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Routes

Bike touring routes & trails

Italy

Tuscany

Arezzo

Castiglion Fiorentino

View of Castiglion Fiorentino – Historic Center of Cortona loop from Castiglion Fiorentino

Routes

Bike touring routes & trails

Italy

Tuscany

Arezzo

Castiglion Fiorentino

View of Castiglion Fiorentino – Historic Center of Cortona loop from Castiglion Fiorentino

Hard

5.0

(1)

riders

View of Castiglion Fiorentino – Historic Center of Cortona loop from Castiglion Fiorentino

03:57

55.4km

1,100m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: March 18, 2026

Waypoints

Start point

Train Station

Get Directions

498 m

View of Castiglion Fiorentino

Highlight • Viewpoint

A delightful square and a beautiful view of the surrounding plain

Translated by Google •

Tip by

10.4 km

Ancient olive groves just before Cortana

Highlight • Natural

During the ascent to Cortana you will pass wonderful, ancient olive groves.

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11.5 km

Saint Mary of the Graces at the Calcinaio

Highlight • Religious Site

Legend has it that on Easter Sunday 1484, an image of the Madonna and Child painted on the wall of a vat for tanning leather - and called "calcinaio" because …

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Tip by

13.9 km

Piazza della Repubblica and Clock Tower, Cortona

Highlight • Historical Site

Here you have to go up - lots of romance and originality make the climb worthwhile.

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15.0 km

View of the Valdichiana from Cortona

Highlight • Viewpoint

You will be rewarded with such views when you go to Cortona.

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16.0 km

Historic Center of Cortona

Highlight • Historical Site

It is worth to see the upper part of Cortone! Via the Via Porte Montarina in the northwest, it goes through old, narrow streets directly to the central squares and cafes.

Translated by Google •

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22.7 km

View of the Val di Pierle from Portole

Highlight • Viewpoint

Panoramic point a few kilometers from Corona, frequented by many cyclists located near a crossroads where three splendid climbs arrive, not very difficult, the average slopes are between 6% and …

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43.8 km

View of the Chio Valley and Castiglion Fiorentino

Highlight • Viewpoint

Castiglion Fiorentino in the background

Translated by Google •

Tip by

55.4 km

End point

Train Station

Way Types & Surfaces

Way Types

43.2 km

6.18 km

5.69 km

212 m

117 m

Surfaces

49.7 km

3.96 km

1.43 km

268 m

Elevation

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

Highest point (890 m)

Lowest point (250 m)

Weather

Saturday 23 May

27°C

11°C

0 %

Additional weather tips

Max wind speed: 18.0 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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View of Castiglion Fiorentino – Historic Center of Cortona loop from Castiglion Fiorentino

View of Castiglion Fiorentino

Ancient olive groves just before Cortana

Saint Mary of the Graces at the Calcinaio

Piazza della Repubblica and Clock Tower, Cortona

View of the Valdichiana from Cortona

Historic Center of Cortona

View of the Val di Pierle from Portole

View of the Chio Valley and Castiglion Fiorentino

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