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Castles and Hills


A road cycling route starting from Certaldo

Discover the fascinating history of Tuscany's castles as you climb through scenic landscapes

Map

This road cycling route provides a mixture of historical sites, charming towns, and challenging climbs. Explore the magnificent castles of Tuscany while taking in beautiful views of olive groves and vineyards. Highlights along the way include the medieval castles of Oliveto and Castiglione, the picturesque town of Certaldo, and the stunning Fattoria Le Ginestre. This route offers a rewarding challenge for experienced cyclists who appreciate cultural heritage and natural beauty.

road
116 km
1434 m
Tough
Route profile

Highlights on the route

Start: Certaldo City center
Certaldo: Enjoy scenic rides and conquer famous climbs in Certaldo.
Certaldo, situated in the Toscana region of Italy, is a captivating town that cyclists will enjoy exploring. From a cyclist's point of view, Certaldo offers mainly flat terrain, making it suitable for leisurely rides and beginner cyclists. It is surrounded by picturesque landscapes, providing opportunities for scenic cycling adventures. Nearby, you can find the famous San Gimignano climb, known for its challenging gradient and stunning views. With its pleasant terrain and well-known climb, Certaldo is a charming destination for cyclists seeking a relaxed yet rewarding riding experience.
Castello di OlivetoCastle
Castello di Oliveto is a well-preserved medieval castle known for its impressive architecture and historical significance.
EmpoliTown
Empoli, a bustling town nestled in the Tuscan countryside, offers a rich blend of history, culture, and gastronomy.
Poggio Montereggi126 mPeak
Poggio Montereggi is a charming village with narrow streets and stunning views over the surrounding hills.
Fattoria Le GinestreViewpoint
Fattoria Le Ginestre is a beautiful farmhouse surrounded by olive groves and vineyards, producing delicious wines and olive oil.
SeanoVillage
Seano is a quaint village perched on a hilltop, offering panoramic views of the Tuscan landscape.
Poggio Castiglione397 mPeak
Poggio Castiglione is a medieval castle with an intriguing history and panoramic views of the surrounding valleys.
Campi BisenzioTown
Campi Bisenzio is a vibrant town with a rich textile heritage and historical attractions.
ScandicciTown
Scandicci is a town with a contemporary vibe, dotted with modern architecture and art installations.
Poggio Valicaia381 mPeak
Poggio Valicaia is a small hill with lovely views over the Tuscan countryside, ideal for a refreshing stop.
LucignanoVillage
Lucignano, a medieval town known for its elliptical shape and well-preserved historic center, offers an enchanting atmosphere.
CertaldoTown
Certaldo, the starting point of the route, is a charming medieval town famous for its association with poet Giovanni Boccaccio.
Finish: Certaldo City center
Certaldo: Enjoy scenic rides and conquer famous climbs in Certaldo.

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