Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Bike touring routes & trails
Italy
Tuscany
Siena
Montalcino

Asciano and Crete Senesi Loop

Hard

4.5

(6)

65

riders

Asciano and Crete Senesi Loop

03:48

60.6km

660m

Cycling

This difficult 37.6-mile touring bicycle loop from Torrenieri to Asciano offers challenging climbs and iconic Tuscan scenery.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

9.15 km

San Giovanni d'Asso Historic Village

Highlight • Settlement

San Giovanni is a characteristic village which is located in an elevated position and allows you to fully enjoy the view of the Crete Senesi.

Translated by Google •

Tip by

2

15.5 km

Strade Bianche of Siena

Highlight • Cycleway

The dirt roads, here near Siena, are suitable for crossing on your bicycle in all seasons. They are also safe as they are little trafficked by cars.

Translated by Google •

Tip by

3

22.0 km

Historic center of Asciano

Highlight • Historical Site

Immersed in the splendid panorama of the Crete Senesi, Asciano has been inhabited since ancient times (Assianum). This treasure trove of art and history offers numerous monuments and two highly appreciated museums: the Palazzo Corboli Museum and the Cassioli Museum. Furthermore, between the towns of Leonina and Mucigliani stands the Site Transitoire, a stone work by Jean-Paul Philippe.

Translated by Google •

Tip by

4

45.4 km

Montisi Village

Highlight • Settlement

Beautiful typical Tuscan village, small but very characteristic.

Translated by Google •

Tip by

5

47.2 km

The landscape is characterized by various hilly reliefs with vast and arid clayey soils and with thickets near the numerous streams, mainly streams and small streams; the most notable of these is the Asso torrent, 35 km long, which rises near Casabianca, a hamlet of Trequanda to the north-east of San Giovanni d'Asso, flows near the town along the provincial road 14. Traversa dei Monti until in Torrenieri, to then flow into Orcia.

Translated by Google •

Tip by

B

60.6 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

59.0 km

1.54 km

< 100 m

Surfaces

58.0 km

1.95 km

718 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 (510 m)

Lowest point (180 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Sunday 17 May

21°C

7°C

22 %

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

Frequently Asked Questions

What is the estimated cycling time for this loop?

The estimated cycling time for this loop is approximately 3 hours and 47 minutes. However, this is a continuous cycling time, so plan for a longer overall duration to include stops for rest, photos, and exploring the charming villages along the way.

Where can I park to start this cycling tour?

While the tour starts near Torrenieri, specific parking information isn't provided. It's advisable to look for parking options near the Torrenieri train station or in the village itself, keeping in mind local regulations.

What is the terrain like on this cycling route?

The route predominantly features paved surfaces, but be prepared for some unpaved sections, known as strade bianche (white roads), which can be challenging. The general terrain in Tuscany, including this area, is characterized by rolling hills with significant climbs.

Is this cycling route suitable for beginners?

No, this route is rated as 'difficult' and requires 'very good fitness'. It's not recommended for beginners due to its length (over 60 km) and significant elevation gain (660 meters), which includes steep sections.

What are some of the highlights I can see along the way?

You'll experience the stunning landscapes of the Crete Senesi and Val d'Orcia. Notable highlights include the San Giovanni d'Asso Historic Village, the famous Strade Bianche of Siena, and the Historic center of Asciano. You'll also pass through Montisi Village and enjoy incredible views from the Crete Senesi between Montisi and San Giovanni d'Asso.

What is the best time of year to cycle this route?

Spring and autumn are generally the best times to cycle in Tuscany. The weather is milder, and the landscapes are particularly beautiful, with vibrant colors in spring and golden hues in autumn. Summer can be very hot, making the climbs more challenging.

Are there any permits or entrance fees required for cycling in the Crete Senesi region?

No, there are no specific permits or entrance fees required to cycle this route through the Crete Senesi. The roads are public, allowing free access to the stunning natural landscapes.

Is this cycling route dog-friendly?

While there are no specific restrictions against bringing dogs on this public road route, the challenging nature of the ride (long distance, significant climbs, unpaved sections) might make it unsuitable for most dogs, especially if they are not accustomed to such strenuous activity or being carried for extended periods.

Does this route intersect with other well-known cycling paths?

Yes, the route briefly intersects with sections of other official trails, including the Via Lauretana Toscana and L'Eroica. You'll also find very short segments of the Sentiero naturalistico nr. 3 and the Cammino d'Assisi.

Are there cafes or restaurants along the route?

Yes, as the route passes through several villages like San Giovanni d'Asso, Montisi, and Asciano, you will find opportunities for cafes and restaurants to refuel and rest. It's always a good idea to check opening hours, especially in smaller villages.

What kind of bike is recommended for this tour?

Given the mix of paved roads and challenging strade bianche, a touring bicycle with robust tires or a gravel bike would be ideal. A road bike might struggle on the unpaved sections, especially if wet.

What should I bring for this challenging ride?

For this difficult route, ensure you bring plenty of water, energy snacks, a repair kit, and appropriate cycling gear. Given the rolling hills and potential for varied weather, layers of clothing are advisable. Don't forget your camera for the incredible views!

Nearby routes

Hard

4.7

215

Pienza and San Quirico d'Orcia Loop

02:02h

24.6km

470m

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

© komoot GmbH

Privacy Policy