Radda in Chianti – View of Vagliagli loop from Radda in Chianti

Running trails & routes

Radda in Chianti – View of Vagliagli loop from Radda in Chianti

Hard

763

runners

Radda in Chianti – View of Vagliagli loop from Radda in Chianti

04:36

37.5km

1,030m

Running

Hard run. Very good fitness required. Mostly accessible paths. Some sure footedness required. The starting point of the route is accessible with public transport.

Last updated: August 1, 2026

Waypoints

Start point

Bus stop

Get Directions

17 m

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”.

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29 m

Black Rooster Sculpture in Radda in Chianti

Highlight • Monument

In Radda in Chianti, the "Gallo Nero" (Black Rooster) represents the pulsating heart of local identity and is inextricably linked to the production of Chianti Classico DOCG wine, the famous …

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6.93 km

View of the Chianti Vineyards

Highlight • Viewpoint

The rows of Chianti as far as the eye can see at km 17 of the race

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10.4 km

View of Vagliagli

Highlight • Viewpoint

Panoramic view of Chianti

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10.4 km

Vagliagli

Highlight • Settlement

This is Vagliagli, a suggestive hamlet of Castelnuovo Berardenga, an authentic medieval village located a few kilometers north of Siena, in the enchanting heart of the Chianti area.

Here, time …

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10.8 km

Old Washhouse of Vagliagli

Highlight • Structure

Ancient wash house on the road that leads from the village of Vagliagli to the cemetery.

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32.6 km

Villa Vistarenni

Highlight • Historical Site

Villa Vistarenni is an elegant residence located in the town of the same name in the municipality of Gaiole in Chianti. It rises within a property of over 150 hectares, …

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35.5 km

View of Radda in Chianti

Highlight • Viewpoint

This stretch of trail offers postcard-perfect views of Chianti, with rolling hills and vineyards stretching as far as the eye can see.

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37.5 km

End point

Bus stop

Way Types & Surfaces

Way Types

23.9 km

10.2 km

1.92 km

1.38 km

< 100 m

Surfaces

22.2 km

10.0 km

2.77 km

1.20 km

1.07 km

309 m

Elevation

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

Highest point (530 m)

Lowest point (300 m)

Weather

Saturday 10 October

22°C

11°C

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Comments

March 26, 2022,Chianti Marathon Trail 42km @ Radda in Chianti (SI)

First ever trail running race for me!

Great until the 30th km, downhill then I passed everyone at triple the speed. At the 33rd km I start cramps, from then on I walk uphill and sometimes even on the flat, I stopped like 5v for self-massage for cramps, too bad I lost many positions and time for cramps in this …

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March 6, 2022,simulazione 38k Chianti Marathon Trail @ Radda in Chianti (SI)

Path of the marathon trail Chianti Marathon Trail CMT 42k shortened with a couple of cuts to reach the 38km of today's goal.

The route is 90% composed of dirt roads, 5% of asphalt and 5% of technical path, all immersed in the Chianti hills, passing through hamlets, cellars, vineyards.
In three points of points I went crazy to find …

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