![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/3176731020/roncolla-2.webp)
The Tuscan Hill Country Road
A road cycling route starting from Volterra
A scenic road route showcasing the beauty and charm of the Tuscan countryside
Map
![Map miniature of "The Tuscan Hill Country Road" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/volterra/road/96535.webp)
Discover the picturesque landscapes and charming hilltop towns of Tuscany on this road cycling route starting near Volterra. With a moderate difficulty level, it offers a challenging but rewarding experience for well-trained amateurs. The 94km distance and 1687m of ascent will test your endurance as you ride through vineyards, olive groves, and rolling hills. Take in the sights of ancient castles, medieval villages, and breathtaking panoramic views along the way. Enjoy a taste of the local cuisine and immerse yourself in the rich history and culture of the region.
road
94 km
1687 m
Tough
Route profile
Highlights on the route
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Start: Volterra City centerVolterra: Cycling through the historic hilltop town of Volterra.
Volterra, located in the Tuscany region of Italy, is a historic town that offers a unique cycling experience. The town is situated on a hilltop, surrounded by breathtaking scenery and winding roads. Cyclists can explore the picturesque countryside and enjoy panoramic views of the surrounding valleys. Volterra is also known for its Granfondo Terre di Pisa cycling event, which attracts riders from all over the world. The event features challenging climbs and beautiful landscapes, showcasing the best of the region. Overall, Volterra is a top choice for cyclists looking for a mix of history, culture, and scenic rides.0 km
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VolterraTownExplore the ancient town of Volterra, known for its Etruscan and Roman remains.
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Piazza Martiri della LibertàViewpointVisit Piazza Martiri della Libertà, the main square in Volterra, and immerse yourself in the local atmosphere.
22 km
22 km
Il CastagnoHamletPass by Il Castagno, a historic chestnut tree with a centuries-old history.
42 km
42 km
Castello di OlivetoCastleAdmire the impressive Castello di Oliveto, a medieval castle located along the route.
49 km
49 km
CertaldoTownStop by Certaldo, a charming medieval village famous for its association with poet Giovanni Boccaccio.
65 km
65 km
La RoccaViewpointClimb up to La Rocca, a fortress offering stunning views of the surrounding Tuscan countryside.
78 km
78 km
Castel San GimignanoVillageExplore the medieval town of Castel San Gimignano and its well-preserved city walls.
78 km
78 km
Poggio ai Colli364 mPeakRide through the scenic Poggio ai Colli, a hilly area dotted with vineyards and olive groves.
90 km
90 km
RoncollaHamletPass by Roncolla, a small hamlet surrounded by rolling hills and fields.
91 km
91 km
Poggio Ridulfo411 mPeakEnjoy the tranquil beauty of Poggio Ridulfo, a rural area known for its idyllic countryside.
94 km
94 km
Finish: Volterra City centerVolterra: Cycling through the historic hilltop town of Volterra.
Cycling routes nearby:
![Image of Pomarance](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/pomarance-3.webp)
![Image of San Gimignano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/san-gimignano-4.webp)
![Image of Gambassi Terme](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/gambassi-terme-5.webp)
![Image of Montaione](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montaione-2.webp)
![Image of Peccioli](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/peccioli-4.webp)
![Image of Castelnuovo di Val di Cecina](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/castelnuovo-di-val-di-cecina-4.webp)
![Image of Certaldo](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/certaldo-3.webp)
![Image of Colle di Val d'Elsa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/colle-di-val-d-elsa-4.webp)
![Image of Casciana Terme](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/casciana-terme-4.webp)