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San Quirico D'Orcia

Cypress Road to Buonconvento – Historic town of Montalcino loop from San Quirico d'Orcia

San Quirico D'Orcia

Cypress Road to Buonconvento – Historic town of Montalcino loop from San Quirico d'Orcia

Hard

26

riders

Cypress Road to Buonconvento – Historic town of Montalcino loop from San Quirico d'Orcia

04:29

59.3km

1,210m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. The starting point of the route is accessible with public transport.

Last updated: November 4, 2026

Tips

Includes a very steep uphill segment

You may need to push your bike.

After 28.7 km for 72 m

Waypoints

A

Start point

Bus stop

1

11.0 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 …

Translated by Google •

Tip by

2

14.8 km

Beautiful View

Highlight • Viewpoint

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

Tip by

3

15.8 km

Cypress Road to Buonconvento

Highlight • Trail

A must to do both on foot and by bike. There are many places to take beautiful souvenir photos.

Translated by Google •

Tip by

4

16.1 km

Cypress-lined avenue to Azienda Agricola Caparzo

Highlight • Trail

iconic structure that deserves a souvenir photo, from here onwards a wonderful view over the valley

Translated by Google •

Tip by

5

16.5 km

Via Francigena Gravel Route

Highlight • Trail

Gravel route on the Via Francigena

Showing Translation

Tip by

6

39.9 km

Montalcino Fortress

Highlight • Castle

The historic center of Montalcino is dominated by the mighty Rocca, a fortress built in 1361 to mark the passage of the city under the dominion of Siena. The panorama …

Translated by Google •

Tip by

7

40.1 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 …

Translated by Google •

Tip by

8

45.3 km

Via Francigena in Val d'Orcia

Highlight (Segment) • Trail

Spectacular stretch, a fantastic moment to enjoy while pedaling intoxicated by the sight of breathtaking views.

Translated by Google •

Tip by

B

59.3 km

End point

Bus stop

Way Types & Surfaces

Way Types

30.6 km

18.4 km

9.07 km

1.13 km

176 m

Surfaces

31.1 km

14.8 km

11.4 km

1.22 km

856 m

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Elevation

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

Highest point (610 m)

Lowest point (140 m)

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Weather

Powered by Foreca

Friday 6 November

14°C

7°C

28 %

Additional weather tips

Max wind speed: 9.0 km/h

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