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.
Last updated: May 28, 2026
4.1
(16)
171
riders
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4.5
(10)
162
riders
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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4.3
(7)
156
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(4)
99
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.8
(20)
473
riders
81.0km
03:54
1,130m
1,130m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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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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It's worth eating ice cream here. Suggested flavor: delicious peanuts!!!
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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