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Picturesque cycling in the Tuscan countryside, Italy


Cycling routes from Castelfiorentino

Castelfiorentino is a charming town located in the Toscana region of Italy. The area offers a range of cycling opportunities with its winding roads and rolling hills. Cyclists can explore the picturesque Tuscan countryside and pass through olive groves, vineyards, and historic villages. The nearby town of San Gimignano with its medieval towers is a must-visit for tourists. Castelfiorentino's stunning landscapes and cultural attractions make it an excellent choice for cyclists interested in combining sport and tourism.

Experience the thrill of road cycling through beautiful surroundings

road
110 km
1195 m
Tough

This round-trip road cycling route starting near Castelfiorentino covers a distance of 110 kilometers, with an ascent of 1195 meters. It offers a challenging but rewarding experience for well-trained amateurs. Along the way, you'll encounter highlights such as Corazzano, known for its historical significance and picturesque charm. The Campanile di San Pietro provides a stunning architectural highlight. As you continue on the route, you'll pass Ponte a Egola, which offers scenic views of the river. Montevettolini is another highlight, boasting a beautiful hilltop village. Bacchereto offers a glimpse into the region's winemaking culture, while Montelupo Fiorentino showcases its vibrant pottery industry. Overall, this route promises a paradise for road cycling enthusiasts with its challenging terrain and captivating highlights.


Embark on a gravel adventure through scenic landscapes

gravel
62 km
1365 m
Tough

With a distance of 62 kilometers and an ascent of 1365 meters, this round-trip gravel cycling route near Castelfiorentino offers a challenging yet exhilarating ride. Gambassi Terme welcomes you with its natural beauty and age-old thermal baths. Poggio all'Aglione offers stunning panoramic views of the countryside, while Ghizzano reveals quaint vineyards and olive groves. The route also takes you through Corazzano, a picturesque village perfect for a peaceful stop. Castelnuovo d'Elsa impresses with its medieval architecture and captivating heritage. Overall, this route is ideal for gravel enthusiasts looking to explore the scenic landscapes and hidden gems of the region.


Immerse yourself in history on this road cycling route

road
67 km
1191 m
Tough

Explore the historical attractions near Castelfiorentino on this 67-kilometer round-trip road cycling route. With an ascent of 1191 meters, this route offers a moderate challenge for cycling enthusiasts while taking you through various highlights. Castello Sonnino stands out as a majestic castle steeped in history. Calcinaia offers picturesque views of the surrounding countryside. The Tabernacolo dei Giustiziati provides a rich cultural experience with its historical significance. Marcialla delights with its charming streets and medieval roots. Overall, this route is perfect for history buffs looking to discover the region's cultural heritage while enjoying a rewarding cycling experience.


Discover the charm of rural Tuscany as you ride along scenic road routes.

road
61 km
281 m
Chill

Savor the beauty of the Tuscan countryside on this road cycling route that winds through scenic roads and picturesque villages. This route is suitable for riders of all levels thanks to its moderate climbs and mostly flat sections. Take in the idyllic landscape as you pass through Corazzano, a small village known for its beautiful castle. Marvel at the architectural magnificence of Ponte a Egola, a picturesque town famed for its distinctive bridge over the Arno River. Along the way, make a stop in Cambiano to enjoy the charm of this historic place.


Embark on a scenic gravel ride to discover the lesser-known treasures of Tuscany.

gravel
44 km
676 m
Tough

Uncover the hidden gems of Tuscany as you cycle through picturesque landscapes and charming villages. This relatively shorter route offers a mix of rolling terrain and moderate climbs, perfect for riders looking for a slightly less challenging adventure. Highlights include the quaint village of Cambiano, with its historic churches and traditional architecture, and the enchanting town of Montelupo Fiorentino, famous for its ceramics and art. Enjoy the peaceful tranquility of the countryside as you pedal through Lungagnana, a picturesque village nestled among olive groves and vineyards.


Explore the picturesque countryside of Tuscany on this challenging gravel route.

gravel
105 km
1137 m
Tough

Experience the rugged beauty of Tuscany as you pedal through stunning landscapes and charming villages. This route offers a diverse mix of terrain, from rolling hills to challenging climbs, making it the perfect choice for gravel adventurers. With highlights including the medieval village of Castelnuovo d'Elsa and the hilltop town of Montopoli in Val d'Arno, there is plenty to see and discover on this memorable cycling journey.


Explore the countryside along gravel trails

gravel
40 km
783 m
Tough

This round-trip cycling route near Castelfiorentino takes you through picturesque gravel paths in the Tuscan countryside. With a total distance of 40 kilometers and an ascent of 783 meters, it offers a moderate challenge for cycling enthusiasts. The route passes through highlights such as Castelfiorentino, known for its rich history and charming streets. As you cycle, you'll also get to experience the scenic beauty of Varna and the tranquility of Filicaja. Poggio al Terraio is another highlight along the way, offering stunning views of the surrounding landscape. Overall, this route provides a unique and delightful gravel adventure for cyclists.


Experience the joy of gravel cycling amidst breathtaking landscapes and charming villages.

gravel
75 km
1329 m
Savage

Unleash your adventurous spirit on this gravel cycling route that will take you through the stunning beauty of Tuscany. With its challenging climbs and scenic views, this route is perfect for riders seeking an epic gravel adventure. Discover the historic village of Cambiano and admire its timeless beauty, evidenced in its elegant churches and traditional Tuscan houses. Ascend to Colle Malmantile and be rewarded with breathtaking panoramic views of the surrounding countryside. Pedal through Malmantile and take in the picturesque landscapes and charming rural atmosphere. As you cycle through La Poggiona, La Romola, and Lungagnana, immerse yourself in the captivating beauty of these hidden gems.


Journey through Tuscany's picturesque landscapes and medieval towns on this road cycling adventure.

road
65 km
878 m
Tough

Embark on a memorable road cycling adventure through the enchanting landscapes and rich history of Tuscany. This route offers a combination of rolling hills and moderate climbs, providing a perfect balance of challenge and enjoyment. Visit the charming village of Montaione and immerse yourself in its medieval allure. Explore Poggio al Terraio and discover its historic streets lined with traditional Tuscan buildings. Make a stop in Ghizzano, a hidden gem surrounded by vineyards and olive groves, and marvel at its timeless beauty. As you pedal through Corazzano, Castelnuovo d'Elsa, and Montefoscoli, take in the remarkable architecture and glimpse into the region's fascinating past.


Venture into an epic road cycling experience through breathtaking scenery

road
139 km
2367 m
Savage

Prepare yourself for the ultimate road cycling adventure with this 139-kilometer round-trip route starting near Castelfiorentino. With an ascent of 2367 meters, this challenging route provides stunning scenery as you pass through various highlights. San Donato a Livizzano greets you with its historical beauty, while the Castello dell'Acciaiolo stands as a grand testament to the region's rich heritage. Parco del Ventaglio immerses you in nature's beauty, with lush green surroundings and picturesque views. Poggio a Remole offers scenic beauty and a tranquil atmosphere for a peaceful stop. Monte Lepri provides a panoramic view from its peak, rewarding your efforts. Finally, Montefioralle reveals its medieval charm and incredible vistas. This route is a must for those seeking an epic road adventure amidst breathtaking scenery.


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