Routes

Planner

Features

Updates

App

Get the App

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

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

Hard

4.8

(14)

riders

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

03:24

48.7km

970m

Gravel riding

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: May 17, 2026

Waypoints

Start point

Train Station

Get Directions

2.52 km

Cypress Road in Val d'Orcia

Highlight • Trail

the photo speaks for itself, really super landscape!

Translated by Google •

Tip by

2.57 km

Cypress-Lined Dirt Road in Tuscany

Highlight • Trail

Beautiful white road with cypress trees and panoramic view

Translated by Google •

Tip by

5.51 km

View of Vineyards on Via Me Paradiso

Highlight • Viewpoint

Beautiful views of vineyards and dirt roads.

Translated by Google •

Tip by

12.1 km

Brunello Vineyards

Highlight • Structure

some tasting!!! definitely worth it

Translated by Google •

Tip by

23.4 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.

Translated by Google •

Tip by

23.8 km

Montalcino

Highlight • Settlement

Positioned on top of a hill, overlooking the Ombrone and Asso valleys, Montalcino is fortunate to be at the center of one of Tuscany's most important wine regions. The territory …

Translated by Google •

Tip by

24.2 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

24.4 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

48.7 km

End point

Train Station

Way Types & Surfaces

Way Types

22.4 km

15.7 km

10.3 km

146 m

Surfaces

21.9 km

13.2 km

12.3 km

614 m

457 m

143 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 (100 m)

Weather

Wednesday 20 May

26°C

11°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.

Navigate

Send to Phone

Save

Edit route

Download GPX

Move start point

Embed on a website

Report an Issue

Nearby routes

Hard

4.8

428

Montalcino – View of Val d'Orcia loop from Monteroni Sud

06:05h

86.8km

1,440m

Hard

5.0

710

Buonconvento – Piazza del Campo loop from Buonconvento

06:58h

110km

1,660m

Hard

5.0

701

Monte Sante Marie – Monte Sante Marie Gravel Road loop from Buonconvento

06:42h

104km

1,510m

Hard

4.9

435

Pienza – Buonconvento loop from Monteroni Sud

09:37h

140km

1,840m

Hard

5.0

237

View of Pienza – Cypress Road to Buonconvento loop from Fiume Ombrone

09:08h

128km

2,210m

Hard

4.9

238

San Quirico d'Orcia – Val d'Orcia Panorama loop from Castelmuzio

03:33h

48.9km

1,020m

Hard

4.9

270

San Quirico d'Orcia – Val d'Orcia Panorama loop from Torrenieri-Montalcino

03:08h

45.1km

880m

Hard

4.8

133

Val d'Orcia Panorama – View of Val d'Orcia loop from Bagno Vignoni

04:23h

60.6km

1,490m

Hard

5.0

125

Crete Senesi – Pienza loop from Buonconvento

09:37h

136km

2,170m

Hard

4.9

143

Via Francigena Gravel Route – Strade Bianche Radi loop from Podere Il Moro

03:21h

54.6km

560m

Hard

4.8

168

Val d'Orcia Panorama – View of Pienza loop from San Quirico d'Orcia

01:53h

28.3km

550m

Hard

4.7

111

Via Francigena Gravel Route – Strade Bianche Radi loop from Buonconvento

04:13h

65.2km

930m

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

Cypress Road in Val d'Orcia

Cypress-Lined Dirt Road in Tuscany

View of Vineyards on Via Me Paradiso

Brunello Vineyards

View of the hills from Montalcino

Montalcino

Montalcino Fortress

Historic town of Montalcino

Nearby routes

Sign up or log in to keep exploring this route

We value your privacy ⛰️

We value your privacy ⛰️