4.6
(197)
9,945
riders
3
rides
No traffic road cycling routes around Chiusdino traverse the Sienese hills, offering diverse landscapes between the Merse Valley and the Metalliferous Hills. The region is characterized by rolling hills, lush vegetation, and panoramic views. Chiusdino itself is situated on a hilltop, providing expansive vistas of the surrounding countryside. These natural features create varied terrain suitable for road cycling.
Last updated: July 14, 2026
5.0
(2)
148
riders
42.6km
02:19
800m
800m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
21
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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8
riders
27.2km
01:38
700m
690m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
31.8km
01:35
510m
510m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Chiusdino
La Montagnola Senese Donato & Donata represents a true haven of peace nestled in the picturesque wooded landscape west of Siena. Located in the heart of the Sovicille territory, amidst dense forests of holm oaks, chestnut trees, and ancient Romanesque churches, this welcoming establishment combines authentic family hospitality with a love for nature. It proves to be the perfect destination for a regenerating stop during a hike or a bike ride along the dirt paths and wonderful white roads that cross the unspoiled hills of the Montagnola. In addition to offering a well-deserved break away from the chaos, this place gifts travelers with a genuine corner of domestic warmth, where the deep connection with the Tuscan territory is expressed through sincere hospitality, slow rhythms, and the opportunity to fully enjoy the tranquility of the countryside. An excellent balance between rural vocation, landscape discovery, and deep relaxation, ideal for recharging your batteries and savoring the most intimate and genuine spirit of the Sienese province. Montagnola Senese Donato & Donata is also the ideal place to recharge your e-Bike and earn DINAclub points. Find out how at: dinaclub.repower.com To discover the territory, here is an itinerary ready to be cycled: https://www.komoot.com/tour/3014185073
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The thermal water springs from the ground at 40° and creates several pools, forming a real little thermal bath.
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Loop starting from Monticiano (Si) by i'Lupo che cammina
1
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Lovely agritourism spot with excellent local food - the private family chapel was established Pope Clement 13
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Nice 8km climb. Shaded and very consistent with most grade from 3% - 5%, sometimes to 7% for very short distances. But beware the roads - one side of the pass has wonderful roads while the other side is very rough!
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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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Mandatory pit stop at the Petriolo spa, the water has a temperature of 42°. There is a food truck where you can eat very well.
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There are 5 dedicated no-traffic road cycling routes around Chiusdino listed in this guide. All of them are rated as moderate difficulty, offering a good balance of challenge and scenic enjoyment through the Sienese hills.
The routes primarily traverse the magnificent Sienese hills, offering a mix of ascents and descents with breathtaking panoramic views. You'll cycle through lush vegetation, past vineyards, and along roads winding between the Merse Valley and the Metalliferous Hills. While focused on road cycling, some routes might include well-maintained unpaved segments, typical of the Tuscan countryside, requiring good fitness.
Absolutely! The region is rich in history and natural beauty. You can explore significant sites like the impressive 12th-century Abbey of San Galgano and the nearby Hermitage of Montesiepi, famous for the 'Sword in the Stone' legend. Many routes also offer views of charming medieval villages and castles, such as Tatti Village or the Fosini Castle.
Chiusdino offers excellent cycling conditions for much of the year. Spring and autumn are particularly pleasant, with mild temperatures and vibrant landscapes. Summer can be warm, but early morning rides are still very enjoyable. The scenic roads winding through the Sienese hills provide a visual feast in any season.
Yes, all the no-traffic road cycling routes in this guide are circular, allowing you to start and end at the same point. For example, you could try the Belforte loop from Frassini, which offers a great moderate ride through the local scenery.
The komoot community highly rates the cycling experience in Chiusdino, with an average score of 4.6 stars. Reviewers often praise the stunning panoramic views over vineyards and rolling hills, the tranquility of the low-traffic roads, and the opportunity to discover charming medieval villages and historical sites like the Abbey of San Galgano.
While all routes in this guide are rated as moderate, the region offers diverse options. The 'moderate' rating typically indicates some elevation gain and distance. For families or beginners seeking easier rides, consider exploring the flatter sections along the Merse Valley or shorter loops around specific villages. Always check the route details for elevation and distance to match your fitness level.
Chiusdino and its surrounding villages generally offer public parking areas. When planning your route, it's advisable to check the starting point of your chosen tour on komoot for specific parking recommendations. Many routes, like the Mao Bar loop from Montalcinello, start from small towns with accessible parking.
Yes, the routes often pass through or near charming Tuscan villages where you can find cafes, bars, and restaurants. These are perfect for a mid-ride coffee, a refreshing drink, or a traditional Italian meal. The Chiusdino Historic Center itself offers several options, and smaller hamlets like Montalcinello also provide places to refuel.
While direct train connections to Chiusdino are limited, you can often reach nearby larger cities like Siena by train. From Siena, local bus services might connect to Chiusdino. It's crucial to check the specific bus operator's policy regarding bicycle transport, as this can vary. For more general information on cycling in Tuscany, you can visit Visit Tuscany's cycling section.
No, generally, no special permits are required for road cycling on public roads in the Chiusdino area or Tuscany. You are free to explore the beautiful Sienese hills and their low-traffic routes at your leisure.
For a longer ride, consider routes like the Chapel of Scorgiano – Passo dell'Incrociati (505 m) loop from Sovicille, which covers over 35 kilometers and includes significant elevation gain, offering a rewarding challenge with minimal traffic.


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