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Monticchiello – Pienza loop from Montepulciano

Monticchiello – Pienza loop from Montepulciano

Hard

5.0

(6)

riders

Monticchiello – Pienza loop from Montepulciano

02:45

35.4km

860m

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

Tips

Includes a segment in which cycling is not permitted

After 13.9 km for 141 m

Waypoints

Start point

Bus stop

Get Directions

156 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

6.22 km

Monticchiello

Highlight • Settlement

Beautiful Tuscan Hill town.

Tip by

6.95 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

10.0 km

View of Pienza

Highlight • Viewpoint

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

Translated by Google •

Tip by

12.7 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.

Translated by Google •

Tip by

12.9 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 an ideal city, and since then its beauty has been preserved intact. As you stroll through its silent streets, savor the serenity and beauty of a village where art and history blend with the breathtaking Tuscan landscape.

Translated by Google •

Tip by

14.0 km

Viewpoint

23.4 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

27.7 km

Montefollonico Medieval Village

Highlight • Settlement

Montefollonico, a hamlet of Torrita di Siena, is characterized by a discreet and elegant atmosphere, far from the most crowded tourist circuits. From the Chiesa del Triano, a suggestive view opens up over Montepulciano and the typical Tuscan hilly landscape: a privileged spot for a quiet stop and some photos.

Showing Translation

Tip by

35.4 km

End point

Bus stop

Way Types & Surfaces

Way Types

18.9 km

9.68 km

6.75 km

< 100 m

Surfaces

13.5 km

10.7 km

9.36 km

1.23 km

682 m

Elevation

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

Highest point (550 m)

Lowest point (330 m)

Weather

Thursday 25 June

35°C

18°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

Comments

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Monticchiello – Pienza loop from Montepulciano

View of Montepulciano and the Val d'Orcia

Monticchiello

View of the countryside between Pienza and Monticchiello

View of Pienza

Pienza

Pienza Historic Center and View of Val d'Orcia

View of the Tuscan Countryside

Montefollonico Medieval Village

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