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Bike touring routes & trails

Italy

Tuscany

Siena

Castellina In Chianti

View of Fonterutoli – Radda in Chianti loop from Castellina in Chianti

Routes

Bike touring routes & trails

Italy

Tuscany

Siena

Castellina In Chianti

View of Fonterutoli – Radda in Chianti loop from Castellina in Chianti

Hard

5.0

(2)

riders

View of Fonterutoli – Radda in Chianti loop from Castellina in Chianti

03:41

44.9km

900m

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: April 13, 2026

Tips

Temporary access restrictions

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

After 206 m for 402 m

Waypoints

Start point

Parking

Get Directions

406 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 …

Translated by Google •

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3.05 km

Panoramic View from the Chiantigiana

Highlight • Viewpoint

Panoramic view of Siena and Montemaggio

Translated by Google •

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4.47 km

View of Fonterutoli

Highlight • Viewpoint

The panoramic viewpoint looking back on Fonterutoli is breathtaking, especially at sunset. It's also good to know stopping on the roadside cafe in Fonterutoli is worthwhile along your journey. Take …

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6.43 km

Necropoli etrusca del Poggino

Archaeological Site

10.5 km

View of Vagliagli and the valley

Highlight • Viewpoint

Near the cemetery of Vagliagli there is a panoramic point from which you can enjoy the view of the valley below and of the town

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10.8 km

Old Washhouse of Vagliagli

Highlight • Structure

Ancient wash house on the road that leads from the village of Vagliagli to the cemetery.

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21.6 km

View of Siena

Highlight • Viewpoint

22.4 km

Castello di Ama Bellavista Vineyard

Highlight • Structure

Nestled among vineyards and hills, the fortified village of Ama dates back to the Middle Ages and was an important outpost defending the Republic of Florence during the wars with …

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30.2 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”.

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44.9 km

End point

Parking

Way Types & Surfaces

Way Types

16.0 km

14.7 km

6.97 km

6.67 km

425 m

180 m

Surfaces

19.0 km

13.2 km

9.02 km

3.08 km

392 m

180 m

Elevation

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

Highest point (590 m)

Lowest point (260 m)

Weather

Today

Wednesday 20 May

26°C

12°C

5 %

Additional weather tips

Max wind speed: 7.0 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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View of Fonterutoli – Radda in Chianti loop from Castellina in Chianti

Castellina in Chianti

Panoramic View from the Chiantigiana

View of Fonterutoli

View of Vagliagli and the valley

Old Washhouse of Vagliagli

View of Siena

Castello di Ama Bellavista Vineyard

Radda in Chianti

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