RoutesPlannerFeaturesUpdates
App
Login or Signup
Get the App
Login or Signup
Routes
Cycling routes
Italy
Tuscany
Siena

Castelnuovo Berardenga

The best cycling routes around Castelnuovo Berardenga

4.5

(302)

3,010

riders

105

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.

Best touring cycling routes around Castelnuovo Berardenga

  • The most popular touring cycling route is L'Eroica Loop from Castelnuovo Berardenga, a 28.1 miles (45.3 km) trail that takes 3 hours 11 minutes to complete. This difficult route offers sections of the legendary L'Eroica course.
  • Another top favourite among local touring cyclists is Brolio Castle โ€“ Il leccione - secular oak loop from Pianella, a difficult 28.1 miles (45.2 km) path. This route leads through the scenic countryside, passing by historic Brolio Castle.
  • Local touring cyclists also love the Brolio Castle โ€“ Il leccione - secular oak loop from Fermata a richiesta, a 36.5 miles (58.7 km) trail leading through vineyards and olive groves, often completed in about 4 hours 14 minutes.
  • Touring cycling around Castelnuovo Berardenga is defined by the rolling Chianti hills, the distinct Crete Senesi, and picturesque *strade bianche*. The network offers options for various ability levels, from moderate to challenging routes.
  • The routes in Castelnuovo Berardenga are highly rated by the komoot community with an average score of 4.6 stars from over 230 reviews. More than 2,500 touring cyclists have used komoot to explore Castelnuovo Berardenga's varied terrain.

Last updated: October 10, 2026

4.9

(17)

77

riders

#1.

L'Eroica Loop from Castelnuovo Berardenga

45.3km

03:12

700m

700m

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

Navigate with deviceSend to Phone
Save
Hard

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

Hard
guide_signup
Let us show you the way with the komoot mobile app
With aย free komoot account, you can easily find, customize, and navigate endless outdoor adventures.
Sign up for free

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

Hard

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

Hard

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

Hard
Sign up for free to see 101 more rides around Castelnuovo Berardenga.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Castelnuovo Berardenga

Villages, iconic roads and vineyards โ€“ Grand Tour of Chianti

Hiking around Castelnuovo Berardenga

Road Cycling Routes around Castelnuovo Berardenga

Running Trails around Castelnuovo Berardenga

Gravel biking around Castelnuovo Berardenga

MTB Trails around Castelnuovo Berardenga

Other adventures around Castelnuovo Berardenga

Villages, iconic roads and vineyards โ€“ Grand Tour of Chianti

Cycling Collection by

Francesco | Cyclo Ergo Sum

Tips from the Community

Teresa๐Ÿ™‹โ™Š๐Ÿšด
July 28, 2026, View of Siena from the Chianti Vineyards

The view of Siena from the Chianti vineyards offers one of Tuscany's most famous panoramas, particularly visible from places like the village of Fonterutoli in the municipality of Castellina in Chianti. From these hills adorned with rows of vines and cypresses, the Torre del Mangia and the silhouette of the Duomo are clearly recognizable.

Translated by Googleโ€ข

1

0

In Gaiole in Chianti, in Piazza Bettino Ricasoli, stands the monument dedicated to Luciano Berruti, the legendary icon of L'Eroica, along with the famous statue of the Black Rooster, the historic symbol of Chianti Classico. Both works were created in iron by the artist and blacksmith Fabio Zacchei. The monument to Berruti was inaugurated in 2018 to celebrate the heroic spirit of the mythical cyclist, while the Black Rooster sculpture stands over 3 meters tall at the entrance to the village. Furthermore, also in Gaiole, visitors can admire the Ciclofficina Luciano Berruti, a donation from his family that faithfully reconstructs his historic workshop.

Translated by Googleโ€ข

1

0

๐Ÿ’ฅMONTEBENICHI ROSENNANO ๐Ÿ’ฅ ๐Ÿ’œ GRAVEL BIKE SIENA โ€“ AMONG THE CHIANTI HILLS ๐Ÿ’œ๐Ÿšดโ€โ™€๏ธ Another fantastic day on the pedals amidst the wonders of the Senese Chianti, tackling a challenging but spectacular route. ๐Ÿ“ Monti ๐Ÿ“ Brolio ๐Ÿ“ Montebenichi ๐Ÿ“ Rosennano ๐Ÿ“ Castelnuovo Berardenga ๐Ÿ“ Arceno ๐Ÿ“ Guistrigona

Translated by Googleโ€ข

0

0

It is simply wonderful, unique and extraordinary

Translated by Googleโ€ข

0

0

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.

Translated by Googleโ€ข

0

0

Spectacular climb of the Eroica through the Baron's garden.

Translated by Googleโ€ข

0

0

Chianti in colors

Translated by Googleโ€ข

0

0

Breathtaking

1

0

Frequently Asked Questions

How many touring cycling routes are available in Castelnuovo Berardenga?

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.

What kind of terrain can I expect on touring cycling routes in Castelnuovo Berardenga?

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.

Are there any easy touring cycling routes suitable for beginners or families?

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.

Where can I find challenging routes for experienced touring cyclists?

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 โ€“ Il leccione - secular oak loop from Fermata a richiesta, covering 58.7 km with significant elevation changes.

What are some scenic viewpoints or natural attractions along the cycling routes?

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.

Are there any historical landmarks or cultural sites to visit while cycling?

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.

What is the best season for touring cycling in Castelnuovo Berardenga?

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.

Can I find loop trails for touring cycling in the area?

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 dellโ€™Eroica โ€“ Lโ€™Eroica cafรฉ loop from Castelnuovo Berardenga, both offering circular journeys through the Tuscan countryside.

What do other touring cyclists say about the routes in Castelnuovo Berardenga?

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.

Are there opportunities for food and drink stops along the touring cycling routes?

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 cafรฉ, perfect for a refreshing break.

Where can I park my car to start a touring cycling route in Castelnuovo Berardenga?

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.

Can I explore other Chianti towns by bike from Castelnuovo Berardenga?

Yes, Castelnuovo Berardenga is ideally situated for exploring neighboring Chianti towns. Routes like the Castellina in Chianti โ€“ 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.

Most popular routes around Castelnuovo Berardenga

Hiking around Castelnuovo Berardenga

Most popular attractions around Castelnuovo Berardenga

Places to see

Store rating

Get inspired with the komoot mobile app

With aย free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now
Store rating

Explore more

Browse the best Cycling routes in other regions.

MontalcinoBuonconventoSan Quirico D'OrciaPienzaColle Di Val D'ElsaMonteroni D'ArbiaGaiole In ChiantiAscianoMonteriggioniMontepulcianoCastellina In ChiantiSan GimignanoRiserva Naturale Del Bosco Di Sant'AgneseTrequandaCastiglione D'OrciaPoggibonsiSovicilleRadda In ChiantiChiusdinoRiserva Naturale Di CastelvecchioMurloSinalungaChiusiRapolano TermeSan Giovanni D'AssoRiserva Naturale Lucciola BellaChianciano TermeCasole D'ElsaRiserva Naturale Alto MerseSarteanoPiancastagnaioMonticianoSan Casciano Dei BagniRiserva Naturale PietraporcianaRiserva Naturale Cornate E FosiniRiserva Naturale Il BogattoRiserva Naturale Lago di MontepulcianoCetonaLago di MontepulcianoRadicondoliTorrita Di SienaRiserva Naturale Crete Dell'OrciaAbbadia San SalvatoreRiserva Naturale PigelletoRadicofaniRiserva Naturale Basso MerseLake Chiusi

Nearby adventure guides

Things to Do around Gaiole In Chianti

background

Get ready to conquer new peaks

Sign up for Free
Explore
RoutesRoute plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

ยฉ komoot GmbH

Privacy Policy