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Montepulciano

Tuscan Vineyard Landscape – View of Val d'Orcia loop from Montepulciano

Routes
Road cycling routes
Italy
Tuscany
Siena
Montepulciano

Tuscan Vineyard Landscape – View of Val d'Orcia loop from Montepulciano

Hard

4.3

(6)

84

riders

Tuscan Vineyard Landscape – View of Val d'Orcia loop from Montepulciano

04:33

90.0km

1,510m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: August 23, 2026

Tips

The surface for a segment of your route may not be suitable

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

After 43.7 km for 131 m

Waypoints

A

Start point

Train Station

Get Directions
1

17.7 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

Translated by Google •

Tip by

2

42.6 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 …

Translated by Google •

Tip by

3

43.1 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 …

Translated by Google •

Tip by

4

58.3 km

Tuscan Vineyard Landscape

Highlight • Natural

I crossed it in the middle of August, the thermometer at 44 degrees, I will remember it for a long time...

Translated by Google •

Tip by

5

59.9 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 …

Translated by Google •

Tip by

6

60.3 km

Capuchin Gate

Highlight • Historical Site

7

62.3 km

View of Val d'Orcia

Highlight • Viewpoint

B

90.0 km

End point

Train Station

Loading

Way Types & Surfaces

Way Types

50.8 km

37.5 km

1.30 km

328 m

131 m

Surfaces

89.6 km

328 m

131 m

< 100 m

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Elevation

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

Highest point (550 m)

Lowest point (240 m)

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Weather

Powered by Foreca

Sunday 25 October

20°C

9°C

0 %

Additional weather tips

Max wind speed: 6.0 km/h

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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