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Hiking trails & Routes

View of Pienza – Pienza loop from Dionora

Hiking trails & Routes

View of Pienza – Pienza loop from Dionora

Hard

4.6

(25)

123

hikers

View of Pienza – Pienza loop from Dionora

06:44

22.7km

680m

Hiking

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Last updated: May 17, 2026

Waypoints

A

Start point

Guest House

Get Directions

1

6.33 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.

Translated by Google •

Tip by

2

12.1 km

Entrance Gate to the Historic Center of Pienza

Highlight • Historical Site

Pretty here, very pretty

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3

12.2 km

View of Monte Amiata from Pienza

Highlight • Viewpoint

This is a very scenic route.
Continuing towards Viale di Circonvallazione, SS del Monte Amiata and then SC della Pieve, you will arrive at the crossroads to take the gladiator's …

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Tip by

4

12.2 km

Panoramic view of the Val d'Orcia from Pienza

Highlight • Viewpoint

Pretty here, very pretty

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Tip by

5

12.3 km

Pozzo dei Cani, Piazza Pio II

Highlight • Monument

Place of artistic, historical, tourist and architectural interest
Trapezoidal-shaped square commissioned by a pontiff in the Renaissance era and surrounded by elegant buildings

Piazza Pio II, 53026 Pienza SI
comune.pienza.siena.it
0578748502

Translated by Google •

Tip by

6

12.4 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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Tip by

7

16.5 km

View of Montichiello

Highlight • Viewpoint

Pretty here, very pretty

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Tip by

8

19.9 km

View of Pienza and Montalcino

Highlight • Viewpoint

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

Tip by

B

22.7 km

End point

Guest House

Way Types & Surfaces

Way Types

12.0 km

8.08 km

2.01 km

540 m

Surfaces

10.3 km

7.41 km

1.87 km

1.64 km

1.38 km

< 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.

Highest point (540 m)

Lowest point (330 m)

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Weather

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Monday 18 May

20°C

7°C

-- %

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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