Montalcino – Historic town of Montalcino loop from Poggio Madonnino

Montalcino – Historic town of Montalcino loop from Poggio Madonnino

Hard

4.0

(5)

riders

Montalcino – Historic town of Montalcino loop from Poggio Madonnino

02:27

44.3km

900m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Last updated: September 2, 2026

Tips

The surface along some of this route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 11.1 km for 233 m

After 12.4 km for 627 m

After 13.3 km for 81 m

After 21.9 km for 400 m

After 32.1 km for 201 m

Waypoints

Start point

Get Directions

13.3 km

First Refreshment Stop of L'Eroica di Montalcino

Highlight • Rest Area

The first refreshment point at the Eroica di Montalcino, located at the lower end of the route. Cheer up, there's still a long way to go, but don't worry. Look at the scenery!

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21.2 km

View of the hills from Montalcino

Highlight • Viewpoint

This is the highest point and is perfect for taking one last look at the scenery that accompanied you all along the way.

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21.9 km

Montalcino

Highlight • Settlement

Positioned on top of a hill, overlooking the Ombrone and Asso valleys, Montalcino is fortunate to be at the center of one of Tuscany's most important wine regions. The territory …

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22.2 km

Gelateria Artigianale Why Not?

Highlight • Cafe

Delicious ice cream!

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22.3 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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22.4 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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25.9 km

Passo del Lume Spento

Mountain Pass

32.2 km

Sant'Angelo in Colle

Highlight • Settlement

Sant'Angelo in Colle is a characteristic medieval village belonging to the municipality of Montalcino, which is about 8 km away. In 1265 it was designated a "frontier castle" by the …

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39.3 km

Viale dei Cipressi

Highlight • Trail

The roads connecting Sant'Angelo Scalo to Montalcino, Sant'Angelo in Colle and Castelnuovo dell'Abate offer iconic views with rows of cypresses, typical of the Brunello landscape.

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44.3 km

End point

Way Types & Surfaces

Way Types

40.6 km

2.06 km

1.52 km

134 m

Surfaces

42.8 km