View of Pienza – Monticchiello loop from Poggio Oppio

Bike touring routes & trails

View of Pienza – Monticchiello loop from Poggio Oppio

Hard

4.8

(6)

riders

View of Pienza – Monticchiello loop from Poggio Oppio

01:30

18.8km

460m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces.

Last updated: September 26, 2026

Waypoints

Start point

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3.04 km

View of Pienza

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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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3.05 km

Monticchiello

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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 …

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4.02 km

View of Monticchiello

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Very well-kept - great panoramic view in the highest part of the village

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4.82 km

Scenic viewpoint overlooking Monticchiello

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The iconic paved road descending towards Montichiello: a succession of hairpin bends immersed among cypresses, made famous by countless advertising shoots.

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7.34 km

View of Monte Amiata

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

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9.14 km

View of the Tuscan Hills

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

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12.5 km

View of Montepulciano

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Nice parking lot with the best view. A dream in the morning sun. For the evening, there is wine to buy just around the corner.

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18.8 km

End point

Way Types & Surfaces

Way Types

14.0 km

3.47 km

987 m

317 m

Surfaces

14.3 km

2.51 km

2.00 km

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (670 m)

Lowest point (410 m)

Weather

Thursday 5 November

10°C

6°C

91 %

Additional weather tips

It’s set to rain on your activity. Pack a waterproof jacket.

to get more detailed weather forecasts along your route

Comments

October 17, 2024,Montepulciano

From Monticchiello we headed towards Montepulciano. Below the day's destination, we first follow a beautiful cypress avenue to the Tempio di San Biagio below Montepulciano. I'll visit this beautiful church at a later date - it's worth it.
So we continue up towards the town. There are lots of tourists on the roads, so we have to push.
After a …

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