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Road cycling routes

Torrita Di Siena

Historic Centre of Pienza – Pienza loop from Montefollonico

Road cycling routes

Torrita Di Siena

Historic Centre of Pienza – Pienza loop from Montefollonico

Hard

5.0

(2)

63

riders

Historic Centre of Pienza – Pienza loop from Montefollonico

04:11

85.4km

1,270m

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: October 14, 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 447 m

After 75.2 km for 88 m

Waypoints

A

Start point

Parking

1

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

2

13.8 km

Cypress Road to Pienza

Highlight • Trail

3

42.1 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

4

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

Viewpoint

6

72.7 km

Pienza, City of Pius II

Highlight • Settlement

7

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

8

74.7 km

View of Monte Amiata from Pienza

Highlight • Viewpoint

This is a very scenic route.
Continuing towards Viale di Circonvallazione, SS del Monte Amiata and then SC della Pieve, you will arrive at the crossroads to take the gladiator's …

Showing Translation

Tip by

9

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 •

Tip by

B

85.4 km

End point

Parking

Way Types & Surfaces

Way Types

65.8 km

14.8 km

4.72 km

161 m

Surfaces

84.3 km

1.12 km

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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)

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Weather

Powered by Foreca

Today

Friday 23 October

17°C

8°C

25 %

Additional weather tips

Expect light wind and shifting conditions.

to get more detailed weather forecasts along your route

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