4.8
(84)
304
hikers
Pienza – Gladiator Road – Val d'Orcia loop from Pienza
04:40
15.9km
440m
Hiking
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is accessible with public transport.
Last updated: April 16, 2026
Waypoints
Start point
Bus stop
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979 m
Pozzo dei Cani, Piazza Pio II
Highlight • Monument
Trapezoidal-shaped square commissioned by a pontiff in the Renaissance era and surrounded by elegant buildings
Piazza Pio II, 53026 Pienza SI
comune.pienza.siena.it
0578748502
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Tip by
1.00 km
Pienza
Highlight • Settlement
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Tip by
1.08 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
5.38 km
Madonna di Vitaleta Chapel
Highlight • Religious Site
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Tip by
13.6 km
Gladiator Road – Val d'Orcia
Highlight • Trail
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Tip by
14.0 km
Gladiator Filming Location View, Val d'Orcia
Highlight • Viewpoint
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14.4 km
View of the Tuscan Hills
Highlight • Viewpoint
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Tip by
14.9 km
Church of Santa Caterina
Highlight • Religious Site
The small church of Santa Caterina is also worth a visit. You are immediately surrounded by silence and the small votive offerings around the Madonna fresco testify to deep popular piety. Time to pause for a moment and think about your loved ones at home...
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Tip by
15.9 km
End point
Bus stop
Way Types & Surfaces
Way Types
9.68 km
4.33 km
728 m
541 m
406 m
168 m
Surfaces
8.64 km
4.32 km
1.69 km
694 m
498 m
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Elevation
Highest point (490 m)
Lowest point (280 m)
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Weather
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Saturday 9 May
19°C
12°C
56 %
Additional weather tips
Max wind speed: 9.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.