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Road cycling routes

Historic Centre of Pienza – Pienza loop from Pienza

Road cycling routes

Historic Centre of Pienza – Pienza loop from Pienza

Moderate

4.7

(3)

58

riders

Historic Centre of Pienza – Pienza loop from Pienza

01:26

29.9km

410m

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: October 16, 2026

Waypoints

A

Start point

Parking

1

13.2 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 …

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Tip by

2

15.3 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

3

25.8 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

4

29.7 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

5

29.8 km

Pienza

Highlight • Settlement

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.

Translated by Google •

Tip by

B

29.9 km

End point

Parking

Way Types & Surfaces

Way Types

23.1 km

6.38 km

351 m

< 100 m

Surfaces

28.9 km

753 m

315 m

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Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (550 m)

Lowest point (420 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

Comments

July 19, 2025,Montepulciano, Pienza

I was planning a trip from Montepulciano to Montalcino, but due to various problems I had to cut across Pienza... I'll be back

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