![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/17418667820/camucia-1.webp)
From Cortona to Arezzo and Castiglion Fiorentino
A road cycling route starting from Cortona
Embark on a scenic road cycling route from Cortona to the historic towns of Arezzo and Castiglion Fiorentino
Map
![Map miniature of "From Cortona to Arezzo and Castiglion Fiorentino" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/cortona/road/92694.webp)
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.
road
109 km
1490 m
Tough
Route profile
Highlights on the route
0 km
0 km
Start: Cortona City centerCortona: Conquer epic climbs and soak up historic charm in 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.24 km
24 km
BadicorteVillageVisit Badicorte and admire its beautiful medieval architecture.
42 km
42 km
Poggio Scopicci530 mPeakStop by Poggio Scopicci and enjoy panoramic views of the surrounding countryside.
49 km
49 km
PonticinoVillageCross the picturesque bridge of Ponticino and marvel at its beautiful architecture.
71 km
71 km
ArezzoCityExplore the historic town of Arezzo, known for its art and cultural heritage.
95 km
95 km
Belvedere Rossano NaldiViewpointVisit Belvedere Rossano Naldi and enjoy stunning views of the Tuscan countryside.
95 km
95 km
Castiglion FiorentinoTownDiscover the charming town of Castiglion Fiorentino and its well-preserved medieval walls.
107 km
107 km
CamuciaVillageTake some time to explore Camucia, a laid-back town famous for its picturesque views and delicious gelato.
109 km
109 km
Finish: Cortona City centerCortona: Conquer epic climbs and soak up historic charm in Cortona.
Cycling routes from Cortona:
The Scenic Mountain Gravel Route The Valiano Gravel Experience From Cortona to Montepulciano and Trequanda Road Tales of Cortona Gravelful Cortona Loop The Montecchio Gravel Adventure Mountains and Gravel in Cortona The Chianti Road Challenge A Short and Sweet Cortona Adventure From Cortona to Arezzo and Castiglion Fiorentino
Cycling routes nearby:
![Image of Terontola](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/terontola-5.webp)
![Image of Castiglion Fiorentino](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/castiglion-fiorentino-4.webp)
![Image of Tuoro sul Trasimeno](https://images.tarmacs.app/cycling-routes/covers/italy/umbria/tuoro-sul-trasimeno-5.webp)
![Image of Foiano della Chiana](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/foiano-della-chiana-5.webp)
![Image of Passignano sul Trasimeno](https://images.tarmacs.app/cycling-routes/covers/italy/umbria/passignano-sul-trasimeno-3.webp)
![Image of Marciano della Chiana](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/marciano-della-chiana-5.webp)
![Image of Bettolle](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/bettolle-4.webp)
![Image of Castiglione del Lago](https://images.tarmacs.app/cycling-routes/covers/italy/umbria/castiglione-del-lago-5.webp)
![Image of Montepulciano Stazione](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montepulciano-stazione-4.webp)