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Road cycling routes
Italy
Tuscany
Siena
Pienza

Monticchiello Gate – Historic Centre of Pienza loop from Monticchiello

Routes
Road cycling routes
Italy
Tuscany
Siena
Pienza

Monticchiello Gate – Historic Centre of Pienza loop from Monticchiello

Hard

5.0

(2)

60

riders

Monticchiello Gate – Historic Centre of Pienza loop from Monticchiello

05:28

99.2km

2,000m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: May 9, 2026

Tips

The surface along some of this route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 3.49 km for 491 m

After 58.1 km for 312 m

After 65.9 km for 121 m

Waypoints

A

Start point

Bus stop

Get Directions

1

11 m

Monticchiello Gate

Highlight • Historical Site

Rest of the city walls from the 13th century.

Translated by Google •

Tip by

2

4.54 km

Cypress Road to Pienza

Highlight • Trail

3

6.62 km

Pienza, City of Pius II

Highlight • Settlement

4

8.36 km

Historic Centre of Pienza

Highlight • Historical Site

Pienza is a small jewel of the Val d'Orcia, known as the city of Pope Pius II, aka Enea Silvio Piccolomini, who was born here in 1405. Pius II, once …

Translated by Google •

Tip by

5

8.59 km

Immersed in the green heart of the Val d'Orcia, Pienza stands before your eyes like a Renaissance monument solidified over time. Pope Pius II wanted it and built it as …

Translated by Google •

Tip by

6

42.3 km

Monte Amiata Climb

Highlight (Segment) • Climb

A beautiful climb, immersed in a dense forest, with a constant slope that leaves no respite. You have to climb with your own pace, without forcing yourself at the beginning, …

Translated by Google •

Tip by

7

54.4 km

Tough climb to the top of the highest peak in Tuscany. There appears to be a cafe open most of the year for refreshments, but check before you make the climb to be sure.

Tip by

8

65.9 km

Former Mine of Abbadia San Salvatore

Highlight • Historical Site

B

99.2 km

End point

Bus stop

Loading

Way Types & Surfaces

Way Types

88.7 km

8.73 km

1.16 km

669 m

Surfaces

97.9 km

1.07 km

331 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 (1,660 m)

Lowest point (280 m)

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Weather

Powered by Foreca

Today

Thursday 28 May

30°C

16°C

68 %

Additional weather tips

Max wind speed: 16.0 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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