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Italy
Tuscany
Siena
Radicofani

Historic Centre of Pienza – Pienza loop from Contignano

Routes
Road cycling routes
Italy
Tuscany
Siena
Radicofani

Historic Centre of Pienza – Pienza loop from Contignano

Moderate

22

riders

Historic Centre of Pienza – Pienza loop from Contignano

01:48

37.4km

480m

Road cycling

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is right next to a parking lot.

Last updated: September 10, 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 342 m for 161 m

After 16.4 km for 737 m

Waypoints

A

Start point

Parking

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1

354 m

Panoramic bench overlooking the Val d'Orcia

Highlight • Viewpoint

Recommended to go there around sunset time, really very nice.

Translated by Google •

Tip by

2

423 m

Contignano Village

Highlight • Settlement

Contignano is a charming medieval village in southern Tuscany, located in the enchanting Val d'Orcia. Contignano has very ancient origins, like all the villages in the Monte Amiata area. The …

Translated by Google •

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3

14.7 km

Cypress Road to Pienza

Highlight • Trail

4

16.8 km

View of Val d'Orcia

Highlight • Viewpoint

Just around the main road there's one of the most awesome spot to enjoy Valdorcia. A bench in the top of a hill where your sight can go as far …

Tip by

5

17.5 km

Pienza, City of Pius II

Highlight • Settlement

6

19.2 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 •

Tip by

7

19.3 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

8

19.5 km

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 …

Translated by Google •

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B

37.4 km

End point

Parking

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Way Types & Surfaces

Way Types

35.4 km

2.00 km

< 100 m

Surfaces

36.2 km

791 m

474 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 (490 m)

Lowest point (280 m)

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Weather

Powered by Foreca

Monday 12 October

21°C

10°C

0 %

Additional weather tips

Max wind speed: 11.0 km/h

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

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