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Cypress Road in Val d'Orcia – Historic town of Montalcino loop from Sant'Angelo-Cinigiano

Routes

Bike touring routes & trails

Cypress Road in Val d'Orcia – Historic town of Montalcino loop from Sant'Angelo-Cinigiano

Hard

4.2

(14)

159

riders

Cypress Road in Val d'Orcia – Historic town of Montalcino loop from Sant'Angelo-Cinigiano

03:48

47.9km

970m

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 20, 2026

Tips

Includes a segment that goes up or down a series of steps

You may need to carry your bike.

After 24.3 km for 3 m

Waypoints

Start point

Train Station

Get Directions

2.43 km

Cypress Road in Val d'Orcia

Highlight • Trail

the photo speaks for itself, really super landscape!

Translated by Google •

Tip by

7.13 km

Strada Bianca di Sant'Antimo

Highlight (Segment) • Cycleway

Beautiful white road, wide with a very regular surface. beware of motorcycles and cars that travel in both directions

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15.0 km

Abbey of Sant'Antimo

Highlight • Religious Site

Mammoth abbey surrounded by unspoiled nature

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22.6 km

View of the hills from Montalcino

Highlight • Viewpoint

This is the highest point and is perfect for taking one last look at the scenery that accompanied you all along the way.

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Tip by

23.9 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 …

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Tip by

24.3 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 …

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33.6 km

CastelGiocondo is an ancient fortress built in 1100 to defend the road that led from the sea to Siena.
Today owned by the Frescobaldi agricultural company, it can be visited by reservation. frescobaldi.com/it/tenute/tenuta-castelgiocondo

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47.9 km

End point

Train Station

Way Types & Surfaces

Way Types

25.3 km

16.2 km

6.36 km

< 100 m

Surfaces

24.7 km

12.4 km

9.82 km

614 m

340 m

Elevation

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

Weather

Wednesday 20 May

26°C

12°C

0 %

Additional weather tips

Max wind speed: 15.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Cypress Road in Val d'Orcia – Historic town of Montalcino loop from Sant'Angelo-Cinigiano

Cypress Road in Val d'Orcia

Strada Bianca di Sant'Antimo

Abbey of Sant'Antimo

View of Montalcino

View of the hills from Montalcino

Montalcino Fortress

Historic town of Montalcino

Giocondo Castle

Nearby routes

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