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Routes
Road cycling routes
Italy
Tuscany
Siena
Pienza

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

Routes
Road cycling routes
Italy
Tuscany
Siena
Pienza

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

Moderate

4.2

(5)

54

riders

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

02:07

44.9km

590m

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: April 20, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1

3.48 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 •

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2

12.5 km

Church of San Biagio

Highlight • Religious Site

Walking along the two parallel rows of cypresses it is possible to slowly glimpse the foreshortening of the bell tower that stands out high in the sky. And it seems …

Translated by Google •

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3

12.6 km

Temple of San Biagio

Highlight • Religious Site

Designed in the 16th century (start of construction 1518 - completion 1567) by Antonio da Sangallo the Elder. Typical example of Tuscan Renaissance architecture from the 16th century

Translated by Google •

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4

12.7 km

Avenue of Remembrance

Highlight • Monument

Conceived as a monumental link between the Temple of S. Biagio and the Old Cemetery, it consists of two rows of cypresses arranged on the sides of the road. At …

Translated by Google •

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5

33.5 km

Capuchin Gate

Highlight • Historical Site

6

33.9 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 •

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7

37.0 km

View of Val d'Orcia

Highlight • Viewpoint

8

44.5 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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B

44.9 km

End point

Bus stop

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Way Types & Surfaces

Way Types

41.1 km

2.26 km

1.61 km

< 100 m

Surfaces

44.0 km

721 m

290 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 (510 m)

Lowest point (340 m)

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Weather

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Tuesday 2 June

26°C

16°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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