4.6
(231)
2,662
riders
111
rides
Touring cycling routes around Castelnuovo Berardenga traverse a diverse Tuscan landscape, featuring the gentle slopes of the Chianti hills and the undulating terrain of the Crete Senesi. The region is characterized by continuous ascents and descents, often lined with cypress trees, vineyards, and olive groves. Many routes incorporate *strade bianche*, or gravel paths, adding a unique element to the rides.
Last updated: April 24, 2026
4.9
(15)
68
riders
45.3km
03:12
700m
700m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.6
(32)
515
riders
45.3km
03:19
700m
700m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.6
(5)
114
riders
53.6km
03:31
730m
730m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(9)
79
riders
35.2km
02:21
560m
560m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.4
(17)
109
riders
33.3km
02:31
560m
550m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Castelnuovo Berardenga
Vagliagli is a hamlet in the municipality of Castelnuovo Berardenga, in the province of Siena. An ancient 13th-century village, it is located at 511 meters above sea level, along the provincial road leading to Radda in Chianti.
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Gaiole in Chianti is a small medieval village, among the most important in the Chianti Valley, best known as the starting and finishing point of L'Eroica, an internationally renowned cycling event.
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Spectacular climb of the Eroica through the Baron's garden.
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Crossing the entrance gate to Brolio Castle, you enter a dirt road that proceeds steeply uphill surrounded by trees. You can pedal while enjoying the refreshment of the branches that guide you to the 12th century castle.
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In the heart of Chianti, this is one of the typical and very famous white roads. Here you pedal on a pleasant gravel between the iconic hills of Tuscany.
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The home of Eroica, a great place for a coffee break or lunch mid-ride
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A special place with many hidden corners. There is also no shortage of restaurants.
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Castelnuovo Berardenga offers a wide array of touring cycling routes, with nearly 200 options available on komoot. These routes traverse the diverse Tuscan landscape, providing choices for various skill levels.
The region is characterized by a captivating blend of landscapes, including the gentle slopes of the Chianti hills and the distinct, undulating terrain of the Crete Senesi. You'll frequently encounter iconic cypress-lined alleys, sprawling vineyards, and fragrant olive groves. Many routes also feature the famous Tuscan strade bianche, or gravel paths, adding an adventurous element to your ride.
While many routes in Castelnuovo Berardenga are moderate to difficult, there are a few easier options available. For instance, local companies offer guided tours like an easy 15 km sunset tour. On komoot, you can find 3 routes specifically rated as easy, and 44 as moderate, providing gentler alternatives to the more challenging terrain.
Castelnuovo Berardenga is well-known for its challenging routes, with 59 difficult tours listed on komoot. A notable option is the L'Eroica Loop from Castelnuovo Berardenga, which incorporates sections of the legendary L'Eroica course. Another demanding ride is the Brolio Castle – Il leccione - secular oak loop from Fermata a richiesta, covering 58.7 km with significant elevation changes.
The region is rich in scenic beauty. Along your rides, you might encounter highlights such as the Poggio Montecercone viewpoint, offering panoramic vistas. You can also discover natural monuments like Il leccione - secular oak or the unique Desert of Accona. The iconic Cypress-lined avenue in Montechiaro also provides a picturesque cycling experience.
Yes, the area is dotted with historical attractions. You can cycle past the historic Brolio Castle, a prominent landmark in the region. Other historical sites include the Lombard tower of Pieve a Pacina and the ancient thermal garden of Acqua Borra, a site of historical significance.
The region offers pleasant cycling conditions for much of the year. Spring and autumn are particularly popular, with milder temperatures and the vibrant colors of the vineyards. While summer can be warm, early mornings or late afternoons provide comfortable riding. Winter cycling is also possible, though some routes might be affected by weather conditions.
Yes, many of the touring cycling routes in Castelnuovo Berardenga are designed as loops, allowing you to start and finish in the same location. Examples include the L'Eroica Loop from Castelnuovo Berardenga and the La Casa dell’Eroica – L’Eroica café loop from Castelnuovo Berardenga, both offering circular journeys through the Tuscan countryside.
The touring cycling routes in Castelnuovo Berardenga are highly regarded by the komoot community, boasting an average rating of 4.6 stars from over 230 reviews. Cyclists often praise the stunning Tuscan landscapes, the blend of paved and gravel roads, and the charming villages encountered along the way.
Absolutely. The region is famous for its culinary delights. Many routes pass through charming villages and near wineries where you can enjoy wine and olive oil tasting opportunities, such as at Villa Sesta or Casa Porciatti. You'll also find cafes and pubs, like the L'Eroica café, perfect for a refreshing break.
Castelnuovo Berardenga serves as an excellent base, and many routes, such as the L'Eroica Loop from Castelnuovo Berardenga, start directly from the town. Other routes may begin from nearby villages like Pianella or Fermata a richiesta, where parking options are typically available to accommodate cyclists.
Yes, Castelnuovo Berardenga is ideally situated for exploring neighboring Chianti towns. Routes like the Castellina in Chianti – Radda in Chianti loop from Fermata a richiesta allow you to cycle through picturesque villages such as Castellina in Chianti and Radda in Chianti, experiencing the heart of the Chianti region.


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