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Conquer epic climbs and soak up historic charm in Cortona.


Cycling routes from Cortona

Cortona is a stunning town located in the Tuscany region of Italy. With its hilltop location and panoramic views, Cortona offers a remarkable setting for road and gravel cyclists. The surrounding countryside features challenging climbs, winding roads, and idyllic landscapes straight out of a postcard. Famous climbs like Monte Sant'Egidio and Monte San Michele are within reach for those seeking an extra challenge. Cortona itself is abundant in history and cultural heritage, with its ancient walls, Etruscan ruins, and charming streets. If you're looking for a remarkable cycling destination with awe-inspiring scenery, Cortona should be on your list.

Embark on a scenic road cycling route from Cortona to the historic towns of Arezzo and Castiglion Fiorentino

road
109 km
1490 m
Tough

This road cycling route takes you through the scenic Tuscan countryside, passing through the towns of Arezzo and Castiglion Fiorentino. With a total distance of 109km and an ascent of 1490m, this route provides a challenging ride for well-trained amateurs. Along the way, you'll be treated to breathtaking views of the rolling hills and vineyards. The highlights of this route include Badicorte, Poggio Scopicci, Ponticino, Arezzo, Belvedere Rossano Naldi, Castiglion Fiorentino, and Camucia.


Experience the beauty of Cortona in a short ride

road
38 km
351 m
Chill

Enjoy a leisurely 38-km road cycling route that showcases the beauty of Cortona. With 351 meters of ascent, this short and sweet journey allows you to experience the breathtaking landscapes surrounding the town. Pedal through picturesque villages, rolling hills, and vineyards, and uncover the charm of Cortona at a relaxed pace.


Explore the charming towns of Montepulciano and Trequanda on this road cycling route from Cortona

road
98 km
1256 m
Tough

This road cycling route takes you through idyllic Tuscan countryside, passing through picturesque towns such as Montepulciano and Trequanda. With a total distance of 98km and an ascent of 1256m, this route provides a moderately challenging ride, suitable for well-trained amateurs. Along the way, you'll have the opportunity to soak in the beauty of the Italian countryside, with vineyards and olive groves stretching as far as the eye can see. The highlights of this route include Camucia, Valiano, Poggio San Pietro, Trequanda, Poggio del Castagnolo, Foiano della Chiana, and Fratta-Santa Caterina.


Conquer challenging gravel climbs near Cortona

gravel
99 km
2867 m
Tough

Prepare for breathtaking scenery and exhilarating gravel climbs on this 99-km route near Cortona. With a total ascent of 2867 meters, you'll be rewarded with stunning views at every turn. Explore rugged mountain peaks, remote villages, and ancient ruins as you tackle this epic cycling adventure.


Explore the charming village of Montecchio along this scenic gravel route.

gravel
56 km
523 m
Tough

Embark on a picturesque gravel adventure starting near Cortona, Toscana. This 56km route offers stunning views and takes you through several charming towns.


Embark on an unforgettable road cycling journey near Cortona

road
98 km
1071 m
Chill

Uncover the hidden gems of Tuscany on this 98-km road cycling route around Cortona. With 1071 meters of ascent and a mix of scenic landscapes, charming towns, and historic sites, this route promises an enriching experience. Immerse yourself in the tranquil countryside of Tuscany and explore the rich cultural heritage of the region.


A thrilling gravel adventure near Cortona

gravel
63 km
2029 m
Tough

Experience the exhilaration of gravel cycling in the beautiful countryside surrounding Cortona. This route takes you on a 63-km ride with 2029 meters of ascent, showcasing some of the most picturesque landscapes in Tuscany. Get ready to explore ancient fortresses, majestic mountains, and charming villages along the way.


Embark on a challenging road route through the iconic Chianti region.

road
103 km
1497 m
Savage

Prepare for an exhilarating road cycling adventure near Cortona, Toscana. This 103km route will challenge your climbing abilities and reward you with stunning views of the famous Chianti vineyards.


Embark on a gravel journey and explore the charming village of Valiano.

gravel
64 km
423 m
Chill

Embark on a gravel adventure near Cortona, Toscana, and make the stunning village of Valiano your focus point. This 64km route takes you through scenic countryside and offers breathtaking views.


Embark on a thrilling gravel climb and enjoy breathtaking mountain views.

gravel
31 km
925 m
Tough

Discover the beauty of the Tuscan mountains near Cortona, Toscana through this challenging 31km gravel route. Get ready for steep climbs and jaw-dropping panoramic vistas along the way.


Cycling routes nearby:

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Terontola

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Castiglion Fiorentino

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Tuoro sul Trasimeno

Embark on a cycling journey along the shores of Lake Trasimeno in Tuoro sul Trasimeno.

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Foiano della Chiana

Authentic Tuscan cycling through tranquil countryside.

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Passignano sul Trasimeno

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Marciano della Chiana

Authentic Tuscan cycling through quiet rural landscapes.

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Bettolle

Cycling Paradise in Toscana

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Castiglione del Lago

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Montepulciano Stazione

A charming locality in Toscana region with beautiful landscapes and nearby possibilities for famous climbs.

Nearby regions:

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