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Routes
Italy
Tuscany
Siena
Montepulciano

Monticchiello – View of the Tuscan Countryside loop from Montepulciano

Routes
Italy
Tuscany
Siena
Montepulciano

Monticchiello – View of the Tuscan Countryside loop from Montepulciano

Hard

4.8

(5)

22

riders

Monticchiello – View of the Tuscan Countryside loop from Montepulciano

02:17

28.3km

690m

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: July 29, 2026

Waypoints

A

Start point

Bus stop

Get Directions
1

958 m

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

2

7.04 km

Monticchiello Gate

Highlight • Historical Site

Rest of the city walls from the 13th century.

Translated by Google •

Tip by

3

7.05 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

4

7.78 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

5

9.25 km

Panoramic view

Highlight • Viewpoint

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

Translated by Google •

Tip by

10.3 km

Viewpoint

Viewpoint

7

14.2 km

Palazzo Massaini

Highlight • Historical Site

Palazzo Massaini

Translated by Google •

Tip by

8

17.5 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

9

27.3 km

San Biagio Church (Montepulciano)

Highlight • Religious Site

At the foot of Montepulciano, the Temple of San Biagio represents a masterpiece of the Tuscan Renaissance. A work by Antonio da Sangallo the Elder, it is distinguished by the …

Showing Translation

Tip by

B

28.3 km

End point

Bus stop

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Way Types & Surfaces

Way Types

12.9 km

10.1 km

5.29 km

106 m

Surfaces

11.6 km

9.26 km

6.85 km

639 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.

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Weather

Powered by Foreca

Monday 12 October

21°C

10°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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