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Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Montepulciano

Monticchiello – Pienza loop from Montepulciano

Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Montepulciano

Monticchiello – Pienza loop from Montepulciano

Hard

4.9

(68)

264

riders

Monticchiello – Pienza loop from Montepulciano

03:09

39.8km

890m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: July 30, 2026

Tips

Includes a very steep uphill segment

You may need to push your bike.

After 33.3 km for 867 m

Waypoints

A

Start point

Parking

Get Directions

1

3.95 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

2

9.10 km

View of the Tuscan Hills

Highlight • Viewpoint

This area of Tuscany, with its magnificent colors, will instantly steal your hearts.

Translated by Google •

Tip by

3

10.9 km

View of Monte Amiata

Highlight • Viewpoint

The best view of Monte Amiata over the southern part of Valdorcia

Tip by

13.4 km

cipressi di Monticchielo

Viewpoint

5

15.2 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

6

26.6 km

The Pieve dei Santi Vito e Modesto in Corsignano is a Romanesque church located in the ancient village of Corsignano, today known as Pienza. Its origins date back to the …

Showing Translation

Tip by

7

27.3 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

8

27.4 km

Palazzo Piccolomini

Highlight • Historical Site

Built in 1459 at the behest of Pope Pius II. Renaissance style

Translated by Google •

Tip by

9

27.5 km

View of the Tuscan Countryside

Highlight • Viewpoint

B

39.8 km

End point

Parking

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Way Types & Surfaces

Way Types

24.4 km

8.60 km

3.21 km

3.15 km

284 m

< 100 m

Surfaces

24.1 km

5.83 km

4.79 km

4.68 km

273 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 (670 m)

Lowest point (310 m)

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Weather

Powered by Foreca

Tuesday 11 August

38°C

19°C

25 %

Additional weather tips

Max wind speed: 12.0 km/h

to get more detailed weather forecasts along your route

Comments

May 18, 2025,I: Piękno doliny Val d' Orcia: Pienza - Monticchiello‬ - Montepulciano loop
Hardcore in the hills - video here:

relive.com/view/vZqNopy2QGv

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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