4.7
(150)
3,623
riders
5
rides
No traffic road cycling routes around Monticiano traverse the authentic and unspoiled Sienese hills of Tuscany, characterized by rolling terrain and ancient forests. The region features diverse landscapes, including picturesque valleys and extensive woodlands of oak, chestnut, and pine trees. This topography provides varied elevation changes, making it suitable for road cycling. The area is also home to the Merse and Farma Rivers, which nourish the surrounding nature reserves.
Last updated: May 19, 2026
5.0
(5)
38
riders
41.1km
02:03
640m
640m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
10
riders
38.2km
02:03
770m
770m
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.
3
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
9
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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The thermal water springs from the ground at 40° and creates several pools, forming a real little thermal bath.
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Beautiful village with a beautiful panoramic view
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The Montesiepi Hermitage was built immediately after the saint's death, over the ancient hut where San Galgano lived during his last year (1181). The hermitage was consecrated in 1185 by the bishop of Volterra, Ildebrando Pannocchieschi. The small complex consists of the circular church interrupted only by the small apse, the chapel with frescoes by Lorenzetti, and the entrance porch. In the porch, look down to the left and look for an "original" medieval plaque that reminds the pilgrim... that he must die and that life is short. The original church was circular, then the entrance hall was added in 1200. The bell tower and Lorenzetti's chapel were added in the following century. The rectory dates back to the 18th century. The dome, constructed from alternating rows of white stones, is extremely elegant. Inside the Hermitage, in the center of the Rotonda, there is the famous Sword of San Galgano, stuck in the rock for over 800 years.
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did you say Tuscany? A visit here is a must
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Wonderful ancient village, with spectacular views of the Val D'Orcia.
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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 Monticiano, all offering a moderate challenge. These routes are carefully selected to provide a serene cycling experience away from busy roads.
The terrain around Monticiano is characterized by rolling Sienese hills, ancient forests, and picturesque valleys. Cyclists can expect varied topography with significant elevation changes, offering both challenging climbs and scenic descents. While these routes focus on paved roads, the region is also known for its 'Strade Bianche' (white roads), which add to the unique cycling character of the area.
The no traffic road cycling routes around Monticiano feature notable elevation gains, typically ranging from around 450 meters to nearly 700 meters per loop. For example, the View of Val d'Orcia – Petriolo Thermal Baths loop from Casciano includes almost 700 meters of ascent, providing a good workout amidst beautiful scenery.
You can encounter several natural highlights. The region is home to the Merse and Farma Rivers, which nourish protected nature reserves. A notable natural attraction is the Petriolo Thermal Baths, ancient hot springs flowing at 43°C, which you can pass by on routes like the View of Val d'Orcia – Petriolo Thermal Baths loop from Casciano. The Merse River Trail is also a prominent feature in the area.
Yes, the area is rich in history. The majestic ruins of the 13th-century San Galgano Abbey are less than 8km from Monticiano and can be reached via scenic trails. You might also encounter medieval villages and castles, such as Bibbiano Castle, offering a glimpse into the region's past.
The no traffic road cycling routes around Monticiano are highly rated by the komoot community, with an average score of 4.75 stars. Reviewers often praise the peaceful environment, the stunning Sienese landscapes, and the varied topography that offers both challenging climbs and rewarding views, all away from vehicle traffic.
Yes, all the no traffic road cycling routes featured in this guide are designed as circular loops, allowing you to start and finish at the same point. Examples include the Cassero Senese loop from Casale di Pari and the Belforte loop from Frassini, providing convenient and immersive cycling experiences.
While Monticiano offers great cycling opportunities throughout much of the year, August and September are particularly popular months for road cycling. The weather is generally favorable, making it ideal for exploring the region's quiet roads and scenic landscapes.
The routes listed in this guide are generally rated as 'moderate' due to the hilly terrain and elevation changes typical of the Sienese hills. While they offer a traffic-free experience, they might be more suitable for cyclists with some experience. For families or beginners, it's advisable to check the specific route details for distance and elevation to ensure it matches your group's fitness level.
Many of the routes start from small towns or villages, such as Casale di Pari for the Cassero Senese loop or Montalcinello for the Mao Bar loop. These locations typically offer local parking options, often in or near the village centers, allowing for convenient access to the start of your ride.
Absolutely! The Monticiano region is a haven for outdoor enthusiasts. Beyond road cycling, you can explore the Torrente Farma and Upper Merse Nature Reserves, which are excellent for hiking and swimming. The Petriolo Thermal Baths also offer a unique opportunity for relaxation after your ride. The area's diverse landscapes make it perfect for multi-activity adventures.


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