Hard gravel 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: February 17, 2026

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Tips

Includes a very steep uphill segment

You may need to push your bike.

After 3.06 km for 53 m

Waypoints

Start point

Bus stop

Get Directions

2.15 km

View of Montalcino from the Convento dell'Osservanza

Highlight • Viewpoint

A beautiful church typical of these areas from which you can enjoy a great panorama and see Montalcino.

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2.88 km

View of Val d'Orcia from Montalcino

Highlight • Viewpoint

You can see the towns of Pienza, Montecchilo, San Quirico. To get there, just cross the main street of the town and at the end, where the Town Hall is …

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3.47 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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12.8 km

Giocondo Castle

Highlight • Castle

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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19.3 km

Cypress Gravel road

Highlight • Trail

Beautiful white dirt road surrounded by cypresses and vineyards all around. Leaving Montalcino behind, this road will take you to Villa Argiano, whose owners were once the Cinzanos of the …

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20.0 km

Gravel Banfi

Highlight • Cycleway

Beautiful flat white road that crosses the Banfi vineyards

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33.6 km

Brunello Vineyards

Highlight • Structure

some tasting!!! definitely worth it

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35.9 km

Abbazia di Sant'Antimo

Highlight • Religious Site

A Romanesque abbey with incredible charm nestled among olive trees and the village of Castelnuovo.

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46.5 km

End point

Bus stop

Way Types & Surfaces

Way Types

22.5 km

15.0 km

8.91 km

146 m

Surfaces

21.6 km

14.8 km

9.87 km

153 m

< 100 m

Elevation

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

Highest point (630 m)

Lowest point (180 m)

Weather

Monday 2 March

16°C

6°C

26 %

Additional weather tips

Max wind speed: 6.0 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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View of Montalcino from the Convento dell'Osservanza

View of Val d'Orcia from Montalcino

View of the hills from Montalcino

Giocondo Castle

Cypress Gravel road

Gravel Banfi

Brunello Vineyards

Abbazia di Sant'Antimo

Nearby routes

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