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Italy
Tuscany
Tuscany
Siena
Chianciano Terme

Pienza Cathedral – Pienza loop from Chianciano Terme

Routes
Italy
Tuscany
Tuscany
Siena
Chianciano Terme

Pienza Cathedral – Pienza loop from Chianciano Terme

Hard

4.8

(12)

63

riders

Pienza Cathedral – Pienza loop from Chianciano Terme

04:29

48.2km

1,120m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: November 26, 2025

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Tips

Includes a segment that goes up or down a series of steps

You may need to carry your bike.

After 17.9 km for 4 m

Waypoints

A

Start point

Bus stop

Get Directions

1

3.02 km

Troscia maledetta

Lake

2

9.50 km

cipressi di Monticchielo

Viewpoint

3

16.7 km

Pienza Cathedral

Highlight • Religious Site

Pienza Cathedral was built by Rossellino between 1459 and 1462 as a three-nave hall church with an ambulatory. Despite its Renaissance facade, the church is based on typical northern Alpine …

Translated by Google •

Tip by

4

16.7 km

Pienza

Highlight • Settlement

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.

Translated by Google •

Tip by

5

17.0 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 •

Tip by

6

18.7 km

Cypress-Lined Farmhouse in Tuscany

Highlight • Viewpoint

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

Translated by Google •

Tip by

7

27.5 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.

Translated by Google •

Tip by

8

38.7 km

Piazza Grande, Montepulciano

Highlight • Historical Site

Great place to stay and enjoy the flair

Translated by Google •

Tip by

9

41.5 km

Overview over Montepulciano

Highlight • Viewpoint

A panoramic view of the area and information boards.

Translated by Google •

Tip by

B

48.2 km

End point

Bus stop

Way Types & Surfaces

Way Types

19.8 km

13.3 km

13.2 km

1.83 km

< 100 m

Surfaces

21.8 km

14.0 km

9.23 km

2.00 km

806 m

357 m

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Elevation

Elevation

Highest point (680 m)

Lowest point (330 m)

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Weather

Powered by Foreca

Thursday 26 February

15°C

6°C

0 %

Additional weather tips

Max wind speed: 6.0 km/h

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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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