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Italy
Tuscany
Siena
Castelnuovo Berardenga

Radda in Chianti – Rocca di Castagnoli loop from Pianella

Routes
Road cycling routes
Italy
Tuscany
Siena
Castelnuovo Berardenga

Radda in Chianti – Rocca di Castagnoli loop from Pianella

Hard

4.7

(17)

328

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: October 16, 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

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

4

30.0 km

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

Tip by

5

39.4 km

Lecchi in Chianti

Highlight • Settlement

A beautiful Chianti village.

Tip by

6

50.0 km

Rocca di Castagnoli

Highlight • Settlement

pretty here, very pretty

Showing Translation

Tip by

7

56.9 km

Brolio

Highlight • Castle

Brolio is a hamlet in the municipality of Castiglion Fiorentino, well-known for its imposing medieval castle. Don't miss the Chianina Frog Festival, which takes place the last weekend of July.

Translated by Google •

Tip by

8

57.3 km

Madonna a Brolio

Highlight • Settlement

9

61.7 km

B

65.3 km

End point

Bus stop

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Way Types & Surfaces

Way Types

36.0 km

28.4 km

975 m

< 100 m

Surfaces

64.6 km

726 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

Wednesday 21 October

20°C

10°C

20 %

Additional weather tips

Max wind speed: 15.0 km/h

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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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