![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/5265548870/seano-1.webp)
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
![Map miniature of "Castles and Hills" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/certaldo/road/93107.webp)
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
0 km
0 km
Start: Certaldo City centerCertaldo: 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.7 km
7 km
Castello di OlivetoCastleCastello di Oliveto is a well-preserved medieval castle known for its impressive architecture and historical significance.
25 km
25 km
EmpoliTownEmpoli, a bustling town nestled in the Tuscan countryside, offers a rich blend of history, culture, and gastronomy.
30 km
30 km
Poggio Montereggi126 mPeakPoggio Montereggi is a charming village with narrow streets and stunning views over the surrounding hills.
38 km
38 km
Fattoria Le GinestreViewpointFattoria Le Ginestre is a beautiful farmhouse surrounded by olive groves and vineyards, producing delicious wines and olive oil.
47 km
47 km
SeanoVillageSeano is a quaint village perched on a hilltop, offering panoramic views of the Tuscan landscape.
64 km
64 km
Poggio Castiglione397 mPeakPoggio Castiglione is a medieval castle with an intriguing history and panoramic views of the surrounding valleys.
71 km
71 km
Campi BisenzioTownCampi Bisenzio is a vibrant town with a rich textile heritage and historical attractions.
83 km
83 km
ScandicciTownScandicci is a town with a contemporary vibe, dotted with modern architecture and art installations.
89 km
89 km
Poggio Valicaia381 mPeakPoggio Valicaia is a small hill with lovely views over the Tuscan countryside, ideal for a refreshing stop.
101 km
101 km
LucignanoVillageLucignano, a medieval town known for its elliptical shape and well-preserved historic center, offers an enchanting atmosphere.
116 km
116 km
CertaldoTownCertaldo, the starting point of the route, is a charming medieval town famous for its association with poet Giovanni Boccaccio.
116 km
116 km
Finish: Certaldo City centerCertaldo: Enjoy scenic rides and conquer famous climbs in Certaldo.
Cycling routes from Certaldo:
The Panoramic Loop The Chianti Loop Gravel Adventure in Volterra Florentine Hills Val di Pesa Gravel Countryside Gravel Discovering Hidden Gravel Paths Certaldo Loop Chianti Loop Castles and Hills Road Cycling Route - Fascinating Castles and Ancient Villages Road Cycling Route - Picturesque Villages and Historic Towns Road Cycling Route - Rolling Hills and Historical Treasures
Cycling routes nearby:
![Image of Gambassi Terme](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/gambassi-terme-5.webp)
![Image of San Gimignano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/san-gimignano-4.webp)
![Image of Castelfiorentino](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/castelfiorentino-4.webp)
![Image of Montaione](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montaione-2.webp)
![Image of Tavarnelle Val di Pesa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/tavarnelle-val-di-pesa-5.webp)
![Image of Montespertoli](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montespertoli-4.webp)
![Image of Poggibonsi](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/poggibonsi-1.webp)
![Image of Colle di Val d'Elsa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/colle-di-val-d-elsa-4.webp)