Historic Centre of Pienza – Pienza loop from Foiano

Historic Centre of Pienza – Pienza loop from Foiano

Moderate

4.0

(1)

riders

Historic Centre of Pienza – Pienza loop from Foiano

02:43

56.1km

730m

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: August 15, 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 11.5 km for 243 m

Waypoints

Start point

Train Station

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11.6 km

Town Hall (Former Pretorio Palace)

Highlight • Historical Site

It dates back to the 13th century, but numerous changes and renovations have been made to date. In 1266 it housed the administrative headquarters of the podestà in office at …

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11.6 km

Church of the Most Holy Annunciation

Highlight • Religious Site

Built around the mid-16th century.
The brick façade has a triangular tympanum decorated with a row of corbels. At the top is a brick bell tower topped by a small …

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24.0 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

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27.9 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 …

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27.9 km

A medieval city, awarded by UNESCO as a World Heritage Site. You can enjoy some old churches and palaces here or simply stroll through the atmospheric streets. Also the view from the city wall is great.

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28.1 km

Pienza Historic Center and View of Val d'Orcia

Highlight • Historical Site

Immersed in the green heart of the Val d'Orcia, Pienza stands before your eyes like a Renaissance monument solidified over time. Pope Pius II wanted it and built it as …

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28.7 km

View of Monte Amiata from Pienza

Highlight • Viewpoint

This is a very scenic route.
Continuing towards Viale di Circonvallazione, SS del Monte Amiata and then SC della Pieve, you will arrive at the crossroads to take the gladiator's …

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