Montepulciano – Historic Centre of Pienza loop from Montepulciano
Montepulciano – Historic Centre of Pienza loop from Montepulciano
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Montepulciano – Historic Centre of Pienza loop from Montepulciano
02:43
56.1km
770m
Road cycling
Moderate road ride. 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: March 21, 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 0 m for 68 m
After 847 m for 251 m
Waypoints
Start point
Parking
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612 m
Church of St. Agnes
Highlight • Religious Site
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
1.01 km
Montepulciano
Highlight • Settlement
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2.76 km
Temple of San Biagio
Highlight • Religious Site
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2.83 km
Church of San Biagio
Highlight • Religious Site
And it is right here, in the area where the Val d'Orcia intertwines with the Valdichiana, that we can find the beautiful temple of San Biagio.
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11.9 km
Massaini Castle
Highlight • Castle
Source: palazzomassaini.com
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21.8 km
View of Val d'Orcia
Highlight • Viewpoint
24.1 km
Historic center of San Quirico d'Orcia
Highlight • Historical Site
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41.8 km
Historic Centre of Pienza
Highlight • Historical Site
He thus entrusted the total renovation of the village to the architect Bernardo Rossellino and the humanist Leon Battisti Alberti, who in just four years, from 1459 to 1462, defined the harmonious and typically fifteenth-century appearance of what would have been Pienza today.
Thus was born that is now known as the ideal city of author: "born from a thought of love and a dream of beauty", as Giovanni Pascoli wrote.
Due to its peculiar characteristics in 1996, together with the whole Val d’Orcia, Pienza was recognized as a World Heritage Site.
Walking through the historic center, in Piazza Pio II, a visit to the Duomo, the Cathedral of the Assumption, is a must. Inside it houses important and remarkable paintings by the most renowned artists of the time, while the beautiful octagonal bell tower rises above the ancient crypt.
In front of the Cathedral you can see the Palazzo Comunale, a historic building dating back to the mid-1400s with its main feature: the large loggia on the facade. Also in the main square, the imposing Museo-Palazzo Piccolomini stands out with its hanging garden from which you can admire a truly unique panorama over the entire Val d'Orcia, from Montalcino to Monte Amiata. To complete the closure of the central square, you can visit the Palazzo Borgia, seat of the Diocesan Museum of Pienza.
Inside the former San Carlo conservatory, there is now the Archaeological Museum of Pienza, a building of medieval origin, with archaeological and Etruscan collections on display and an exhibition itinerary that documents the urban and architectural history of the Pienza area.
A few steps from the historic center, a short walk takes you to the Pieve di Corsignano: a Romanesque church with three naves, whose origins date back to the 7th century.
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Tip by
56.1 km
End point
Parking
Way Types & Surfaces
Way Types
34.9 km
18.7 km
2.62 km
< 100 m
< 100 m
Surfaces
54.8 km
775 m
540 m
< 100 m
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Elevation
Highest point (550 m)
Lowest point (250 m)
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Weather
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Thursday 28 May
29°C
16°C
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