View of Pienza – Monticchiello loop from Chianciano Terme

Bike touring routes & trails

View of Pienza – Monticchiello loop from Chianciano Terme

Hard

4.0

(10)

riders

View of Pienza – Monticchiello loop from Chianciano Terme

02:11

27.1km

640m

Cycling

Hard bike 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: October 8, 2026

Waypoints

Start point

Bus stop

Get Directions

6.07 km

View of Montepulciano

Highlight • Viewpoint

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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7.91 km

Avenue of Remembrance

Highlight • Monument

Conceived as a monumental link between the Temple of S. Biagio and the Old Cemetery, it consists of two rows of cypresses arranged on the sides of the road. At …

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8.28 km

View of Montepulciano and the Val d'Orcia

Highlight (Segment) • Viewpoint

Steep gravel. Just not made for the racing bike!

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14.3 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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14.3 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 …

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16.1 km

cipressi di Monticchielo

Viewpoint

18.6 km

View of Monte Amiata

Highlight • Viewpoint

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

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20.4 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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24.7 km

Theia Thermal Baths

Highlight • Rest Area

The Piscine Termali Theia in Chianciano Terme offer a relaxing experience in indoor and outdoor pools fed by beneficial thermal waters, ideal for both adults and families.

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27.1 km

End point

Bus stop

Way Types & Surfaces

Way Types

12.9 km

7.84 km

6.29 km

< 100 m

Surfaces

20.8 km

4.52 km

1.31 km

447 m

< 100 m

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

Monday 19 October

22°C

9°C

63 %

Additional weather tips

Max wind speed: 21.0 km/h

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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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