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View of the Cortona Hills – Historic Center of Cortona loop from Madonnina

Routes

Bike touring routes & trails

View of the Cortona Hills – Historic Center of Cortona loop from Madonnina

Hard

4.3

(3)

riders

View of the Cortona Hills – Historic Center of Cortona loop from Madonnina

01:32

20.5km

500m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Last updated: May 19, 2026

Waypoints

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2.91 km

View of the Cortona Hills

Highlight (Segment) • Viewpoint

Relaxed morning round

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7.84 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.

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8.47 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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8.49 km

View from Piazza Garibaldi

Highlight • Viewpoint

Country of origin of many historical figures but also of the cyclist and singer-songwriter Jovanotti, Cortona stands on a hill and with its Piazza Garibaldi (a small roundabout) allows you …

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10.6 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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12.3 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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20.1 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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20.5 km

End point

Way Types & Surfaces

Way Types

17.5 km

2.76 km

212 m

Surfaces

17.9 km

1.52 km

931 m

151 m

Elevation

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

Highest point (820 m)

Lowest point (370 m)

Weather

Saturday 23 May

25°C

10°C

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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View of the Cortona Hills – Historic Center of Cortona loop from Madonnina

View of the Cortona Hills

Historic Center of Cortona

Piazza della Repubblica and Clock Tower, Cortona

View from Piazza Garibaldi

Saint Mary of the Graces at the Calcinaio

View of the Valdichiana from Cortona

View of the Val di Pierle from Portole

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