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Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Montalcino

Castiglione d'Orcia – Pienza loop from Fiume Ombrone

Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Montalcino

Castiglione d'Orcia – Pienza loop from Fiume Ombrone

Hard

71

riders

Castiglione d'Orcia – Pienza loop from Fiume Ombrone

10:37

131km

2,320m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Last updated: July 29, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Riserva Naturale Il Bogatto

Waypoints

A

Start point

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1

33.6 km

Cypress Road in Val d'Orcia

Highlight • Trail

the photo speaks for itself, really super landscape!

Translated by Google •

Tip by

2

61.2 km

Castiglione d'Orcia

Highlight • Settlement

Beautiful little village perched on a hill. well worth a visit and what a view!

Translated by Google •

Tip by

64.9 km

Poggio Covili view

Viewpoint

4

68.0 km

Strada Bianca to Pienza

Highlight (Segment) • Trail

Definitely worth the trip.. beautiful scenery at every turn!

Tip by

5

75.1 km

Pienza

Highlight • Settlement

A medieval city, awarded by UNESCO as a World Heritage Site. You can enjoy some old churches and palaces here or simply stroll through the atmospheric streets. Also the view from the city wall is great.

Translated by Google •

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6

76.9 km

Cypress-Lined Farmhouse in Tuscany

Highlight • Viewpoint

Typical country house on a hilltop. Simply a beautiful motif.

Translated by Google •

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87.2 km

Agriturismo Villa Cosona

Castle

8

96.4 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

9

100 km

Beautiful View

Highlight • Viewpoint

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

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10

102 km

Via Francigena Gravel Route

Highlight • Trail

La Vera Toscana gravel

Translated by Google •

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B

131 km

End point

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Way Types & Surfaces

Way Types

44.1 km

36.7 km

32.9 km

17.4 km

106 m

Surfaces

52.1 km

41.2 km

34.7 km

2.21 km

673 m

203 m

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Elevation

Elevation

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

Highest point (590 m)

Lowest point (70 m)

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Weather

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Saturday 8 August

35°C

22°C

-- %

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

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4.6

243

Pienza and San Quirico d'Orcia Loop

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