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Road cycling routes

Radda in Chianti – Gaiole in Chianti loop from Montevarchi-Terranuova

Road cycling routes

Radda in Chianti – Gaiole in Chianti loop from Montevarchi-Terranuova

Hard

4.7

(10)

163

riders

Radda in Chianti – Gaiole in Chianti loop from Montevarchi-Terranuova

03:55

74.1km

1,390m

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 19, 2026

Tips

Includes segments that go up or down a series of steps

You may need to carry your bike.

After 51 m for 4 m

After 74.1 km for 4 m

Waypoints

A

Start point

Train Station

Get Directions

1

9.30 km

Poggi del Chianti

Highlight • Trail

13.8 km

Valico di Montegrossi

Mountain Pass

15.4 km

Passo di Coltibuono

Mountain Pass

4

17.8 km

View of the Road to Badia a Coltibuono

Highlight • Viewpoint

5

17.8 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

6

22.1 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

7

22.2 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

8

31.5 km

Lecchi in Chianti

Highlight • Settlement

A beautiful Chianti village.

Tip by

9

34.0 km

San Sano

Highlight (Segment) • Settlement

10

54.6 km

Gaiole in Chianti

Highlight • Settlement

Gaiole in Chianti, a characteristic Sienese village surrounded by famous vines

Translated by Google •

Tip by

B

74.1 km

End point

Train Station

Way Types & Surfaces

Way Types

49.3 km

24.7 km

< 100 m

< 100 m

Surfaces

73.1 km

997 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.

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Weather

Powered by Foreca

Tuesday 19 May

24°C

9°C

32 %

Additional weather tips

Max wind speed: 11.0 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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