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Historic Centre of Pienza – Pienza loop from Montepulciano

Historic Centre of Pienza – Pienza loop from Montepulciano

Hard

4.1

(9)

26

riders

Historic Centre of Pienza – Pienza loop from Montepulciano

02:19

28.0km

750m

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: May 17, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1

309 m

View of Montepulciano and the Val d'Orcia

Highlight (Segment) • Viewpoint

Steep gravel. Just not made for the racing bike!

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2

6.97 km

Cypress Road of Monticchiello

Highlight • Viewpoint

The most beautiful road to Monticchiello

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3

7.60 km

View of the countryside between Pienza and Monticchiello

Highlight • Viewpoint

It's always worth it, but spring is the most beautiful time

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4

14.3 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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5

14.4 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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6

15.9 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 …

Translated by Google •

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7

18.0 km

View of Pienza

Highlight • Viewpoint

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

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8

20.2 km

Panoramic view

Highlight • Viewpoint

This view motivates you to continue driving to the next ice cream parlor!

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B

28.0 km

End point

Bus stop

Way Types & Surfaces

Way Types

16.8 km

8.39 km

1.47 km

1.41 km

Surfaces

11.5 km

10.1 km

4.73 km

1.36 km

386 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 (530 m)

Lowest point (320 m)

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Weather

Powered by Foreca

Friday 29 May

30°C

12°C

0 %

Additional weather tips

Max wind speed: 9.0 km/h

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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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