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Siena

Monticiano

The best gravel rides around Monticiano

4.3

(56)

572

riders

35

rides

Gravel biking around Monticiano offers a diverse landscape characterized by rolling Sienese hills, extensive forests, and river valleys formed by the Merse and Farma rivers. The region features abundant "strade bianche" and numerous unpaved routes, providing varied terrain for cyclists. Significant elevation gains are common, with some routes featuring a high percentage of unpaved surfaces.

Best gravel bike trails around Monticiano

  • The most popular gravel bike trail is Abbey of San Galgano – Abbey of San Galgano loop from Monticiano

Last updated: May 24, 2026

5.0

(1)

23

riders

#1.

San Galgano – Abbey of San Galgano loop from Monticiano

54.7km

03:45

840m

840m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Monticiano

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Cycling Collection by

Emiliano Manzan

Tips from the Community

Anna - Trekking & Gravel 🥾⛰️🚴🏻‍♂️
April 7, 2026, Vridritta gravel section

The Cippo is located at the entrance of the Strada Bianca on the SP99 side

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Francesco
November 24, 2025, Radi Village

Small village with an excellent refreshment point

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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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Beautiful white road in the shade of the trees, perfect to do in the summer

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Unfortunately this small hamlet of Monteroni d'Arbia does not offer much

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Dona&Leo
April 15, 2025, San Galgano

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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Wonderful road, very shaded and perfect in the summer months. Road with little traffic.

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At the end of the path, immediately after the concrete passage over the river, you can turn right onto a dirt road and, after a few hundred meters, you reach the Mulino delle Pile which is better known as "Il Mulino Bianco".

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Frequently Asked Questions

How many gravel bike trails are there in Monticiano?

Monticiano offers over 25 gravel bike trails, providing a wide range of options to explore the diverse landscapes of the Sienese hills. These routes vary in difficulty, with most being moderate to difficult.

What is the typical terrain like for gravel biking in Monticiano?

The terrain around Monticiano is characterized by abundant "strade bianche" (white roads) and numerous dirt and unpaved routes, making it ideal for gravel biking. You'll encounter rolling Sienese hills, extensive forests, and river valleys, often with significant elevation gains. Some routes, like the "Gravel Monticiano," can feature as much as 53% unpaved surfaces.

Are there any challenging gravel routes for experienced riders in Monticiano?

Yes, Monticiano is known for its challenging gravel routes. Many trails feature significant elevation gains and extensive unpaved sections. For instance, the Abbey of San Galgano – Abbey of San Galgano loop from Chiusdino is a difficult 30.6-mile (49.3 km) path with nearly 1000 meters of elevation gain, perfect for experienced gravel bikers.

What kind of natural attractions can I see along the gravel bike trails?

Monticiano's gravel trails often lead through stunning natural reserves like the Torrente Farma and Upper Merse, where you can find diverse flora and fauna. You might also encounter the famous Petriolo Thermal Baths, with waters flowing at 43°C, or the picturesque Canaloni Waterfall and Natural Pools, offering refreshing stops.

Are there any historical landmarks or points of interest along the routes?

Absolutely. Many gravel routes weave past significant historical sites. A prominent landmark is the stunning Abbey of San Galgano, a roofless 13th-century Cistercian abbey. Nearby, you can also find the Montesiepi Hermitage, home to the legendary "sword in the stone." Other historical sites include the village of San Lorenzo a Merse with its castle, and Tocchi castle.

What is the best time of year for gravel biking in Monticiano?

The spring and autumn months are generally ideal for gravel biking in Monticiano. The weather is milder, and the Tuscan landscapes are particularly beautiful. While summer can be hot, early mornings or late afternoons can still be pleasant. Winter riding is possible, but some unpaved sections might be muddy or less accessible depending on rainfall.

Are there any circular gravel bike routes in Monticiano?

Yes, many of the gravel routes in Monticiano are circular, allowing you to start and end in the same location. Popular options include the Abbey of San Galgano – Abbey of San Galgano loop from Monticiano and the Abbey of San Galgano – San Galgano loop from Monte Quoio, both offering scenic loops through the region.

What do other gravel bikers enjoy most about Monticiano?

The gravel biking experience in Monticiano is highly rated by the komoot community, with an average score of 4.4 stars from over 50 reviews. Riders often praise the region's extensive "strade bianche," the challenging yet rewarding elevation gains, and the stunning natural beauty of the dense woodlands and river valleys. The historical landmarks encountered along the way also add to the unique charm.

Are there any family-friendly gravel biking options in Monticiano?

While many routes in Monticiano are rated moderate to difficult due to elevation and unpaved surfaces, some sections or shorter loops might be suitable for families with older children or those with good cycling experience. It's advisable to check the specific route details for distance, elevation, and terrain before heading out with family.

Where can I find parking for gravel biking in Monticiano?

Parking is generally available in and around the main towns and villages like Monticiano, Chiusdino, or Monte Quoio, which serve as common starting points for many routes. Look for designated parking areas in these locations, often near the town centers or trailheads. Always check local signage for any restrictions.

Are there any routes that offer views of the classic Tuscan landscapes?

Absolutely. Many gravel routes in Monticiano traverse the Val di Merse, offering quintessential Tuscan views of rolling hills, cypress trees, and vineyards. Routes like the Radi Village – Strade Bianche Radi loop from Casciano will immerse you in these iconic landscapes, providing breathtaking vistas at every turn.

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