Montecchio Vesponi Castle – Alta di Sant’Egidio loop from Castiglion Fiorentino

Mountain biking trails

Italy

Tuscany

Arezzo

Castiglion Fiorentino

Montecchio Vesponi Castle – Alta di Sant’Egidio loop from Castiglion Fiorentino

Hard

4.6

(5)

riders

Montecchio Vesponi Castle – Alta di Sant’Egidio loop from Castiglion Fiorentino

03:37

46.3km

930m

Mountain biking

Hard mountain bike ride. Very good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike. The starting point of the route is accessible with public transport.

Last updated: July 30, 2026

Tips

Includes a segment in which cycling is not permitted

After 14.5 km for 247 m

Waypoints

Start point

Train Station

Get Directions

3.72 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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3.96 km

Castle Montecchio

Highlight (Segment) • Castle

eat and drink off-road trail

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11.7 km

Tanella di Pitagora

Archaeological Site

18.0 km

Fortezza del Girifalco

Highlight • Castle

Located at 651m above sea level, the Medicea or Girifalco fortress is located at the top of the hill overlooking Cortona (AR), a little higher than the basilica of Santa Margherita.

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18.3 km

Historic Center of Cortona

Highlight • Settlement

The historic center of Cortona is simply beautiful.
Be careful because it is a city built on the side of a hill and consequently the difference in height between the lower part and the top is considerable!

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26.2 km

Passo Sant'Egidio and Roman Road (Strada Basolata)

Highlight • Mountain Pass

Nice views above Cortona. Castiglion del Lago can be seen from this area. Paved road all the way to/from Cortona. Gravel and mtb on the Arezzo side...

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26.3 km

Alta di Sant’Egidio

Highlight • Trail

Very beautiful single track trail but also challenging to do. Downhill are recommended because the climb in some sections is not pedalable. It certainly makes an impression to know that …

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34.5 km

Panoramic View of Val di Chio

Highlight • Viewpoint

45.2 km

Church of Our Lady of Consolation

Highlight • Religious Site

In Castiglion Fiorentino, just outside the city walls, stands the Church of the Madonna della Consolazione. Its history stems from a sacred image of the Madonna and Child, attributed to Luca Signorelli, once kept in a tabernacle along the road.

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46.3 km

End point

Train Station

Way Types & Surfaces

Way Types