Montepulciano – Historic Centre of Pienza loop from Sarteano

Montepulciano – Historic Centre of Pienza loop from Sarteano

Hard

riders

Montepulciano – Historic Centre of Pienza loop from Sarteano

03:39

70.1km

1,230m

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 16, 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 21.8 km for 267 m

After 22.5 km for 70 m

After 23.7 km for 381 m

After 24.2 km for 85 m

Waypoints

Start point

Parking

Get Directions

20.9 km

Montepulciano

Highlight • Settlement

Montepulciano hidden and shrouded in fog

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21.5 km

Church of St. Agnes

Highlight • Religious Site

Baroque and neo-Romanesque style church.
It was built in 1306 by the abbess of Poliziana Agnese. At the end of the seventeenth century it was radically renovated.

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22.5 km

Montepulciano

Highlight • Settlement

A high-altitude medieval and very well-preserved town. Despite the steep ascent, it is highly recommended and worth seeing. Even the view of the town on the approach is magnificent, and …

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23.8 km

Viewpoint

24.2 km

Beautiful medieval village to visit. From the view of the vineyards to that of the Val d'Orcia, there is no shortage of views, not to mention the streets and alleys within the city walls. Unmissable Piazza Grande.

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26.0 km

San Biagio Church (Montepulciano)

Highlight • Religious Site

At the foot of Montepulciano, the Temple of San Biagio represents a masterpiece of the Tuscan Renaissance. A work by Antonio da Sangallo the Elder, it is distinguished by the …

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26.2 km

Avenue of Remembrance

Highlight • Monument

Conceived as a monumental link between the Temple of S. Biagio and the Old Cemetery, it consists of two rows of cypresses arranged on the sides of the road. At …

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35.1 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

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39.0 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 …

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70.1 km

End point

Parking

Way Types & Surfaces

Way Types

44.2 km

21.2 km

4.70 km

< 100 m

Surfaces

67.5 km

1.88 km

812 m

Elevation

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

Highest point (600 m)

Lowest point (390 m)

Weather

Friday 6 November

14°C

7°C

31 %

Additional weather tips

There’s a fairly high chance of rain. Consider packing a waterproof jacket.

to get more detailed weather forecasts along your route

Comments

September 25, 2023,Tag 7: San Quirico d'Orcia - Sarteano

Today I checked out of the accommodation at 7:30 a.m. with my bike fully packed. I had a lot planned, after all I wanted to buy a cell phone ☺️ and I was also supposed to climb a few mountains today.

First there was breakfast in the Central Bar, as always with cornetti crema, cappucchino and orange juice. Then we …

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