Routes

Planner

Features

Updates

App

Get the App

Routes

Bike touring routes & trails

Italy

Tuscany

Siena

Castelnuovo Berardenga

Radda in Chianti – Castellina in Chianti loop from Vagliagli

Routes

Bike touring routes & trails

Italy

Tuscany

Siena

Castelnuovo Berardenga

Radda in Chianti – Castellina in Chianti loop from Vagliagli

Hard

4.4

(17)

112

riders

Radda in Chianti – Castellina in Chianti loop from Vagliagli

02:31

33.3km

560m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: May 17, 2026

Tips

Temporary access restrictions

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

After 23.2 km for 277 m

Waypoints

Start point

Parking

Get Directions

466 m

View of Cypress Trees and Vineyards in Tuscany

Highlight • Viewpoint

740 m

Chianti White Road

Highlight (Segment) • Cycleway

In the heart of Chianti, this is one of the typical and very famous white roads. Here you pedal on a pleasant gravel between the iconic hills of Tuscany.

Translated by Google •

Tip by

11.7 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

21.9 km

View of a Chianti Hillside Village

Highlight • Viewpoint

23.2 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

25.9 km

Panoramic View from the Chiantigiana

Highlight • Viewpoint

Panoramic view of Siena and Montemaggio

Translated by Google •

Tip by

32.6 km

View of Vagliagli and the valley

Highlight • Viewpoint

Near the cemetery of Vagliagli there is a panoramic point from which you can enjoy the view of the valley below and of the town

Translated by Google •

Tip by

33.3 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 …

Translated by Google •

Tip by

33.3 km

End point

Parking

Way Types & Surfaces

Way Types

15.4 km

11.1 km

6.65 km

178 m

Surfaces

20.1 km

6.60 km

4.39 km

2.12 km

178 m

Elevation

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

Highest point (610 m)

Lowest point (320 m)

Weather

Tuesday 19 May

24°C

10°C

31 %

Additional weather tips

Max wind speed: 12.0 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.

Navigate

Send to Phone

Save

Edit route

Download GPX

Move start point

Embed on a website

Report an Issue

Nearby routes

Hard

4.8

223

L'Eroica Chianti Loop from Siena

04:41h

68.3km

1,140m

Hard

4.8

2,774

Crete Senesi – Radi Village loop from Monteroni Sud

03:20h

48.1km

460m

Hard

4.9

2,193

View of Fonterutoli – Radda in Chianti loop from Fonterutoli

03:24h

50.8km

790m

Hard

4.6

187

Strade Bianche Siena Loop

03:58h

58.2km

770m

Hard

4.6

203

Crete Senesi Loop from Siena

04:45h

71.6km

940m

Hard

4.3

135

From Colle Val d’Elsa to San Gimignano

02:48h

37.5km

730m

Hard

4.3

109

The colors of Chianti — Ring tour

02:14h

27.2km

490m

Hard

4.5

150

Francigena Cycle Route: Siena to Monteriggioni

03:42h

53.1km

670m

Hard

4.9

2,110

Radda in Chianti – San Donato in Poggio loop from Panzano in Chianti

03:16h

46.7km

830m

Hard

4.8

147

Siena and Strade Bianche Loop

04:02h

59.1km

1,010m

Moderate

4.3

Asciano and the Francigena Way - Ring tour

02:27h

31.9km

390m

Hard

4.2

San Gimignano — Ring tour

02:24h

29.3km

570m

Radda in Chianti – Castellina in Chianti loop from Vagliagli

View of Cypress Trees and Vineyards in Tuscany

Chianti White Road

Radda in Chianti

View of a Chianti Hillside Village

Castellina in Chianti

Panoramic View from the Chiantigiana

View of Vagliagli and the valley

Vagliagli

Nearby routes

Sign up or log in to keep exploring this route

We value your privacy ⛰️

We value your privacy ⛰️