by Foreca

Monday 13 July

35°C

19°C

0 %

Additional weather tips

Max wind speed: 15.0 km/h

to get more detailed weather forecasts along your route

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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