View of Pienza – View of Pienza and Montalcino loop from Montepulciano

Hiking trails & Routes

View of Pienza – View of Pienza and Montalcino loop from Montepulciano

Hard

4.7

(51)

144

hikers

View of Pienza – View of Pienza and Montalcino loop from Montepulciano

05:04

17.1km

510m

Hiking

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: August 18, 2026

Waypoints

Start point

Parking

Get Directions

37 m

Cypress-Lined Road Near San Biagio, Montepulciano

Highlight • Trail

321 m

View of the Church of San Biagio and Val d'Orcia

Highlight • Viewpoint

Wonderful viewpoint, take a break and enjoy the wonderful beauty of nature around you

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1.44 km

View of Montepulciano and Tempio di San Biagio

Highlight • Viewpoint

pretty here, very pretty

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7.88 km

Historic Center of Monticchiello

Highlight • Historical Site

A great compact old town on top of a hill or ridge. Picturesque streets, great old buildings, pretty gardens, park with art objects, closed city wall, interesting church with numerous restored frescoes. Magnificent views. Very worthwhile!

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8.00 km

View of Pienza

Highlight • Viewpoint

Magnificent views of the Orcia valley with side valleys and in particular of the old town of Pienza, which is enthroned on a ridge.

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11.6 km

View of Pienza and Montalcino

Highlight • Viewpoint

Good walk along gravel roads and through the woods. Fabulous views.

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16.1 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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