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Road cycling routes

View of Val d'Orcia – Historic Centre of Pienza loop from Contignano

Road cycling routes

View of Val d'Orcia – Historic Centre of Pienza loop from Contignano

Moderate

4.6

(7)

106

riders

View of Val d'Orcia – Historic Centre of Pienza loop from Contignano

02:54

64.4km

720m

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: July 31, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Riserva Naturale Lucciola Bella

Waypoints

A

Start point

Parking

Get Directions

1

20.0 km

Historic center of San Quirico d'Orcia

Highlight • Historical Site

San Quirico d'Orcia is one of the most historic and beautiful centers in the entire Val d'Orcia. Its history is thousands of years old and the center of San Quirico …

Translated by Google •

Tip by

2

20.4 km

Capuchin Gate

Highlight • Historical Site

3

22.4 km

View of Val d'Orcia

Highlight • Viewpoint

4

29.9 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 …

Translated by Google •

Tip by

5

30.1 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 …

Showing Translation

Tip by

6

32.2 km

Pienza, City of Pius II

Highlight • Settlement

7

34.2 km

Cypress Road to Pienza

Highlight • Trail

8

45.1 km

View of the Cypress-Lined Villa in Tuscany

Highlight • Viewpoint

Absolute photo highlight spot - unfortunately also known to many other tourists ;-)

Translated by Google •

Tip by

B

64.4 km

End point

Parking

Way Types & Surfaces

Way Types

41.0 km

21.7 km

1.34 km

191 m

167 m

Surfaces

63.9 km

562 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 (250 m)

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Weather

Powered by Foreca

Monday 31 August

34°C

18°C

-- %

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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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