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Routes
Italy
Tuscany
Siena
Radda In Chianti

Gaiole in Chianti – Brolio Castle loop from Volpaia

Routes
Italy
Tuscany
Siena
Radda In Chianti

Gaiole in Chianti – Brolio Castle loop from Volpaia

Hard

5.0

(2)

110

riders

Gaiole in Chianti – Brolio Castle loop from Volpaia

06:16

90.3km

1,730m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. The starting point of the route is right next to a parking lot.

Last updated: September 16, 2026

Tips

Includes a segment in which cycling is not permitted

After 46.7 km for 256 m

Waypoints

A

Start point

Parking

Get Directions
1

12.9 km

Gaiole in Chianti

Highlight • Settlement

Gaiole in Chianti, a characteristic Sienese village surrounded by famous vines

Translated by Google •

Tip by

2

23.6 km

Brolio Castle

Highlight • Castle

The castle of Brolio, surrounded by the vines that produce the most famous wines in the world. For bicycle lovers it is located on the permanent route of the Eroica, for wine lovers its cellar cannot miss a visit.

Translated by Google •

Tip by

3

24.1 km

Brolio White Road

Highlight • Cycleway

Beautiful stretch of white road, part of the permanent path Eroica and dedicated to Luciano Berruti. Ascent not long but quite challenging. Before taking the climb you can take a break at the Eroica Caffè.

Translated by Google •

Tip by

4

28.5 km

Il leccione - secular oak

Highlight • Natural Monument

The "Leccione" is a secular tree and represents an iconic icon of Gaiole in Chianti. With the splendid panorama of Siena in the background, these two majestic holm oaks embrace …

Translated by Google •

Tip by

46.7 km

Palazzo Chigi Zondadari

Castle

6

48.1 km

Porta Romana (Siena)

Highlight • Monument

Porta Romana is one of the ancient gates in the walls of Siena, located on the path of the ancient Via Cassia which looks south towards Rome.
Porta Romana is …

Translated by Google •

Tip by

51.9 km

Viewpoint

Viewpoint

8

53.1 km

Via Francigena

Highlight • Trail

Beginning of the stretch of Via Francigena, a dirt road but easily pedaled even in gravel

Translated by Google •

Tip by

9

76.4 km

View of Vagliagli

Highlight • Viewpoint

Panoramic view of Chianti

Tip by

10

82.2 km

The Eroica Gravel Route

Highlight • Cycleway

we are on the heroic myth

Translated by Google •

Tip by

B

90.3 km

End point

Parking

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Way Types & Surfaces

Way Types

40.7 km

22.9 km

18.1 km

8.10 km

575 m

Surfaces

48.3 km

27.5 km

11.7 km

1.68 km

894 m

186 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 (580 m)

Lowest point (180 m)

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Weather

Powered by Foreca

Wednesday 11 November

17°C

14°C

98 %

Additional weather tips

It’s set to rain on your activity. Pack a waterproof jacket.

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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