Chianti Hills and Castle Tour
A road cycling route starting from Montaione
Immerse yourself in the breathtaking beauty of the Chianti region and discover ancient castles along the way.
Map
Get ready for a challenging and scenic ride through the magnificent Chianti region. This route will take you through rolling hills, charming towns, and vineyards as you explore some of Tuscany's finest landscapes. Highlights include the medieval castle of Poggio al Terraio, the historic sanctuary of San Vivaldo, and the picturesque towns of Casciana Terme, Capannoli, and Montefoscoli. As you cycle, soak up the rich history and cultural heritage of this renowned wine-growing area.
road
96 km
1257 m
Tough
Route profile
Highlights on the route
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0 km
Start: Montaione Village centerMontaione: Embark on a cycling adventure in Montaione's scenic landscapes.
Montaione is a well-regarded locality for cycling in Toscana, Italy. It boasts a diverse range of routes suitable for both road cyclists and gravel riders. The hilly terrain and vineyard-dotted landscapes make for an enjoyable and scenic cycling experience. A noteworthy climb nearby is the Santo Stefano climb, known for its challenging gradients and panoramic views. With its cyclist-friendly environment and various cycling routes, Montaione is an excellent choice for cyclists of all levels looking to explore the beauty of Tuscany.1 km
1 km
Poggio al Terraio352 mPeak6 km
6 km
San VivaldoHamletSan Vivaldo is a sacred hill known as the Jerusalem of Tuscany, featuring a complex of chapels that replicate the Holy Land.
44 km
44 km
Casciana TermeVillageCasciana Terme is a peaceful town famous for its thermal baths and beautiful gardens.
69 km
69 km
CapannoliVillageCapannoli is a delightful medieval village perched on a hill, offering panoramic views of the surrounding countryside.
77 km
77 km
MontefoscoliHamlet96 km
96 km
MontaioneVillageMontaione is a vibrant town with a rich history and a great place to enjoy a post-ride meal.
96 km
96 km
Finish: Montaione Village centerMontaione: Embark on a cycling adventure in Montaione's scenic landscapes.
Cycling routes from Montaione:
The Hills of Gambassi Terme and Beyond Exploring the Valdera Region on Gravel Roads Gambassi Terme Gravel Adventure Chianti Classico and Castle Adventure Val d'Elsa and Wine Routes Chianti Hills and Castle Tour Gravel Adventure through Tuscany's Countryside Cycling Adventure through Tuscany Val d'Era Gravel Challenge Tuscan Medieval Hilltops