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Road cycling routes
Italy
Tuscany
Siena
Sarteano

Montepulciano – Historic Centre of Pienza loop from Sarteano

Routes
Road cycling routes
Italy
Tuscany
Siena
Sarteano

Montepulciano – Historic Centre of Pienza loop from Sarteano

Hard

24

riders

Montepulciano – Historic Centre of Pienza loop from Sarteano

03:31

68.4km

1,160m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: April 20, 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 20.7 km for 267 m

After 22.0 km for 381 m

After 22.6 km for 85 m

Waypoints

A

Start point

Parking

Get Directions

1

17.2 km

Historic Center of Montepulciano

Highlight • Historical Site

2

20.5 km

Church of St. Agnes

Highlight • Religious Site

Baroque and neo-Romanesque style church.
It was built in 1306 by the abbess of Poliziana Agnese. At the end of the seventeenth century it was radically renovated.

Translated by Google •

Tip by

22.2 km

Viewpoint

Viewpoint

4

22.5 km

Montepulciano

Highlight • Settlement

Beautiful medieval village to visit. From the view of the vineyards to that of the Val d'Orcia, there is no shortage of views, not to mention the streets and alleys within the city walls. Unmissable Piazza Grande.

Translated by Google •

Tip by

5

24.3 km

Church of San Biagio

Highlight • Religious Site

Walking along the two parallel rows of cypresses it is possible to slowly glimpse the foreshortening of the bell tower that stands out high in the sky. And it seems …

Translated by Google •

Tip by

6

24.4 km

Temple of San Biagio

Highlight • Religious Site

Designed in the 16th century (start of construction 1518 - completion 1567) by Antonio da Sangallo the Elder. Typical example of Tuscan Renaissance architecture from the 16th century

Translated by Google •

Tip by

7

24.5 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

8

33.4 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

9

37.2 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 •

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B

68.4 km

End point

Parking

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Way Types & Surfaces

Way Types

44.0 km

20.2 km

4.03 km

107 m

< 100 m

< 100 m

Surfaces

65.7 km

1.87 km

775 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 (600 m)

Lowest point (390 m)

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Weather

Powered by Foreca

Thursday 21 May

26°C

11°C

0 %

Additional weather tips

Max wind speed: 18.0 km/h

to get more detailed weather forecasts along your route

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

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