Asciano Historic Center – Beautiful view over the Crete Senesi region! loop from Rapolano Terme

Asciano Historic Center – Beautiful view over the Crete Senesi region! loop from Rapolano Terme

Hard

5.0

(1)

riders

Asciano Historic Center – Beautiful view over the Crete Senesi region! loop from Rapolano Terme

03:54

86.9km

930m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: October 8, 2026

Waypoints

Start point

Train Station

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9.62 km

Asciano Historic Center

Highlight • Settlement

During the annual Eroica event, a kind of vintage racing bike tour with thousands of participants, there is a refreshment station in Asciano. The locals then serve fine Italian snacks and of course red wine from the region. It is not that comfortable without the event, but the city will inspire you and you will also get your money's worth when it comes to food.

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24.3 km

San Fabiano Countryside View

Highlight • Viewpoint

Perfect starting point for numerous tours.

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25.2 km

Grancia di Cuna

Highlight • Historical Site

Monteroni d'Arbia connects the Val d'Orcia to Siena, both UNESCO heritage sites, with enchanting landscapes and traces of the past such as the Via Francigena and the Grancia di Cuna. Nearby is the Church of Santi Jacopo e Cristoforo and the parish church of Corsano.

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38.1 km

Historic Center of Buonconvento

Highlight • Historical Site

The small village of Buonconvento is located within the municipality of Siena and rises along the ancient Via Francigena. It has a small but fascinating historic centre, where the main church, the town hall and two museums are located.

Let yourself be fascinated by the typical red brick architecture and the different picturesque corners to take some great photos!

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68.3 km

View of the Chiusure Valley

Highlight (Segment) • Viewpoint

71.5 km

Toscana sunset

Viewpoint

73.1 km

Agriturismo Baccoleno

Highlight • Structure

73.2 km

Beautiful view over the Crete Senesi region!

Highlight • Viewpoint

Once you pass the gate as you finish the climb, continue until you see a narrow foot path on your right side which you can cycle on. Take this and the view over the hill awaits

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