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Historic Centre of Pienza – Pienza loop from Montefollonico

Historic Centre of Pienza – Pienza loop from Montefollonico

Hard

5.0

(2)

riders

Historic Centre of Pienza – Pienza loop from Montefollonico

04:21

85.7km

1,360m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: July 17, 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 42.0 km for 449 m

After 75.5 km for 88 m

Waypoints

Start point

Parking

Get Directions

6.38 km

Massaini Castle

Highlight • Castle

Among vineyards, olive groves and medicinal plants, stands Palazzo Massaini, a place where nature, tradition, Tuscan food and wine merge.
Source: palazzomassaini.com

Translated by Google •

Tip by

13.8 km

Church of St. Peter, Radicofani

Highlight • Religious Site

Tuscan towns seem to divide into 2 categories, those on the "tourist trail" and those not. For some reason Radicofani seems to be "not", even though it is full of present-day charm and (often uncharging) history.

Tip by

42.3 km

Radicofani Tower

Highlight • Castle

It is really only possible to access the Radicofani tower via Via Marconi, as the original footpath and the small access road are both blocked. It is a bit of …

Tip by

43.1 km

Viewpoint

72.7 km

Pienza, City of Pius II

Highlight • Settlement

74.5 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

74.7 km

Pienza Historic Center and View of Val d'Orcia

Highlight • Historical Site

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

75.4 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

85.7 km

End point

Parking

Way Types & Surfaces

Way Types

66.3 km

14.6 km

4.71 km

< 100 m

Surfaces

84.8 km

961 m

Elevation

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

Highest point (820 m)

Lowest point (280 m)

Weather

Saturday 25 July

27°C

18°C

64 %

Additional weather tips

Max wind speed: 23.0 km/h

to get more detailed weather forecasts along your route

Comments

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Historic Centre of Pienza – Pienza loop from Montefollonico

Massaini Castle

Cypress Road to Pienza

Church of St. Peter, Radicofani

Radicofani Tower

Pienza, City of Pius II

Historic Centre of Pienza

Pienza Historic Center and View of Val d'Orcia

Pienza

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