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From Montalcino to Montefollonico – loop tour

From Montalcino to Montefollonico – loop tour

Hard

4.7

(3)

120

riders

From Montalcino to Montefollonico – loop tour

03:37

73.9km

1,120m

Road cycling

Embark on a challenging road cycling loop through the heart of Tuscany, starting from Montalcino. This difficult 45.9-mile (73.9 km) route, with its 3679 feet (1121 metres) of elevation gain, typically takes around 3 hours and 36 minutes to complete. You will ride through undulating green hills, past expansive vineyards…

Last updated: April 23, 2026

Waypoints

Start point

Parking

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1.17 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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14.7 km

Historic center of San Quirico d'Orcia

Highlight • Historical Site

San Quirico d'Orcia is one of the most historic and beautiful centers in the entire Val d'Orcia. Its history is thousands of years old and the center of San Quirico …

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24.3 km

Historic Centre of Pienza

Highlight • Historical Site

Pienza is a small jewel of the Val d'Orcia, known as the city of Pope Pius II, aka Enea Silvio Piccolomini, who was born here in 1405. Pius II, once …

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28.0 km

Massaini Castle

Highlight • Castle

Among vineyards, olive groves and medicinal plants, stands Palazzo Massaini, a place where nature, tradition, Tuscan food and wine merge.
Source: palazzomassaini.com

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35.4 km

Montefollonico Medieval Village

Highlight • Settlement

Montefollonico, a hamlet of Torrita di Siena, is characterized by a discreet and elegant atmosphere, far from the most crowded tourist circuits. From the Chiesa del Triano, a suggestive view …

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46.8 km

Castelmuzio Historic Village

Highlight • Settlement

Very nice old village at the top of the hill, with its narrow roads, stone houses, and typical views on the hills around. There's a very quiet terrace with some …

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73.9 km

End point

Parking

Way Types & Surfaces

Way Types

49.5 km

20.9 km

3.43 km

177 m

Surfaces

73.8 km

177 m

Elevation

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

Highest point (560 m)

Lowest point (240 m)

Weather

Thursday 28 May

27°C

14°C

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This route was planned by komoot.

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From Montalcino to Montefollonico – loop tour

Montalcino

Historic center of San Quirico d'Orcia

Historic Centre of Pienza

Massaini Castle

Montefollonico Medieval Village

Castelmuzio Historic Village

Nearby routes

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