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Bike touring routes & trails

Historic town of Montalcino loop from Pienza

Routes

Bike touring routes & trails

Historic town of Montalcino loop from Pienza

Hard

4.7

(34)

241

riders

Historic town of Montalcino loop from Pienza

03:58

51.4km

1,030m

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: May 18, 2026

Waypoints

Start point

Bus stop

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7.79 km

San Quirico d'Orcia — Historic Town

Highlight • Historical Site

San Quirico is located on a small rise and has preserved its 12th century ramparts and monumental gates. Late in the Middle Ages the place gained importance thanks to the Via Francigena that ran through the Orcia valley and reached the city. San Quirico was Sigeric's 12th stop.

Translated by Google •

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8.22 km

Historic churches in San Quirico d'Orcia along the Via Francigena

Highlight • Religious Site

pretty here, very pretty

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8.47 km

San Quirico d'Orcia Historic Centre

Highlight • Historical Site

This is a wonderful village along the Via Francigena. It has an ancient history and is worth stopping for a visit. A UNESCO heritage site, San Quirico d'Orcia is a living portrait of Tuscany, a place where every corner tells a story.

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25.3 km

Historic town of Montalcino

Highlight • Settlement

Montalcino, a medieval village in the province of Siena, is a place that invites you to immerse yourself in a slow tourism experience. Its trails, such as the Brunello Crossing and the Granfondo del Brunello, offer the opportunity to explore the region both on foot and on two wheels. The well-preserved historic center of Montalcino can be explored on foot without difficulty. As you approach Montalcino, don't miss its fortress, one of the main attractions of the Val d'Orcia.

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30.4 km

Beautiful View

Highlight • Viewpoint

Really spectacular view spot looking over a road that’s framed by Cypress Pines

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32.9 km

Nice up and down gravel section

Highlight (Segment) • Trail

Explore this beautiful stretch of up and down dirt road, located right on the outskirts of the historic city of Siena. Its beauty lies in the breathtaking views that open up along the way, offering a unique and immersive cycling experience.

Translated by Google •

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44.9 km