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Radda in Chianti – Porta Romana, Siena loop from Vagliagli

Radda in Chianti – Porta Romana, Siena loop from Vagliagli

Hard

4.6

(5)

riders

Radda in Chianti – Porta Romana, Siena loop from Vagliagli

07:30

80.1km

1,680m

Gravel riding

Hard gravel 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: December 5, 2025

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Tips

Includes a segment in which cycling is not permitted

You'll need to dismount and push your bike.

After 54.3 km for 182 m

Waypoints

Start point

Parking

Get Directions

17.6 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”.

Translated by Google •

Tip by

23.1 km

The Eroica Gravel Route

Highlight • Cycleway

we are on the heroic myth

Translated by Google •

Tip by

28.9 km

View of Vagliagli

Highlight • Viewpoint

Panoramic view of Chianti

Tip by

35.6 km

Colors of Chianti Vineyards

Highlight • Natural

Panoramic view of chianti wine yard

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44.8 km

Cypress-lined avenue in Montechiaro

Highlight • Cycleway

Beautiful stretch of asphalt

Translated by Google •

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52.9 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 •

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53.4 km

Palazzo Bianchi

Castle

54.2 km

Palazzo Sansedoni

Castle

63.3 km

Madonnino

Archaeological Site

65.7 km

Fornace di Calce

Ruins

78.8 km

Belvedere of Castello di Ama

Highlight • Viewpoint

Beautiful view over the vineyards of the Castello d'Ama

Translated by Google •

Tip by

80.1 km

End point

Parking

Way Types & Surfaces

Way Types

39.5 km

21.6 km

12.6 km

6.08 km

490 m

Surfaces

35.8 km

32.7 km

7.34 km

2.26 km

2.00 km

< 100 m

Elevation

Highest point (560 m)

Lowest point (200 m)

Weather

Sunday 1 March

15°C

6°C

54 %

Additional weather tips

Max wind speed: 8.0 km/h

to get more detailed weather forecasts along your route

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

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Radda in Chianti – Porta Romana, Siena loop from Vagliagli

Radda in Chianti

The Eroica Gravel Route

View of Vagliagli

Colors of Chianti Vineyards

Cypress-lined avenue in Montechiaro

Porta Romana (Siena)

Belvedere of Castello di Ama

Nearby routes

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