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Historic Centre of Pienza – Pienza loop from Chianciano Terme

Historic Centre of Pienza – Pienza loop from Chianciano Terme

Hard

4.8

(12)

riders

Historic Centre of Pienza – Pienza loop from Chianciano Terme

04:06

52.7km

1,290m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: July 29, 2026

Waypoints

Start point

Parking

Get Directions

11.7 km

cipressi di Monticchielo

Viewpoint

12.5 km

View of Monticchiello

Highlight • Viewpoint

Very well-kept - great panoramic view in the highest part of the village

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14.8 km

Panoramic view

Highlight • Viewpoint

This view motivates you to continue driving to the next ice cream parlor!

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16.9 km

View of Pienza

Highlight • Viewpoint

Beautiful view of Pienza, a typical Tuscan town worth seeing.

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19.3 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 …

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19.6 km

Pienza Historic Center and View of Val d'Orcia

Highlight • Historical Site

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 …

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20.1 km

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.

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21.4 km

Cypress-Lined Farmhouse in Tuscany

Highlight • Viewpoint

Typical country house on a hilltop. Simply a beautiful motif.

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30.2 km

View of the Tuscan Countryside

Highlight • Viewpoint

Along the road that goes from Montefollonico to Palazzo Massaini there is a trail that winds through the heart of the Tuscan countryside, among rolling hills, cultivated fields and ancient residences.

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42.1 km

Contucci Palace

Castle

49.2 km

Troscia maledetta

Lake

52.7 km

End point

Parking

Way Types & Surfaces

Way Types

19.2 km

17.7 km

13.2 km

1.99 km

614 m

Surfaces

23.7 km

14.7 km

9.32 km

2.28 km

1.99 km

779 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (680 m)

Lowest point (330 m)

Weather

Thursday 30 July

36°C

21°C

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Comments

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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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Historic Centre of Pienza – Pienza loop from Chianciano Terme

View of Monticchiello

Panoramic view

View of Pienza

Historic Centre of Pienza

Pienza Historic Center and View of Val d'Orcia

Pienza

Cypress-Lined Farmhouse in Tuscany

View of the Tuscan Countryside

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