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Road cycling routes

Castelnuovo Berardenga

Radda in Chianti – Rocca di Castagnoli loop from Pianella

Road cycling routes

Castelnuovo Berardenga

Radda in Chianti – Rocca di Castagnoli loop from Pianella

Hard

4.7

(16)

324

riders

Radda in Chianti – Rocca di Castagnoli loop from Pianella

03:23

65.3km

1,150m

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: July 20, 2026

Waypoints

A

Start point

Bus stop

Get Directions

23.2 km

Passo di Coltibuono

Mountain Pass

2

25.6 km

View of the Road to Badia a Coltibuono

Highlight • Viewpoint

3

25.6 km

View of Castello di San Donato in Perano

Highlight • Viewpoint

If you turn right towards the castle you travel along a stretch of dirt road towards Gaiole.

Translated by Google •

Tip by

4

30.0 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

30.0 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.

Tip by

6

39.4 km

Lecchi in Chianti

Highlight • Settlement

A beautiful Chianti village.

Tip by

7

46.9 km

Castello di Meleto

Highlight • Castle

pretty here, very pretty

Showing Translation

Tip by

8

50.0 km

Rocca di Castagnoli

Highlight • Settlement

pretty here, very pretty

Showing Translation

Tip by

9

61.7 km

Cycling Route Through Vineyards in Tuscany

Highlight • Cycleway

B

65.3 km

End point

Bus stop

Way Types & Surfaces

Way Types

36.0 km

28.3 km

980 m

< 100 m

Surfaces

64.5 km

757 m

< 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.

Highest point (680 m)

Lowest point (220 m)

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Weather

Powered by Foreca

Tuesday 1 September

32°C

16°C

0 %

Additional weather tips

Max wind speed: 14.0 km/h

to get more detailed weather forecasts along your route

Comments

April 27, 2024,Giro su asfalto da Gaiole, Castagnole, castello di Brolio, Pianella, Lecchi, Radda, Badia Cotibuono, Gaiole.

Trip with TEAM81 to Tuscany, after a postponement due to rain with a visit to Siena, in the afternoon we managed to take a walk

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