Historic town of Montalcino – Montalcino Fortress loop from Castelgiocondo

Routes

Mountain biking trails

Historic town of Montalcino – Montalcino Fortress loop from Castelgiocondo

Moderate

riders

Historic town of Montalcino – Montalcino Fortress loop from Castelgiocondo

02:30

28.2km

650m

Mountain biking

Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.

Last updated: September 3, 2026

Tips

Includes a segment that goes up or down a series of steps

You may need to carry your bike.

After 9.94 km for 24 m

Waypoints

Start point

Get Directions

3.37 km

View of Sant'Angelo in Colle

Highlight • Viewpoint

Very beautiful area from which you can glimpse Montalcino and Sant'Angelo in Colle. Very nice secondary road in the middle of nature.

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6.44 km

Singletrack Near Montalcino

Highlight • MTB Park

Single track on dirt roads suitable for MTB, better if not loaded with bags. To be avoided with touring or gravel bikes.

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9.05 km

View of Val d'Orcia from Montalcino

Highlight • Viewpoint

You can see the towns of Pienza, Montecchilo, San Quirico. To get there, just cross the main street of the town and at the end, where the Town Hall is …

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9.73 km

Historic town of Montalcino

Highlight • Settlement

Montalcino, a medieval village in the province of Siena, is a place that invites you to immerse yourself in a slow tourism experience. Its trails, such as the Brunello Crossing …

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11.2 km

Montalcino Fortress

Highlight • Castle

The historic center of Montalcino is dominated by the mighty Rocca, a fortress built in 1361 to mark the passage of the city under the dominion of Siena. The panorama …

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15.2 km

Passo del Lume Spento

Highlight • Mountain Pass

A nice pass connecting with Montalcino nestled among the vineyards on a road with little traffic.

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15.5 km

Passo del Lume Spento

Mountain Pass

21.6 km

Village of Tavarnelle

Highlight • Settlement

Small village very well kept and cared for

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22.1 km

Cypress Gravel road

Highlight • Trail

Beautiful white dirt road surrounded by cypresses and vineyards all around. Leaving Montalcino behind, this road will take you to Villa Argiano, whose owners were once the Cinzanos of the …

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28.2 km

End point

Way Types & Surfaces

Way Types