4.6
(161)
3,602
riders
149
rides
Road cycling around Seggiano is characterized by its varied terrain, encompassing rolling hills, river valleys, and mountain passes. The region features routes that traverse the slopes of Monte Amiata and wind through areas like the Orcia River valley. Cyclists encounter a landscape composed of rural roads, forested sections, and ascents to panoramic viewpoints. This area offers a range of road cycling experiences, from challenging climbs to more moderate routes.
Last updated: October 24, 2026
4.0
(2)
54
riders
55.9km
03:50
1,880m
1,880m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
39
riders
219km
10:35
2,900m
2,900m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

3
riders
150km
08:52
3,140m
3,140m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.0
(1)
39
riders
42.2km
02:24
920m
920m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(2)
17
riders
40.6km
02:11
820m
820m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Last stretch of the climb before arriving in Pianello, where there is a parking lot for cars and buses. Don't expect a quiet and meditative place, especially on the weekend.
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Panorama of the San Fabiano countryside offers a spectacular view of the hills and clay soils of the Crete Senesi, surrounding the ancient Castello di San Fabiano located in the territory of Monteroni d'Arbia.
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La Grancia di Cuna is one of the best-preserved medieval fortified farms in Italy, located in the municipality of Monteroni d'Arbia, in the province of Siena. The complex represents an extraordinary example of Sienese rural and military architecture.
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Village and historic center to see
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At the foot of Montepulciano, the Temple of San Biagio represents a masterpiece of the Tuscan Renaissance. A work by Antonio da Sangallo the Elder, it is distinguished by the balance of its forms and the elegance of the travertine, perfectly integrated into the surrounding landscape.
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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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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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There are over 140 road cycling routes in the Seggiano region, offering a wide variety of experiences from moderate rides to challenging climbs. This includes 7 easy, 36 moderate, and 99 difficult routes.
Road cycling around Seggiano features varied terrain, including rolling hills, river valleys, and mountain passes. Routes often traverse the slopes of Monte Amiata and wind through areas like the Orcia River valley, offering a mix of rural roads, forested sections, and ascents to panoramic viewpoints.
Yes, Seggiano is known for its challenging climbs, particularly on routes that ascend Monte Amiata. For example, the Orcia River Crossing – Abbadia San Salvatore loop from Monte Amiata features over 2,000 meters of elevation gain, while the Abbadia San Salvatore – Poggio Uccello loop from Bv. Madonna della Querce includes substantial climbing with over 900 meters of ascent.
While many routes are challenging, there are options for moderate and beginner-friendly road cycling. The region offers 7 easy and 36 moderate routes. A good moderate option is the Village of Santa Fiora – Peschiera di Santa Fiora loop from Pescina, which is 40.8 km long and leads through scenic areas.
Many routes offer panoramic views, especially those climbing Monte Amiata. You might encounter landmarks such as the Monumental Cross on Monte Amiata or the Madonna of the Scouts on Mount Amiata. The View of Montalcino – Montalcino loop from Madonna della Querce offers vistas towards the historic town of Montalcino.
Yes, many of the road cycling routes in Seggiano are circular. Examples include the Orcia River Crossing – Abbadia San Salvatore loop from Monte Amiata, the Abbadia San Salvatore – Poggio Uccello loop from Bv. Madonna della Querce, and the Village of Santa Fiora – Peschiera di Santa Fiora loop from Pescina.
The road cycling routes in Seggiano are highly rated by the komoot community, with an average score of 4.7 stars from over 100 reviews. Cyclists often praise the varied terrain, the challenging climbs, and the beautiful panoramic views encountered along the way.
The spring and autumn months are generally ideal for road biking in Seggiano, offering pleasant temperatures and lush landscapes. Summer can be hot, especially in the valleys, while winter may bring colder temperatures and potential for snow at higher elevations like Monte Amiata.
Many routes in the Seggiano area pass through or near charming Tuscan villages, providing opportunities for breaks and cafes. For instance, the Village of Santa Fiora – Peschiera di Santa Fiora loop from Pescina takes you through the scenic Village of Santa Fiora, where you can find local amenities.
While specific 'hidden gems' can be subjective, exploring the less-trafficked rural roads connecting smaller hamlets away from the main Monte Amiata ascents can reveal quieter, equally beautiful routes. The region's extensive network means there's always a new path to discover beyond the most popular ones.
Absolutely. The Seggiano region is rich in natural beauty and historical sites. Many road cycling routes offer views of or pass near attractions such as the Monte Labbro Summit and Ruins or the historic site of Poggio Civitella, allowing you to combine your ride with cultural exploration.


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