Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
Italy
Tuscany
Siena
Chianciano Terme

Strade Bianche di Pienza e Montepulciano – round trip

Routes
Road cycling routes
Italy
Tuscany
Siena
Chianciano Terme

Strade Bianche di Pienza e Montepulciano – round trip

Moderate

4.7

(11)

232

riders

Strade Bianche di Pienza e Montepulciano – round trip

02:22

45.0km

840m

Road cycling

Embark on a moderate 28.0-mile (45.0 km) racebike journey through Tuscany's Val d'Orcia, a UNESCO World Heritage Site. This round trip features 2749 feet (838 metres) of elevation gain and takes about 2 hours and 22 minutes to complete. You will navigate undulating Tuscan hills, cycling on a mix of…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

Get Directions

1

11.0 km

View of Monte Amiata

Highlight • Viewpoint

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

Tip by

2

13.4 km

Legendary Road of Monticchiello

Highlight (Segment) • Viewpoint

A wonderful road nestled in the Sienese hills, every glance you give at the panorama will be a memory that will remain with you forever.

Translated by Google •

Tip by

3

24.5 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

4

28.5 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

B

45.0 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

25.0 km

19.0 km

919 m

< 100 m

< 100 m

Surfaces

44.4 km

303 m

163 m

162 m

Sign up to see more specific route details

Sign up for free

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 (290 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Wednesday 20 May

25°C

10°C

0 %

Additional weather tips

Max wind speed: 16.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Nearby routes

Moderate

4.6

1,674

Loop tour of Lago di Trasimeno from Castiglione del Lago

02:26h

59.7km

320m

Trail Reviews

Michael
August 20, 2021, IT Villa Ambra - Porta di Monticchiello KM40 DN820+

If you can the legendary Monticchiello road must be descended otherwise you will not see the same things

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy