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Montepulciano – Monticchiello loop from Montepulciano

Montepulciano – Monticchiello loop from Montepulciano

Hard

5.0

(1)

riders

Montepulciano – Monticchiello loop from Montepulciano

01:39

18.5km

520m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: July 29, 2026

Tips

Includes a segment in which cycling is not permitted

After 1.72 km for 138 m

Waypoints

Start point

Bus stop

Get Directions

1.71 km

Montepulciano

Highlight • Settlement

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.

Translated by Google •

Tip by

2.11 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.

Translated by Google •

Tip by

4.13 km

Temple of San Biagio

Highlight • Religious Site

Designed in the 16th century (start of construction 1518 - completion 1567) by Antonio da Sangallo the Elder. Typical example of Tuscan Renaissance architecture from the 16th century

Translated by Google •

Tip by

4.20 km

Church of San Biagio

Highlight • Religious Site

Walking along the two parallel rows of cypresses it is possible to slowly glimpse the foreshortening of the bell tower that stands out high in the sky. And it seems …

Translated by Google •

Tip by

11.5 km

View of the countryside between Pienza and Monticchiello

Highlight • Viewpoint

It's always worth it, but spring is the most beautiful time

Translated by Google •

Tip by

12.3 km

Monticchiello Gate

Highlight • Historical Site

Rest of the city walls from the 13th century.

Translated by Google •

Tip by

12.3 km

Monticchiello

Highlight • Settlement

Monticchiello is a fraction of the Italian municipality of Pienza, in the province of Siena, in Tuscany.
It is a typical medieval village immersed in the Sienese countryside. Monticchiello rises …

Translated by Google •

Tip by

12.4 km

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

18.5 km

End point

Bus stop

Way Types & Surfaces

Way Types

9.43 km

4.88 km

3.69 km

462 m

< 100 m

Surfaces

8.68 km

7.79 km

1.02 km

674 m

301 m

< 100 m

Elevation

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

Highest point (580 m)

Lowest point (380 m)

Weather

Monday 24 August

30°C

17°C

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Montepulciano – Monticchiello loop from Montepulciano

Montepulciano

Church of St. Agnes

Temple of San Biagio

Church of San Biagio

View of the countryside between Pienza and Monticchiello

Monticchiello Gate

Monticchiello

View of Montepulciano and the Val d'Orcia

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