4.6
(5)
72
riders
02:13
30.2km
520m
Cycling
Cycle the difficult 18.8-mile L'Eroica: Montalcino to Buonconvento route through Tuscany's Val d'Orcia, featuring iconic "strade bianche".
Last updated: February 26, 2026
Waypoints
Start point
Parking
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638 m
Highlight • Castle
Translated by Google •
Tip by
14.8 km
Highlight • Historical Site
Translated by Google •
Tip by
22.2 km
Highlight • Viewpoint
Tip by
30.2 km
End point
Parking
Way Types & Surfaces
Way Types
19.3 km
4.79 km
3.28 km
2.62 km
177 m
Surfaces
24.9 km
5.06 km
177 m
< 100 m
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Elevation
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Weather
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Friday 29 May
31°C
12°C
0 %
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Max wind speed: 12.0 km/h
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This route was planned by komoot.
This route is famous for its iconic "strade bianche" (white gravel roads), which make up a significant portion of the journey. You'll also encounter paved sections, creating a mixed-surface experience. Be prepared for a consistent pattern of climbs and descents, as the Tuscan landscape is far from flat.
You'll cycle through the heart of the Brunello di Montalcino wine region, offering stunning vineyard views. Key landmarks include the historic Montalcino Fortress and the charming Historic Center of Buonconvento. The route also passes through the UNESCO World Heritage Val d'Orcia, with opportunities to spot medieval castles like Poggio alle Mura and Argiano Castle, and enjoy a Beautiful View of the distinctive "Crete Senesi" clay hills.
Spring (April-May) and Autumn (September-October) are generally considered the best times. The weather is milder, and the Tuscan landscape is particularly beautiful, whether with spring blossoms or autumn colors. Summer can be very hot, and some sections might be dusty.
This segment of L'Eroica is rated as "difficult" due to its significant elevation changes and the challenging nature of the "strade bianche." It's best suited for athletic and well-trained cyclists. If you're less experienced, consider breaking it into shorter stages or opting for an e-bike.
Both Montalcino and Buonconvento offer parking options in or near their historic centers. In Montalcino, you can typically find parking outside the city walls. In Buonconvento, there are public parking areas available. From these towns, you can easily access the L'Eroica permanent route.
No specific permits or entrance fees are required to cycle this section of the L'Eroica permanent route, even though it passes through the Val d'Orcia UNESCO World Heritage area. However, if you participate in an organized L'Eroica event, registration fees will apply.
Yes, this route shares sections with several well-known paths. Approximately 44% of it overlaps with the Ciclovia Francigena - VFB17, EuroVelo 5 - Via Romea Francigena - part Italy, and the main L'Eroica route. It also intersects with about 40% of the Via Francigena - 06 Tuscany and the Cammino d'Assisi.
Generally, dogs are allowed on the L'Eroica permanent route, but they should always be kept on a leash, especially when passing through towns, near farms, or in areas with wildlife. Be mindful of the challenging terrain and potential heat, ensuring your dog is fit for the journey and has access to water.
Given the significant sections of "strade bianche," a gravel bike is ideal for this route. A touring bicycle with wider tires and good suspension can also work. Ensure your bike is in excellent condition, and bring spare tubes, a repair kit, and plenty of water. Helmets are highly recommended.
Yes, both Montalcino and Buonconvento offer numerous cafes, restaurants, and shops where you can refill water and find refreshments. Along the route, you'll pass through vineyards and small villages, some of which may have agriturismi or small stores. However, it's always wise to carry sufficient water, especially on longer stretches between towns.
If you're starting from Buonconvento and heading towards Montalcino, be prepared for the particularly notable and challenging climb of Castiglione del Bosco. Many cyclists find it easier to tackle this section when fresh. Also, consider stopping at one of the local wineries for a tasting of Brunello di Montalcino – it's a quintessential Tuscan experience!