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Tuscany
Siena
Trequanda

Historic Centre of Pienza – Tuscan Vineyard Landscape loop from Castelmuzio

Routes
Road cycling routes
Italy
Tuscany
Siena
Trequanda

Historic Centre of Pienza – Tuscan Vineyard Landscape loop from Castelmuzio

Moderate

4.0

(2)

63

riders

Historic Centre of Pienza – Tuscan Vineyard Landscape loop from Castelmuzio

02:55

60.1km

880m

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: August 17, 2026

Waypoints

A

Start point

Parking

Get Directions
1

14.5 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

18.4 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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3

20.3 km

Pienza, City of Pius II

Highlight • Settlement

4

22.4 km

Cypress Road to Pienza

Highlight • Trail

5

28.1 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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6

35.2 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

36.8 km

Tuscan Vineyard Landscape

Highlight • Natural

I crossed it in the middle of August, the thermometer at 44 degrees, I will remember it for a long time...

Translated by Google •

Tip by

53.6 km

Scavi Archeologici di Pava

Archaeological Site

9

60.0 km

Castelmuzio Historic Village

Highlight • Settlement

Very nice old village at the top of the hill, with its narrow roads, stone houses, and typical views on the hills around. There's a very quiet terrace with some …

Tip by

B

60.1 km

End point

Parking

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Way Types & Surfaces

Way Types

51.4 km

7.48 km

1.11 km

154 m

< 100 m

Surfaces

59.8 km

315 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 (560 m)

Lowest point (240 m)

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Weather

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Monday 19 October

22°C

8°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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