Monticchiello – Pienza loop from Montepulciano

Bike touring routes & trails

Monticchiello – Pienza loop from Montepulciano

Hard

4.9

(68)

273

riders

Monticchiello – Pienza loop from Montepulciano

03:07

39.8km

890m

Cycling

Hard bike 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 very steep uphill segment

You may need to push your bike.

After 33.3 km for 867 m

Waypoints

Start point

Parking

Get Directions

3.95 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 balance of its forms and the elegance of the travertine, perfectly integrated into the surrounding landscape.

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9.10 km

View of the Tuscan Hills

Highlight • Viewpoint

This area of Tuscany, with its magnificent colors, will instantly steal your hearts.

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10.9 km

View of Monte Amiata

Highlight • Viewpoint

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

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13.4 km

cipressi di Monticchielo

Viewpoint

15.2 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 500 meters above sea level and in 2011 there were 202 inhabitants living there.
visittuscany.com/it/attrazioni/il-borgo-di-monticchiello

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26.6 km

Parish Church of Saints Vito and Modesto, Corsignano

Highlight • Religious Site

The Pieve dei Santi Vito e Modesto in Corsignano is a Romanesque church located in the ancient village of Corsignano, today known as Pienza. Its origins date back to the Early Middle Ages and it represents one of the oldest religious buildings in the area.

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27.3 km

Pienza

Highlight • Settlement

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.

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