Strade Bianche di Pienza e Montepulciano – round trip

Strade Bianche di Pienza e Montepulciano – round trip

Moderate

4.8

(13)

242

riders

Strade Bianche di Pienza e Montepulciano – round trip

02:22

45.0km

840m

Road cycling

Embark on a moderate 28.0-mile (45.0 km) racebike journey through Tuscany's Val d'Orcia, a UNESCO World Heritage Site. This round trip features 2749 feet (838 metres) of elevation gain and takes about 2 hours and 22 minutes to complete. You will navigate undulating Tuscan hills, cycling on a mix of…

Last updated: April 23, 2026

Waypoints

Start point

Parking

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11.0 km

View of Monte Amiata

Highlight • Viewpoint

The best view of Monte Amiata over the southern part of Valdorcia

Tip by

13.4 km

Legendary Road of Monticchiello

Highlight (Segment) • Viewpoint

A wonderful road nestled in the Sienese hills, every glance you give at the panorama will be a memory that will remain with you forever.

Translated by Google •

Tip by

24.5 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 …

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28.5 km

Massaini Castle

Highlight • Castle

Among vineyards, olive groves and medicinal plants, stands Palazzo Massaini, a place where nature, tradition, Tuscan food and wine merge.
Source: palazzomassaini.com

Translated by Google •

Tip by

45.0 km

End point

Parking

Way Types & Surfaces

Way Types