4.5
(202)
2,624
riders
15
rides
No traffic touring cycling routes around Asciano are primarily defined by the unique clay hills of the Crete Senesi, a landscape shaped by erosion that presents both "moon-like" bare soil and vibrant agricultural fields. The region features rolling hills with ascents and descents, often traversed on fine gravel roads known as "strade bianche." This area is situated between the River Ombrone and the Copra Stream, contributing to its diverse natural characteristics. The terrain offers varied challenges for touring cyclists.
Last updated: June 30, 2026
69
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.9
(12)
91
riders
78.3km
05:30
1,140m
1,140m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(2)
34
riders
44.7km
03:10
750m
750m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
33
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.7
(3)
21
riders
41.3km
02:54
750m
750m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Do you have a bike? Maybe a gravel bike? come and cycle here and you will be in a wonderful world
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Porta Romana is one of the ancient gates in the walls of Siena, located on the route of the ancient Via Cassia. It was built in 1327 - 1328 by Agnolo di Ventura and Agostino di Giovanni, equipped with battlements and a defensive wall. In 1417, Taddeo di Bartolo was commissioned to paint the fresco that was to adorn it with a depiction of the Virgin, like the other city gates, to implore divine protection for the city. In 1978, the frescoes, due to advanced deterioration, were detached and transferred to the Basilica of San Francesco. However, there is a Roman inscription at the Porta Romana!The inscription was written on a travertine tablet and, based on its graphic characters and content, can be dated to the Augustan period (27 BC – 0) saying "Silvanus sacr(um) / C. Victricius / Memor VIvir / [a] ugustalis posuit" = Caio Victricio Memore Seviro augustale dedicated a small temple to Silvanus.
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The area is stunning, and the views of the hills are fantastic. Meadows alternate with clayey areas, cracks in the ground, and rows of trees offer breathtaking views that are even more beautiful and fiery at sunset. You can leisurely stroll along the beautiful roads, enjoying the scenery.
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In Siena, as we know, your eye always falls there, on the shell-shaped Campo or the striped marble of the Duomo. And rightly so. But then there are those places that speak to you in a different voice, more raspy and sincere. Porta Romana is one of them. Let's be clear: this isn't a small archway placed there for show. This is a beast of brick and stone, a fortress planted to the south to tell those arriving from Rome: "Be careful, you're entering Siena." It's massive, imposing, it makes you feel small and immediately reminds you that this city was once a serious thing, a power that had to be defended. It has none of the frills of other monuments; it gets straight to the point, and for me, its charm begins right there.
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Small village with an excellent refreshment point
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There are over 10 dedicated no-traffic touring cycling routes around Asciano featured in this guide. These routes offer a range of experiences, from moderate to difficult, allowing you to explore the unique Crete Senesi landscape.
The best seasons for touring cycling in the Asciano region are spring (April-May) and autumn (September-October). During these months, the weather is typically mild and pleasant, and the landscapes of the Crete Senesi are particularly beautiful, with vibrant greens in spring and golden hues in autumn. Summer can be very hot, and winter may bring colder, wetter conditions.
While many routes in the Crete Senesi involve ascents and descents on fine gravel, making them more suitable for experienced cyclists, there are a couple of easier options available. These routes tend to have less elevation gain and cover shorter distances, providing a more relaxed experience for families with older children who are comfortable with varied terrain. Always check the route details for specific difficulty ratings.
The terrain around Asciano is characterized by the rolling clay hills of the Crete Senesi. You can expect a mix of paved roads and the famous 'strade bianche' (white roads), which are unpaved gravel roads. These gravel sections are often well-maintained but can be challenging, especially on ascents and descents. The landscape varies from 'moon-like' bare soil to vibrant green fields, often punctuated by cypress trees.
The routes often pass by significant historical and natural landmarks. You might encounter the unique Site Transitoire sculpture, the ancient Il leccione - secular oak, or enjoy panoramic views from Poggio Montecercone. Many routes also offer glimpses of the Desert of Accona. Further afield, you can reach historical sites like the Torre del Mangia in Siena or the charming medieval village of Buonconvento.
Yes, many of the no-traffic touring cycling routes around Asciano are designed as circular loops, allowing you to start and end at the same point. For example, the difficult Monte Sante Marie Gravel Road – Via Francigena Gravel Route loop from Arbia offers a challenging circular experience through the iconic white roads.
The area is highly rated by the komoot community, with an average score of 4.5 stars. Reviewers often praise the stunning, unique landscapes of the Crete Senesi, the challenge and beauty of the 'strade bianche', and the sense of tranquility found on these no-traffic routes. The historical and cultural points of interest along the way are also frequently highlighted.
Asciano is connected by regional train services, and some trains allow bicycles, though space can be limited, especially during peak times. It's advisable to check the local train operator's policy and schedules in advance. Starting points for routes often originate from towns like Asciano or Arbia, which are accessible by public transport.
Yes, some no-traffic touring cycling routes in the Asciano area incorporate sections of the ancient Via Francigena pilgrimage route. These segments offer a unique historical dimension to your ride. An example is the challenging Monte Sante Marie Gravel Road – Via Francigena Gravel Route loop from Arbia.
In Asciano and other starting towns like Arbia or Castelnuovo Berardenga, you can typically find public parking areas. It's recommended to look for designated parking in the town centers or near train stations, which are often convenient starting points for many routes. Always check local signage for parking regulations.
The no-traffic touring cycling routes around Asciano vary in difficulty. This guide features 2 easy, 7 moderate, and 5 difficult routes. The difficult routes often involve significant elevation changes and longer distances on gravel roads, while moderate routes offer a balanced challenge. Easy routes are generally shorter with less climbing.
Yes, the impressive Abbey of Monte Oliveto Maggiore, a significant historical and artistic site, is located just a few kilometers from Asciano within the Crete Senesi. Some touring cycling routes are designed to pass by or near this Benedictine monastery, offering a cultural stop during your ride. For instance, the difficult Monte Sante Marie Gravel Road – Crete Senesi loop from Asciano M. Oliveto M. starts from Asciano and passes close to the Abbey.


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