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Routes
Italy
Tuscany
Siena
Pienza

Monticchiello – Historic Centre of Pienza loop from Castelmuzio

Routes
Italy
Tuscany
Siena
Pienza

Monticchiello – Historic Centre of Pienza loop from Castelmuzio

Hard

5.0

(9)

49

riders

Monticchiello – Historic Centre of Pienza loop from Castelmuzio

03:09

40.8km

960m

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: September 10, 2026

Tips

Includes a segment in which cycling is not permitted

After 19.1 km for 112 m

Waypoints

A

Start point

Parking

Get Directions
1

6.69 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

2

18.9 km

Montepulciano

Highlight • Settlement

Beautiful medieval village to visit. From the view of the vineyards to that of the Val d'Orcia, there is no shortage of views, not to mention the streets and alleys within the city walls. Unmissable Piazza Grande.

Translated by Google •

Tip by

3

20.6 km

View of Montepulciano and the Val d'Orcia

Highlight (Segment) • Viewpoint

Steep gravel. Just not made for the racing bike!

Translated by Google •

Tip by

4

26.7 km

Monticchiello

Highlight • Settlement

Monticchiello is a fraction of the Italian municipality of Pienza, in the province of Siena, in Tuscany.
It is a typical medieval village immersed in the Sienese countryside. Monticchiello rises …

Translated by Google •

Tip by

5

27.4 km

View of the countryside between Pienza and Monticchiello

Highlight • Viewpoint

It's always worth it, but spring is the most beautiful time

Translated by Google •

Tip by

6

30.5 km

View of Pienza

Highlight • Viewpoint

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

Translated by Google •

Tip by

7

32.9 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

8

34.3 km

Cypress-Lined Farmhouse in Tuscany

Highlight • Viewpoint

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

Translated by Google •

Tip by

B

40.8 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

21.6 km

11.3 km

7.61 km

337 m

Surfaces

17.4 km

11.6 km

10.4 km

623 m

617 m

203 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 (570 m)

Lowest point (330 m)

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Weather

Powered by Foreca

Tuesday 13 October

21°C

7°C

0 %

Additional weather tips

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

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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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