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Italy
Tuscany
Siena
Castelnuovo Berardenga

L'Eroica Loop from Castelnuovo Berardenga

Hard

4.9

(15)

69

riders

L'Eroica Loop from Castelnuovo Berardenga

03:12

45.3km

700m

Cycling

Cycle the difficult 28.1-mile L'Eroica Loop from Castelnuovo Berardenga through Tuscan vineyards and Crete Senesi landscapes.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

533 m

Castelnuovo Berardenga Town Square

Highlight • Settlement

Castelnuovo Berardenga is an Italian town in the province of Siena in Tuscany.
Since 1932 it has been part of the Chianti wine area, its territory being divided between the …

Translated by Google •

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2

24.4 km

Il leccione - secular oak

Highlight • Natural Monument

The "Leccione" is a secular tree and represents an iconic icon of Gaiole in Chianti. With the splendid panorama of Siena in the background, these two majestic holm oaks embrace …

Translated by Google •

Tip by

3

29.6 km

Brolio Castle

Highlight • Castle

The castle of Brolio, surrounded by the vines that produce the most famous wines in the world. For bicycle lovers it is located on the permanent route of the Eroica, for wine lovers its cellar cannot miss a visit.

Translated by Google •

Tip by

4

38.7 km

Cypresses of Arceno

Highlight • Natural Monument

Typical line of Tuscan cipresses

Tip by

B

45.3 km

End point

Parking

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Way Types & Surfaces

Way Types

36.5 km

5.58 km

2.40 km

863 m

Surfaces

35.8 km

6.02 km

2.03 km

1.30 km

189 m

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Elevation

Elevation

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Highest point (520 m)

Lowest point (210 m)

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Weather

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Tuesday 2 June

26°C

16°C

64 %

Additional weather tips

Max wind speed: 12.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to cycle the L'Eroica Loop from Castelnuovo Berardenga?

The tour data suggests a duration of approximately 3 hours and 12 minutes for this 45 km loop. However, this is an estimated cycling time. Given the challenging terrain, including significant sections of 'strade bianche' (white gravel roads) and continuous elevation changes, many cyclists will take longer, especially if stopping to enjoy the scenery or visit points of interest. Plan for a full half-day or more, depending on your fitness level and desired pace.

What is the terrain like on this L'Eroica Loop?

The terrain is a defining characteristic of this route, featuring a significant prevalence of 'strade bianche' (white gravel roads). It's far from flat, with a continuous series of ups and downs, including steep climbs and tricky descents, particularly around Monte Sante Marie. As the route approaches Castelnuovo Berardenga, it transitions into the Chianti region with panoramic ridges. A gravel bike or hybrid bike with knobby tires is highly recommended to handle these diverse surfaces efficiently.

Is the L'Eroica Loop from Castelnuovo Berardenga suitable for beginners?

This loop is considered difficult and demanding for touring cyclists. The constant changes in elevation, steep climbs, descents, and uneven 'strade bianche' require a good level of fitness and appropriate cycling equipment. While accessible year-round, it's not recommended for beginner cyclists due to its challenging nature. Those new to gravel cycling or long distances might find it overly strenuous.

What can I see along the route?

The route offers quintessential Tuscan scenery and historical sites. You'll pass through picturesque vineyards and olive groves, characteristic of the Chianti Classico region, and traverse the unique landscapes of the Crete Senesi. Highlights include the Castelnuovo Berardenga Town Square, the ancient Il leccione - secular oak, the historic Brolio Castle, and the striking Cypresses of Arceno. From certain vantage points, especially towards Pianella, you can enjoy panoramic views of Siena.

What is the best time of year to cycle this route?

While the L'Eroica route is permanently marked and accessible year-round, the best times to cycle are typically spring (April-May) and autumn (September-October). During these seasons, the weather is generally milder, avoiding the intense heat of summer and the potentially colder, wetter conditions of winter. This makes the challenging 'strade bianche' more enjoyable and manageable.

Where can I park when cycling the L'Eroica Loop from Castelnuovo Berardenga?

The loop starts and ends in Castelnuovo Berardenga. You can typically find parking within or on the outskirts of the town. As it's a well-known starting point for L'Eroica routes, there are usually public parking options available. It's advisable to check local signage for any restrictions or fees.

Is the L'Eroica Loop from Castelnuovo Berardenga dog-friendly?

As this route primarily follows public roads and gravel paths, dogs are generally permitted, especially if kept on a leash. However, be mindful of the challenging terrain and distance, which might not be suitable for all dogs. Always ensure your dog is comfortable with cycling alongside or in a trailer, and carry enough water for both of you.

Do I need a permit or pay an entrance fee to cycle the L'Eroica Loop?

No, you do not need a specific permit or to pay an entrance fee to cycle this permanent L'Eroica route. It is accessible year-round to the public. However, if you plan to visit specific attractions like Brolio Castle, there might be separate entrance fees for those sites.

Does the trail intersect other well-known paths?

Yes, the route incorporates sections of several other paths. Notably, it covers a significant portion of the official L'Eroica route (46%) and also passes through parts of the Sentiero di crinale del Chianti (14%) and various Strade Bianche (9%). You'll also encounter smaller segments of trails like Trekking tra i castelli 8 and Strada Comunale dell'Ambra.

What type of bicycle is recommended for this loop?

Given the prevalence of 'strade bianche' (white gravel roads) and the challenging, undulating terrain, a gravel bike or a robust touring bicycle equipped with knobby tires is highly recommended. These bikes offer the necessary comfort, traction, and durability to handle the varied surfaces effectively. Road bikes are generally not suitable for this route.

Are there any cafes or rest stops along the L'Eroica Loop?

The route passes through several small villages and near points of interest, offering opportunities for rest and refreshments. Castelnuovo Berardenga itself has amenities. As you cycle through the Chianti region, you'll find small cafes, trattorias, and possibly wineries that welcome cyclists. It's always a good idea to carry some snacks and water, especially on longer stretches between towns.

Nearby routes

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4.7

232

L'Eroica Chianti Loop from Siena

04:41h

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Trail Reviews

Giovanni
April 8, 2023, Il castello di Brolio e i Cipressi di Arceno — Giro ad anello

Saturday 8 April, low temperatures but breathtaking landscapes

Translated by Google
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