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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

5.0

(4)

20

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: June 25, 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

Beautiful Tuscan Hill town.

Tip by

4

7.78 km

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

Church of San Biagio

Highlight • Religious Site

Walking along the two parallel rows of cypresses it is possible to slowly glimpse the foreshortening of the bell tower that stands out high in the sky. And it seems that it competes with the tips of the cypresses, which manage to keep up with the tower as long as the perspective works in their favor.
And it is right here, in the area where the Val d'Orcia intertwines with the Valdichiana, that we can find the beautiful temple of San Biagio.

Translated by Google •

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

11.4 km

9.33 km

6.85 km

763 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

Thursday 25 June

35°C

18°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

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