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Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Montepulciano

Pienza – View of Pienza loop from Montepulciano

Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Montepulciano

Pienza – View of Pienza loop from Montepulciano

Hard

4.8

(119)

471

riders

Pienza – View of Pienza loop from Montepulciano

04:34

52.1km

1,180m

Cycling

Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route. The starting point of the route is accessible with public transport.

Last updated: June 26, 2026

Tips

Includes a very steep uphill segment

You may need to push your bike.

After 46.5 km for 867 m

Waypoints

A

Start point

Bus stop

Get Directions

1

156 m

View of Montepulciano and the Val d'Orcia

Highlight (Segment) • Viewpoint

Steep gravel. Just not made for the racing bike!

Translated by Google •

Tip by

2

15.2 km

Gladiator's Cypresses

Highlight • Viewpoint

The famous cypresses seen in the film Gladiator

Translated by Google •

Tip by

3

27.7 km

pretty here, very pretty

Showing Translation

Tip by

4

28.0 km

San Quirico d'Orcia Historic Centre

Highlight • Historical Site

This is a wonderful village along the Via Francigena. It has an ancient history and is worth stopping for a visit. A UNESCO heritage site, San Quirico d'Orcia is a …

Translated by Google •

Tip by

5

31.7 km

Strade Bianche

Highlight • Cycleway

6

40.1 km

Cypress-Lined Farmhouse in Tuscany

Highlight • Viewpoint

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

Translated by Google •

Tip by

7

41.4 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 •

Tip by

8

43.6 km

View of Pienza

Highlight • Viewpoint

Beautiful view of Pienza, a typical Tuscan town worth seeing.

Translated by Google •

Tip by

B

52.1 km

End point

Bus stop

Loading

Way Types & Surfaces

Way Types

21.4 km

17.3 km

7.66 km

5.75 km

< 100 m

Surfaces

22.2 km

19.6 km

7.99 km

1.17 km

1.05 km

107 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 (530 m)

Lowest point (250 m)

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Weather

Powered by Foreca

Saturday 27 June

39°C

21°C

0 %

Additional weather tips

Max wind speed: 12.0 km/h

to get more detailed weather forecasts along your route

Comments

October 15, 2024,Unterwegs im Val d'Orcia
The first tour in the Val d'Orcia in southern Tuscany. From San Quirico d'Orcia it goes downhill at first; the typical cypresses quickly appear on the side of the road.
The climb to Pienza soon begins, including a section where you have to push your bike (ascent + scree).
The weather is wonderful; according to the weather report it's "only" …

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