Challenging Road Cycling Loop to Cortona

A road cycling route starting from Montepulciano

Plan your own route
in Montepulciano Plan your own route in Montepulciano

Embark on a challenging road cycling adventure to Cortona.

Map

This demanding road cycling loop takes you through challenging climbs, picturesque towns, and breathtaking landscapes. Covering a distance of 92 kilometers and with a significant ascent, this route is recommended for experienced cyclists. Enjoy panoramic views, test your endurance, and discover the beauty of the Tuscan countryside.

road

92 km

1061 m

Tough

Route profile

Highlights on the route

0 km

Start: Montepulciano City center

Montepulciano: A famous town with challenging climbs and rolling hills.

Montepulciano is a famous locality located in the Toscana region of Italy. From a cyclist's perspective, this town offers a mix of challenging climbs and rolling hills, making it suitable for experienced riders. The nearby climb up to Montepulciano provides breathtaking views of the surrounding vineyards and scenery. The roads in this area are generally well-maintained, making it suitable for road cycling. Montepulciano also offers bike rentals and guided cycling tours for visitors. Overall, this locality is a fantastic destination for cyclists looking for challenging climbs and stunning landscapes.

7 km

I Poggi418 mPeak

I Poggi, located 7 kilometers into the route, offers idyllic views over the Tuscan countryside. Take a moment to appreciate the scenic beauty.

11 km

Torrita di SienaVillage

Torrita di Siena, at the 11-kilometer mark, is a charming medieval village known for its historic buildings and panoramic viewpoints.

25 km

Foiano della ChianaVillage

Foiano della Chiana, approximately 25 kilometers into the route, is a town rich in history. Explore its old town center and learn about its past.

40 km

Castiglion FiorentinoTown

Castiglion Fiorentino is a hilltop town boasting stunning views of the Val di Chiana. Pass by and admire the picturesque setting.

42 km

Belvedere Rossano NaldiViewpoint

Belvedere Rossano Naldi, at the 42-kilometer mark, offers spectacular panoramic views over the surrounding landscapes. Pause and take in the scenery.

54 km

CortonaTown

Cortona, positioned at the 54-kilometer mark, is a captivating hilltop town known for its Renaissance architecture and artistic heritage. Explore its narrow streets, art galleries, and historic sites.

72 km

PetrignanoHamlet

Petrignano, approximately 72 kilometers into the route, is a small village surrounded by rolling hills and farmland. Experience the tranquility of rural Tuscany.