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Castellina In Chianti

Radda in Chianti – Castellina in Chianti loop from Castellina in Chianti

Castellina In Chianti

Radda in Chianti – Castellina in Chianti loop from Castellina in Chianti

Hard

5.0

(2)

216

riders

Radda in Chianti – Castellina in Chianti loop from Castellina in Chianti

03:16

64.6km

1,080m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: May 9, 2026

Tips

Temporary access restrictions

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

After 63.7 km for 304 m

Waypoints

Start point

Parking

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22.7 km

View of Siena and Chianti Vineyards

Highlight • Viewpoint

Between Ponte a Bozzone and the splendid Certosa di Pontignano, on the panoramic Via della Certosa you can turn towards Siena to glimpse the distant skyline, with the sensational vineyards …

Translated by Google •

Tip by

42.5 km

Lecchi in Chianti

Highlight • Settlement

A beautiful Chianti village.

Tip by

51.9 km

Start of L'Eroica in Gaiole in Chianti

Highlight • Cycleway

Eroica is the annual non-competitive cycling event that takes place in Chianti and starts at this specific highlight spot.

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51.9 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

55.8 km

SR429: Castellina in Chianti to Radda in Chianti

Highlight (Segment) • Cycleway

This pretty road (SR429), between Castellina in Chianti and Radda in Chianti, is always winding and winding at about 600 meters above sea level. It is a delightful ride with always very beautiful views of the surrounding valleys and hills.

Translated by Google •

Tip by

63.5 km

Black Rooster Statue, Castellina in Chianti

Highlight • Monument

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, …

Translated by Google •

Tip by

63.7 km

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 •

Tip by

64.4 km

Rocca of Castellina in Chianti

Highlight • Castle

Castellina in Chianti stands on a chain of hills in the Chianti area. The heart of the town is the ancient fortress, designed in the second half of the fifteenth …

Translated by Google •

Tip by

64.6 km

End point

Parking

Way Types & Surfaces

Way Types

40.0 km

22.6 km

1.95 km

< 100 m

Surfaces

64.3 km

218 m

< 100 m

Elevation

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

Highest point (610 m)

Lowest point (220 m)

Weather

Sunday 31 May

27°C

15°C

75 %

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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Radda in Chianti – Castellina in Chianti loop from Castellina in Chianti

View of Siena and Chianti Vineyards

Lecchi in Chianti

Start of L'Eroica in Gaiole in Chianti

Radda in Chianti

SR429: Castellina in Chianti to Radda in Chianti

Black Rooster Statue, Castellina in Chianti

Castellina in Chianti

Rocca of Castellina in Chianti

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