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Siena
Pienza

Montepulciano – Historic Centre of Pienza loop from Pienza

Routes
Road cycling routes
Italy
Tuscany
Siena
Pienza

Montepulciano – Historic Centre of Pienza loop from Pienza

Moderate

4.2

(5)

72

riders

Montepulciano – Historic Centre of Pienza loop from Pienza

02:17

47.4km

660m

Road cycling

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

Last updated: October 16, 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 13.7 km for 69 m

Waypoints

A

Start point

Bus stop

Get Directions
1

3.48 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

13.8 km

Montepulciano

Highlight • Settlement

A high-altitude medieval and very well-preserved town. Despite the steep ascent, it is highly recommended and worth seeing. Even the view of the town on the approach is magnificent, and …

Showing Translation

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3

15.0 km

San Biagio Church (Montepulciano)

Highlight • Religious Site

At the foot of Montepulciano, the Temple of San Biagio represents a masterpiece of the Tuscan Renaissance. A work by Antonio da Sangallo the Elder, it is distinguished by the …

Showing Translation

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4

15.2 km

Avenue of Remembrance

Highlight • Monument

Conceived as a monumental link between the Temple of S. Biagio and the Old Cemetery, it consists of two rows of cypresses arranged on the sides of the road. At …

Translated by Google •

Tip by

5

35.9 km

Capuchin Gate

Highlight • Historical Site

6

36.3 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

7

39.4 km

View of Val d'Orcia

Highlight • Viewpoint

8

47.0 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 …

Translated by Google •

Tip by

B

47.4 km

End point

Bus stop

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Way Types & Surfaces

Way Types

41.1 km

4.39 km

1.86 km

< 100 m

< 100 m

Surfaces

46.2 km

753 m

524 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 (570 m)

Lowest point (340 m)

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Weather

Powered by Foreca

Wednesday 21 October

19°C

10°C

17 %

Additional weather tips

Max wind speed: 18.0 km/h

to get more detailed weather forecasts along your route

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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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