Historic Center of Cortona – Montecchio Vesponi Castle loop from Cortona

Routes

Bike touring routes & trails

Historic Center of Cortona – Montecchio Vesponi Castle loop from Cortona

Moderate

4.9

(7)

riders

Historic Center of Cortona – Montecchio Vesponi Castle loop from Cortona

02:31

29.9km

450m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. The starting point of the route is accessible with public transport.

Last updated: July 30, 2026

Waypoints

Start point

Bus stop

Get Directions

400 m

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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4.85 km

Path from Montecchio to Cortona

Highlight (Segment) • Trail

This is s a great alternative to the state road. Some. Great views and interesting farms and B&Bs

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10.00 km

Montecchio Vesponi Castle

Highlight • Castle

Montecchio Vesponi Castle dominates the Val di Chio from a hill over 360 meters above sea level. With its crenellated walls, towers, and an imposing 30-meter-high square tower, it is …

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15.3 km

Valdichiana Countryside

Highlight • Viewpoint

Valdichiana is a fertile Tuscan valley famous for its hilly landscapes, historic villages, fine wines, and Chianina, a prized breed of cattle. Also ideal for food and wine tourism. In …

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25.4 km

View of Cortona

Highlight • Viewpoint

Beautifully situated town in the south of Tuscany.

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27.6 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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