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Exploring historical landmarks and experiencing the beauty of the Tuscan countryside in Castiglion Fibocchi.


Cycling routes from Castiglion Fibocchi

Castiglion Fibocchi is a charming town situated in the Tuscany region of Italy. For road and gravel cyclists, it offers a mix of scenic countryside roads, gentle climbs, and historical landmarks to discover. The area surrounding Castiglion Fibocchi is renowned for its vineyards and olive groves, providing a picturesque atmosphere for cycling. The town itself is known for its medieval church and panoramic views from the nearby Montalbano Fortress. Cyclists visiting Castiglion Fibocchi can enjoy the diverse terrain, from rolling hills to challenging routes, and immerse themselves in the Tuscan culture along the way.

Immerse yourself in the picturesque Val d'Ambra on this scenic road cycling route.

road
60 km
604 m
Tough

Experience the beauty of the Val d'Ambra region as you cycle through rolling hills, vineyards, and historical towns. This route offers a moderate challenge with beautiful scenery along the way. Start in Castiglion Fibocchi before heading to Quarata and Olmo, where you can admire the traditional Tuscan architecture. Continue through Civitella in Val di Chiana, Poggio Scopicci, and Laterina, where you can visit historical sites and enjoy the local cuisine.


Conquer the Tuscan countryside on this challenging road cycling route.

road
194 km
4021 m
Savage

Experience a cycling adventure through the diverse landscapes of Tuscany on the Toscan Century Ride. This challenging route takes you through picturesque valleys, ancient towns, and breathtaking mountains. Depart from Castiglion Fibocchi and conquer iconic highlights such as Loro Ciuffenna, Reggello, San Francesco, Rufina, Poggio Castiroccoli, San Godenzo, Passo del Muraglione, Monte Rozzo, Passo della Calla, Poggio Pianaccio, Stia, Poppi, and Talla before returning to the starting point.


Embark on an artistic gravel ride through the enchanting Tuscany Valley.

gravel
68 km
795 m
Tough

Immerse yourself in the artistic heritage of Tuscany as you explore this 68-kilometer gravel route with an ascent of 795 meters. The route takes you through scenic countryside and offers a glimpse into the rich cultural history of the region. Highlights include Pratantico, a small village known for its artistic community and charming streets, and Badicorte, a hamlet surrounded by picturesque landscapes. Don't miss the opportunity to visit the charming village of Ciggiano, with its historic buildings and ancient walls. This route provides an intermediate challenge suitable for experienced amateur cyclists seeking a cultural and scenic adventure.


Embark on a thrilling gravel loop exploring the hidden gems of Arezzo.

gravel
73 km
1232 m
Tough

Discover the hidden gems of Arezzo on this 73-kilometer gravel loop with an ascent of 1232 meters. This route offers a challenging adventure through the rugged countryside surrounding Arezzo. Don't miss the opportunity to explore the historic city of Arezzo itself, known for its impressive medieval architecture and cultural heritage. Highlights along the way include Monte Talamone, a majestic peak offering panoramic views of the surrounding region, and Policiano, a small village with quaint streets and charm. Immerse yourself in the beauty of rural Tuscany as you pedal along this captivating route.


Embark on an epic gravel escape through the renowned Chianti wine region.

gravel
101 km
1285 m
Tough

Experience the enchantment of the Chianti region as you embark on this 101-kilometer gravel escape. With an ascent of 1285 meters, this route presents a challenge for experienced amateur cyclists. Immerse yourself in the picturesque landscapes, vineyards, and charming towns that make the Chianti region famous. Highlights include the quaint village of Pratantico, where you can take a break and enjoy a glass of local wine, and Rigomagno Scalo, a small hamlet renowned for its panoramic views. Don't miss Poggio Greta, a hilltop village offering breathtaking vistas of the Chianti countryside.


Discover the charming medieval village of Laterina on this road cycling route near Castiglion Fibocchi.

road
44 km
392 m
Tough

Embark on a scenic journey through the beautiful Tuscan countryside and explore the picturesque village of Laterina. This road cycling route offers stunning views, challenging ascents, and cultural highlights along the way. With a moderate difficulty level, it is suitable for well-trained amateurs looking for an enjoyable ride. The epicness of this route is rated at 4, as it provides a memorable cycling experience in the heart of Tuscany.


Embark on a challenging road cycling adventure through the iconic Chianti wine region.

road
146 km
2173 m
Savage

Take on the ultimate road cycling challenge through the renowned Chianti wine region. This 146-kilometer route with an astonishing ascent of 2173 meters is designed for advanced cyclists seeking an epic adventure. Explore charming towns, climb iconic hills, and traverse the breathtaking landscapes that have shaped the reputation of Chianti. From Laterina, known for its medieval castle and picturesque alleys, to San Giustino Valdarno, which offers panoramic views over the valley, this route guarantees unforgettable experiences. Castiglion Fibocchi serves as both the starting and ending point, providing a convenient base for your cycling journey through the heart of Tuscany's wine country.


Challenge the scenic Chianti region on this classic road cycling route.

road
122 km
1660 m
Tough

Discover the beauty of the Chianti region as you cycle through vineyards, olive groves, and picturesque Tuscan villages. This route offers a challenging ride with stunning views of the rolling hills and the iconic sights of the region. The route takes you through the charming town of Quarata before heading to Anghiari, known for its medieval architecture. Along the way, you'll also pass through Belvedere Gian Franco Venė, Montesca, Città di Castello, Badia Petroia, Poggio di Bari, and Monte Dogana.


Embark on a gravel adventure through the picturesque Valdarno region.

gravel
48 km
580 m
Tough

Explore the rural beauty of Tuscany as you cycle through the Valdarno region. This 48-kilometer gravel route starting near Castiglion Fibocchi takes you through charming towns and offers stunning views of the surrounding countryside. With 580 meters of ascent, it provides a moderate challenge for amateur cyclists. The route showcases the unique character of Tuscany, with highlights including Pergine Valdarno, a quaint village known for its traditional architecture and rich history, and Terranuova Bracciolini, where you can stop for a taste of authentic Tuscan cuisine.


Explore the scenic countryside on this road cycling route in Capolona.

road
42 km
744 m
Chill

Discover the countryside of Capolona as you cycle through rolling hills and pass idyllic farmlands. This route offers an enjoyable ride with moderate ascents and picturesque landscapes. Start in Castiglion Fibocchi and make your way to Capolona, where you can explore the town's historic center and admire the charming architecture. Continue through il castellaccio and Castelluccio before returning to the starting point.


Cycling routes nearby:

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