![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/16432170660/arcille-1.webp)
Tuscan Hilltops and Valleys
A road cycling route starting from Grosseto
Conquer the heights of Tuscany and uncover its hidden gems
Map
![Map miniature of "Tuscan Hilltops and Valleys" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/grosseto/road/92650.webp)
This road route is a challenging journey through the hills and valleys of Tuscany, starting from Grosseto. As you cycle through the rugged terrain, you'll encounter stunning viewpoints and picturesque villages. Don't miss the historical village of Poggio Zenone and the captivating Ribolla. Admire the medieval fortress of Sassoforte and the charming streets of Poggio del Casino. This route offers a mix of epic climbs and scenic descents, providing an unforgettable cycling experience in the heart of Tuscany.
road
145 km
1915 m
Savage
Route profile
Highlights on the route
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Start: Grosseto City centerGrosseto: Grosseto: Cycling Gem of Toscana and Home to Granfondo Strade Bianche
Grosseto, located in Toscana, Italy, is a fantastic destination for road and gravel cyclists. The locality features a combination of flat plains and challenging hills, making it suitable for riders of varying skill levels. Grosseto is renowned for hosting the Granfondo Strade Bianche, a famous cycling event that attracts professional and amateur cyclists from around the world. With its stunning landscapes and cycling-friendly atmosphere, Grosseto offers an unforgettable experience for cyclists.14 km
14 km
BraccagniVillageBraccagni is a small town with a rich agricultural heritage. Discover local produce and specialty food products in the nearby market.
22 km
22 km
Poggio Zenone104 mPeakPoggio Zenone is a quaint village with ancient stone houses and panoramic views. Take a moment to relax and absorb the beauty of the Tuscan countryside.
28 km
28 km
RibollaVillageRibolla is known for its picturesque vineyards and excellent wine production. Visit a local winery and taste some fine Tuscan wines.
40 km
40 km
Sassoforte789 mPeakSassoforte is a medieval fortress perched on top of a hill. Explore the ruins and enjoy breathtaking views of the surrounding countryside.
41 km
41 km
SassofortinoVillageSassofortino is a charming village with narrow streets and stone buildings. Take a leisurely stroll and immerse yourself in the medieval atmosphere.
53 km
53 km
PiloniHamletPiloni is a historic village known for its traditional architecture and beautiful landscapes. Discover hidden gems tucked away in the scenic countryside.
62 km
62 km
Poggio del Casino492 mPeakPoggio del Casino offers panoramic views of the Monte Amiata and the rolling hills of Tuscany. Enjoy a memorable cycling experience amidst breathtaking natural beauty.
80 km
80 km
IesaVillageIesa is a legendary climb renowned among cyclists for its steep gradients and challenging hairpin turns. Conquer this epic ascent and earn the bragging rights.
82 km
82 km
Poggio della Croce463 mPeakPoggio della Croce is a famous cycling spot frequented by professionals and enthusiasts alike. Take on this demanding climb and feel the triumph of reaching the top.
92 km
92 km
Casale di PariVillageCasale di Pari is a captivating medieval village surrounded by rolling hills. Discover the timeless charm and immerse yourself in the history of the region.
98 km
98 km
Poggio Cetinone258 mPeakPoggio Cetinone offers breathtaking views of the Val d'Orcia and the surrounding countryside. Embrace the grandeur of this legendary cycling spot.
111 km
111 km
Poggio la Mecarina152 mPeakPoggio la Mecarina is a challenging climb that pushes cyclists to their limits. Conquer this legendary ascent and earn the respect of fellow riders.
118 km
118 km
CampagnaticoVillageCampagnatico is a quaint town with a rich history dating back to the Middle Ages. Explore the charming streets and discover hidden architectural gems.
130 km
130 km
ArcilleVillageArcille is a peaceful village with lush greenery and enchanting landscapes. Take a break and soak in the tranquility of the countryside.
137 km
137 km
Istia d'OmbroneVillageIstia d'Ombrone is a charming village with traditional Tuscan architecture. Stop by one of the local trattorias and savor some authentic Italian cuisine.
144 km
144 km
Bastione FortezzaCastleBastione Fortezza is an ancient fortification with panoramic views of the Tuscan countryside. Explore the historic site and witness the grandeur of the past.
145 km
145 km
Finish: Grosseto City centerGrosseto: Grosseto: Cycling Gem of Toscana and Home to Granfondo Strade Bianche
Cycling routes from Grosseto:
Cycling routes nearby:
![Image of Bagno Roselle](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/bagno-roselle-5.webp)
![Image of Marina di Grosseto](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/marina-di-grosseto-5.webp)
![Image of Castiglione della Pescaia](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/castiglione-della-pescaia-4.webp)
![Image of Ribolla](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/ribolla-5.webp)
![Image of Roccastrada](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/roccastrada-3.webp)
![Image of Scarlino Scalo](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/scarlino-scalo-5.webp)
![Image of Albinia](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/albinia-4.webp)
![Image of Follonica](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/follonica-3.webp)
![Image of Porto Santo Stefano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/porto-santo-stefano-4.webp)