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The Chianti Loop


A road cycling route starting from Castelnuovo Berardenga

Explore the beautiful countryside of Tuscany on this scenic round-trip route starting near Castelnuovo Berardenga.

Map

The Chianti Loop offers a stunning cycling experience through the picturesque landscapes of the Chianti region in Tuscany. This 103-kilometer route takes you through charming villages, rolling hills, and vineyards, showcasing the beauty of the Italian countryside. With a total ascent of 1808 meters, this route provides a good challenge for experienced cyclists while still being manageable for well-trained amateurs. The Chianti Loop is rated 4 out of 5 in terms of difficulty, making it suitable for cyclists with a moderate level of fitness.

road
103 km
1808 m
Tough
Route profile

Highlights on the route

Start: Castelnuovo Berardenga Village center
Castelnuovo Berardenga: A cyclist-friendly town with flat and hilly routes.
Castelnuovo Berardenga is a picturesque town located in the Toscana region of Italy. From a cyclist's perspective, this locality offers a mix of flat and hilly routes, making it suitable for various cycling abilities. One of the well-known cycling spots nearby is the Bunello loop, which takes cyclists through beautiful vineyards and offers stunning views of the countryside. The town itself provides amenities such as bike rentals and cycling tours. Overall, Castelnuovo Berardenga is a cyclist-friendly area with diverse routes and a scenic backdrop.
Montemartini662 mPeak
Montemartini is a small village known for its ancient church and relaxed atmosphere. Take a break and enjoy the beautiful surroundings.
San RegoloHamlet
San Regolo is a medieval hamlet with narrow streets and stone houses. Explore the historic center and visit the enchanting San Regolo Church.
VertineHamlet
Vertine is a fortified hilltop village with stunning views of the surrounding countryside. Marvel at the medieval architecture and soak in the peaceful atmosphere.
Poggio d'Albola682 mPeak
Poggio d'Albola is a charming winery nestled in the heart of the Chianti region. Stop by for a wine tasting and indulge in the flavors of Tuscany.
Poggio di Lucolena510 mPeak
Poggio di Lucolena is a small hamlet perched on a hilltop. Admire the panoramic views and discover the historic buildings dating back centuries.
Figline e Incisa ValdarnoTown
Figline e Incisa Valdarno is a town with a rich cultural heritage. Visit the Vallombrosan Abbey and explore the local museums and art galleries.
MontevarchiTown
Montevarchi is a bustling town with a lively atmosphere. Discover its historic center, filled with shops and restaurants offering local delicacies.
Monte Luco831 mPeak
Monte Luco is a scenic hill that offers panoramic views of the Tuscan countryside. Take a moment to enjoy the breathtaking scenery before continuing your ride.
San GusmèVillage
San Gusmè is a charming medieval village known for its well-preserved architecture. Wander through its streets and soak in the medieval atmosphere.
Finish: Castelnuovo Berardenga Village center
Castelnuovo Berardenga: A cyclist-friendly town with flat and hilly routes.

Cycling routes nearby:

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Arbia

Cycling in Serenity: Arbia, Tuscany

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Rapolano Terme

A charming locality with mostly flat routes and thermal baths.

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Taverne D'Arbia

Cycling through Tuscan Tranquility

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Asciano

Tackling the legendary Monte Sante Marie climb in Asciano.

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Siena

Immerse in history and conquer challenging climbs around Siena.

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Monteroni d'Arbia

Cycle through the enchanting Tuscan countryside from Monteroni d'Arbia.

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Bucine

Enjoying the scenic countryside roads and exploring historical landmarks in and around Bucine.

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Monte San Savino

Exploring the historical center and conquering the legendary Montefienali climb in Monte San Savino.

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Cavriglia-Monastero

Serene rides through captivating Tuscan countryside.