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Road cycling routes

Castiglione D'Orcia

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

Road cycling routes

Castiglione D'Orcia

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

Moderate

4.9

(13)

219

riders

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

02:03

40.8km

660m

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: May 18, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1

154 m

Village Square, Castiglione d'Orcia

Highlight • Settlement

In the heart of the Val d'Orcia, a few kilometers from Bagno Vignoni, Pienza and Montalcino.
From the SS2 Cassia you climb regularly for 6 km at an average 5%, …

Translated by Google •

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2

8.30 km

Spedaletto Castle

Highlight • Castle

This is the Spedaletto castle: "a fortified architectural complex located in the rural locality of the same name in the municipal area of Pienza along the Provincial Road 53".
Source: artsandculture.google.com/entity/castle-of-spedaletto/g11b5m68f7b?hl=en

Translated by Google •

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3

14.2 km

Cypress Road to Pienza

Highlight • Trail

4

16.3 km

Pienza, City of Pius II

Highlight • Settlement

5

18.0 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 •

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6

26.2 km

View of Val d'Orcia

Highlight • Viewpoint

7

28.2 km

Capuchin Gate

Highlight • Historical Site

8

35.3 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 •

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36.7 km

Poggio Covili view

Viewpoint

B

40.8 km

End point

Bus stop

Way Types & Surfaces

Way Types

25.3 km

14.2 km

1.05 km

191 m

< 100 m

Surfaces

40.3 km

448 m

< 100 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 (520 m)

Lowest point (250 m)

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Weather

Powered by Foreca

Tuesday 19 May

24°C

9°C

13 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

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

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