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Tuscany
Siena

Asciano

The best road cycling routes around Asciano

4.6

(701)

31,720

riders

41

rides

Road cycling around Asciano is characterized by the undulating clay hills of the Crete Senesi region, featuring distinctive "calanche" and "biancane" formations alongside vibrant grain fields and cypress trees. The area's topography is further shaped by the River Ombrone and Copra Stream. This landscape offers diverse terrain for road cyclists, including segments of the famous Strade Bianche.

Best road cycling routes around Asciano

  • The most popular road cycling route is Beautiful view over the Crete Senesi region! – Asciano Historic Center loop from Asciano, a 38.8 miles (62.5 km) trail that takes 3 hours 1 minute to complete. This difficult route offers panoramic views across the Crete Senesi.
  • Another top favourite among local road cyclists is Asciano Historic Center – San Martino in Grania Junction loop from Asciano M. Oliveto M., a moderate 34.2 miles (55.1 km) path. This route connects the historic center of Asciano with the San Martino in Grania Junction, traversing varied Tuscan scenery.
  • Local road cyclists also love the Locanda Paradiso, Chiusure – Asciano Historic Center loop from Asciano M. Oliveto M., a 26.6 miles (42.8 km) trail leading through the rolling hills of the Crete Senesi, often completed in about 2 hours 15 minutes.
  • Road cycling around Asciano is defined by undulating clay hills, grain fields, and cypress trees, with routes often incorporating segments of the Strade Bianche. The network offers options for different ability levels, from moderate to difficult.
  • The routes in Asciano are highly rated by the komoot community with an average score of 4.3 stars from more than 80 reviews. More than 1800 road cyclists have used komoot to explore Asciano's varied terrain.

Last updated: May 28, 2026

4.1

(16)

171

riders

#1.

View of Val d'Orcia – Beautiful view over the Crete Senesi region! loop from Trequanda

58.6km

02:56

930m

930m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Via Lauretana - Tuscan crete, castles and vineyards

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Cycling Collection by

Martina T.🎈

Tips from the Community

MauriZio
March 11, 2026, Bivio San Martino in Grania

history of the Sienese countryside and world cycling

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I crossed it in the middle of August, the thermometer at 44 degrees, I will remember it for a long time...

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Very cool place for water refilling. Nice artwork.

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Wow Ice Cream in Castellina in Chianti

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Panoramic stop with a row of cypress trees, symbol of the Val d'Orcia.

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It is definitely worth a stop and a coffee. There is a public fountain at the end of the village.

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beautiful place to visit

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It's worth eating ice cream here. Suggested flavor: delicious peanuts!!!

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Frequently Asked Questions

What is the typical terrain like for road cycling in the Asciano area?

Road cycling around Asciano primarily features the undulating clay hills of the Crete Senesi region. You'll encounter distinctive 'calanche' and 'biancane' formations, alongside vibrant grain fields and cypress trees. The area's topography is also shaped by the River Ombrone and Copra Stream, offering varied terrain. While mostly well-paved, some segments may include unpaved 'Strade Bianche' sections, adding to the classic Tuscan cycling experience.

How many road cycling routes are available around Asciano?

There are over 40 road cycling routes around Asciano, catering to various skill levels. This includes 2 easy routes, 18 moderate routes, and 21 difficult routes, ensuring options for almost every cyclist.

Are there routes suitable for beginners or families in Asciano?

Yes, while many routes in Asciano are moderate to difficult, there are 2 easy road cycling routes available. These routes are generally flatter and shorter, making them suitable for beginners or families looking for a more relaxed ride through the scenic Tuscan landscape.

What kind of elevation gains can I expect on road cycling routes near Asciano?

The elevation gains vary significantly, reflecting the undulating nature of the Crete Senesi. For example, a moderate route like the Asciano Historic Center – San Martino in Grania Junction loop involves around 728 meters of ascent. More challenging routes, such as the Beautiful view over the Crete Senesi region! – Asciano Historic Center loop, can feature over 900 meters of climbing.

What are some notable landmarks or attractions I can see while cycling around Asciano?

Many routes pass by significant historical and natural attractions. You might encounter the impressive San Giovanni d'Asso Historic Village or the Murlo Historic Village. The famous Abbey of Monte Oliveto Maggiore is also located just a few kilometers south of Asciano, set amidst the Crete Senesi, and is a popular point of interest for cyclists.

Are there any famous cycling routes or events in the Asciano area?

Asciano is a hub for exploring the renowned Strade Bianche (white roads), famous for the annual professional cycling race that passes through the area. The town often serves as a refreshment station during the annual Eroica event, a vintage racing bike tour, making it a significant location in the cycling world.

What is the best time of year to go road cycling in Asciano?

The Crete Senesi landscape changes beautifully with the seasons. Spring and autumn generally offer the most pleasant temperatures for cycling, with vibrant green fields in spring and rich golden hues in autumn. Summer can be hot, but early morning rides are still enjoyable. The 'calanche' and 'biancane' formations are striking year-round.

Where can I find parking for road cycling routes in Asciano?

Asciano, being a medieval village, offers various parking options within or near its historic center, which serves as a common starting point for many routes. Specific parking availability can vary, but general town parking facilities are usually accessible for cyclists looking to begin their tours.

Can I access road cycling routes in Asciano using public transport?

Asciano is connected by local public transport, making it possible to reach the town and access the starting points of many road cycling routes. For detailed schedules and connections, it's advisable to check regional transport services, especially if traveling from larger cities like Siena.

What do other cyclists say about road cycling in Asciano?

The road cycling routes in Asciano are highly rated by the komoot community, with an average score of 4.3 stars from more than 80 reviews. Cyclists often praise the stunning panoramic views over the Crete Senesi, the unique undulating terrain, and the opportunity to experience the famous Strade Bianche.

Are there any long-distance road cycling options around Asciano?

Yes, many routes around Asciano offer significant distances. For instance, the Crete Senesi – View on Castagnoli loop covers over 63 kilometers, and the View of Val d'Orcia – Beautiful view over the Crete Senesi region! loop is nearly 59 kilometers long, providing ample opportunity for longer rides.

What kind of natural features will I encounter while cycling in the Crete Senesi?

The Crete Senesi is renowned for its unique 'moonscape' areas with 'calanche' (eroded clay ravines) and 'biancane' (dome-shaped white hills). Beyond these distinctive clay formations, you'll also cycle through vibrant fields of grain or sunflowers, interspersed with classic Tuscan cypress trees, and along the River Ombrone and Copra Stream.

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