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Barberino Tavarnelle

Radda in Chianti – Castellina in Chianti loop from Barberino Val d'Elsa

Routes
Road cycling routes
Italy
Tuscany
Florence
Barberino Tavarnelle

Radda in Chianti – Castellina in Chianti loop from Barberino Val d'Elsa

Hard

5.0

(5)

114

riders

Radda in Chianti – Castellina in Chianti loop from Barberino Val d'Elsa

03:16

67.7km

990m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: May 10, 2026

Tips

Temporary access restrictions

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

After 43.1 km for 152 m

Waypoints

A

Start point

Train Station

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1

5.87 km

Poggibonsi

Highlight • Settlement

Chianti town

Translated by Google •

Tip by

2

20.3 km

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 •

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3

22.9 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

4

31.6 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

5

43.2 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

6

46.5 km

Strada del Pestello

Highlight (Segment) • Cycleway

The road that connects Castellina to Poggibonsi, known as Pestello, made up or down gives great emotions. Smooth and well maintained asphalt, very little traffic

Translated by Google •

Tip by

7

56.1 km

The most beautiful descent from Castellana in Chianti, little traffic, great asphalt, pleasant incline, vineyards for wine tasting

Translated by Google •

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B

67.7 km

End point

Train Station

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Way Types & Surfaces

Way Types

42.9 km

23.9 km

777 m

< 100 m

< 100 m

Surfaces

67.6 km

< 100 m

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Elevation

Elevation

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

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Weather

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Wednesday 13 May

22°C

11°C

-- %

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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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