The best cycling routes around Chiusdino
4.4
(434)
4,039
riders
41
rides
Touring cycling around Chiusdino is set within the Sienese hills of Tuscany, characterized by rolling terrain and diverse landscapes. The region features the Merse Valley and the Metalliferous Hills, offering varied elevations and scenic backdrops. Dense forests of holm oaks, cork oaks, and maple trees are common, particularly within the Alto Merse Regional Nature Reserve, alongside numerous vineyards. This area provides a mix of challenging climbs and picturesque routes through a rich natural environment.
Best touring cycling routes around Chiusdino
…Last updated: October 11, 2026
5.0
(2)
26
riders
33.9km
02:38
610m
610m
Hard bike ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.5
(15)
64
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.4
(14)
56
riders
35.3km
02:17
450m
450m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.8
(8)
55
riders
48.5km
03:11
690m
690m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(7)
44
riders
31.1km
02:15
550m
550m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
The historic center of Chiusdino is a charming, fortified medieval village perched on the Sienese Metalliferous Hills. It preserves its ancient urban structure with stone alleys, red and white houses in pure Sienese style, and offers a spectacular panoramic view of the Val di Merse. The village is deeply linked to the figure of Saint Galgano, the famous knight who became a hermit.
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Chiusdino is a charming medieval village of about 1,700 inhabitants located in the province of Siena, in Tuscany, perched at 564 meters on the Colline Metallifere and overlooking the Val di Merse. It is especially famous for being the birthplace of Saint Galgano and for housing in its territory the famous Abbey of San Galgano and the Hermitage of Montesiepi, where the legendary sword in the rock is located. It is about 235 km from Rome (3 hours by car).
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Il Borgo di Ciciano is a hamlet of the municipality of Chiusdino, located in the province of Siena, in Tuscany. It is a characteristic hilly village immersed in the Colline Metallifere, known above all for its local traditions and its proximity to important historical and natural sites.
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Loop starting from Monticiano (Si) by i'Lupo che cammina
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Chiusdino is a wonderful medieval village located in the Merse Valley among the Metalliferous Hills. Its origins date back to the Lombard domination of Tuscany between 568 and 569. The town still retains its medieval appearance and some sections of the double city walls. It is also possible to find medieval houses, including the alleged house of San Galgano (Galgano Guidotti), where the saint is believed to have been born around 1150.
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Chiusdino is a wonderful medieval village located in the Merse Valley among the Metalliferous Hills. Its origins date back to the Lombard domination of Tuscany between 568 and 569. The town still retains its medieval appearance and some sections of the double city walls. It is also possible to find medieval houses, including the alleged house of San Galgano (Galgano Guidotti), where the saint is believed to have been born around 1150.
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Built in the 13th century in Gothic style and dedicated to the saint from Chiusdino, today it is completely in ruins: only the walls remain standing, with the apse still in evidence, perfectly facing east, while on the upper part of the facade there are two pointed windows. The roof of the Abbey of San Galgano is no longer there today. The "official" version says that it deteriorated and then fell over the centuries, while an alternative version, according to some legend and according to others truth, states that it was originally made of lead, and was sold by Girolamo Vitelli in 1550. Whatever the truth behind the roof of the abbey, after some restoration attempts that went badly, at the end of the 18th century it was deconsecrated and left to the elements until the present day. The ruins of the Abbey of San Galgano, with its profile still intact and immersed in the Tuscan countryside, offer a truly incredible and particular view. In addition to the roof, the floor is also missing, which during the summer turns into a grassy blanket, while you can still see a transept with three naves and 4 chapels with cross vaults. Next to the Abbey of San Galgano there is the cloister, which was rebuilt at the beginning of the last century, using the original materials. Some accessory rooms are also very beautiful, which can also be visited with the entrance ticket to the abbey, including the chapter house, where the monks originally met to deliberate the main rules of the community, and the scriptorium, which was the place where the monks copied the manuscripts.
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A great view of the surrounding mountains.
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Frequently Asked Questions
How many touring cycling routes are available around Chiusdino?
There are over 40 touring cycling routes around Chiusdino. These routes offer a variety of experiences, with 9 classified as moderate and 31 as difficult, catering to different fitness levels.
What kind of terrain and elevation can I expect on touring cycling routes in Chiusdino?
Chiusdino is situated in the Sienese hills, meaning you can expect rolling terrain with significant elevation changes. Routes often traverse the Merse Valley and the Metalliferous Hills, featuring both challenging climbs and scenic descents through dense forests and vineyards. For example, the Chiusdino and Monticiano — Ring tour includes over 600 meters of elevation gain.
Are there any easy or beginner-friendly touring cycling routes in Chiusdino?
While many routes in Chiusdino are classified as difficult due to the hilly terrain, there are 9 moderate routes available. These routes still offer a good workout but are generally less demanding than the most challenging options, making them suitable for touring cyclists looking for a slightly less strenuous experience.
What historical sites and natural landmarks can I see along the touring cycling routes?
Many routes integrate historical and natural attractions. You can cycle past the iconic Abbey of San Galgano and the nearby Hermitage of Montesiepi, which houses the legendary 'Sword in the Stone'. The area also features medieval villages like Chiusdino itself, and natural highlights such as the Canaloni Waterfall and Natural Pools. The San Galgano – Montesiepi Hermitage loop from Hapimag Parkplatz P1 is a great option to visit these sites.
Are there any circular touring cycling routes around Chiusdino?
Yes, many of the touring cycling routes in Chiusdino are circular, allowing you to start and end at the same point. Examples include the Chiusdino and Monticiano — Ring tour and the Chiusdino Historic Center – Chiusdino loop from Chiusdino, which both offer convenient loop options.
What is the best time of year for touring cycling in Chiusdino?
The spring and autumn months are generally ideal for touring cycling in Chiusdino. The weather is milder, and the Tuscan landscape is particularly beautiful, with blooming wildflowers in spring and vibrant colors in autumn. Summers can be quite hot, especially in July and August, while winters can be cooler and wetter.
Can I find viewpoints or scenic spots along the touring cycling routes?
Absolutely. The Sienese hills provide numerous panoramic viewpoints. Routes often pass through picturesque vineyards and offer breathtaking vistas of the rolling Tuscan countryside. The Chiusdino and Monticiano — Ring tour is known for its expansive views of the Sienese hills.
What do other touring cyclists say about the routes in Chiusdino?
The touring cycling routes around Chiusdino are highly rated by the komoot community, with an average score of 4.4 stars from over 80 reviews. Cyclists often praise the diverse landscapes, the combination of physical activity with cultural exploration, and the well-preserved medieval charm of the villages.
Are there any longer, more challenging touring cycling routes for experienced riders?
Yes, for experienced touring cyclists seeking a greater challenge, routes like the Tatti Village – San Galgano loop from Chiusdino offer significant distances and elevation gains. This particular route covers over 67 kilometers with nearly 900 meters of ascent, providing a demanding yet rewarding experience through the Tuscan countryside.
Where can I find more information about Chiusdino as a destination?
For more general information about Chiusdino and its offerings, you can visit the official tourism website for Tuscany: visittuscany.com/en/towns-and-villages/chiusdino/.
Are there routes that explore the historic center of Chiusdino?
Yes, you can explore the charming medieval architecture of Chiusdino's historic center by bike. The Chiusdino Historic Center – Chiusdino loop from Chiusdino is specifically designed to navigate through the cobblestone streets and historic buildings of the village, offering a unique cultural cycling experience.
Are there any routes that connect Chiusdino with other nearby villages?
Many routes connect Chiusdino with other charming villages in the region. For instance, the Chiusdino and Monticiano — Ring tour links Chiusdino with Monticiano, allowing you to experience the unique character of multiple historic Tuscan settlements in one ride.
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