4.5
(342)
12,748
riders
12
rides
No traffic road cycling routes around Cortona navigate a landscape characterized by rolling Tuscan hills, expansive plains, and elevated terrain. The region features vineyards, olive groves, and views of Lake Trasimeno and Montepulciano. Road cycling routes often involve climbs and descents, with Cortona itself situated at approximately 500 meters above the Val di Chiana valley.
Last updated: May 19, 2026
5.0
(6)
121
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
54
riders
42.6km
02:49
760m
760m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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4.5
(4)
43
riders
33.6km
01:44
530m
530m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
18
riders
35.7km
01:41
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
14
riders
14.4km
00:50
330m
330m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Dominated by the imposing Torre del Cassero, this medieval village offers one of the most spectacular views of the Valdichiana and the Val di Chio below. A stop in the Piazza del Municipio allows you to admire the elegant Vasari Loggias, a true natural terrace that frames the Tuscan landscape in a timeless atmosphere.
2
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Not a tour I'd recommend. 15 km through a busy industrial area. There are much better tours in the region.
0
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Worth visiting is the historic centre up to the Cassero
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Magic nightride! Thnx for sharing this route. I started this ride anti clockwise 20.30hr in late June. Next to the great views over the lake at sunset it started to get dark when passing Liciano Niccone (So bring some good light with you) From there the last climb trough the forrest was pure magical. At both sides of the road the forest was full of fireflies. Quit some stunning experience!
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Water point with fountain before the bridge
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perched on a small promontory
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If you drive past Lucignano and don't visit it, you only have yourself to blame. A beautiful little town perched on a hill, with a picturesque old town and a beautiful church in the center.
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A charming village that rises above the Val di Chiana
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There are 11 dedicated no-traffic road cycling routes around Cortona featured in this guide. These routes offer a range of experiences, from moderate to difficult, allowing you to explore the beautiful Tuscan landscape without the distraction of heavy vehicle traffic.
The routes around Cortona offer a diverse and picturesque landscape. You'll encounter the iconic rolling Tuscan hills, often adorned with vineyards and olive groves, as well as flatter stretches in the expansive Valdichiana plain. Given Cortona's elevated position, many routes involve climbs and descents, providing both a good workout and stunning panoramic views, particularly of Lake Trasimeno and Montepulciano.
Yes, while many routes are moderate to difficult, there is 1 easy route available in this guide. These routes are designed to be less challenging, allowing beginners to enjoy the scenic beauty of Cortona's countryside at a comfortable pace. Look for routes with lower elevation gains for a more relaxed ride.
Many routes offer breathtaking views and pass by significant landmarks. You can expect panoramic vistas of the Valdichiana, Lake Trasimeno, and Montepulciano. Specific points of interest include the ancient Etruscan Walls of Cortona, the commanding Fortezza del Girifalco, and the serene Franciscan Hermitage 'Le Celle'. You might also encounter other historic structures like the Triangular Tower, Passignano sul Trasimeno or the Montecchio Vesponi Castle.
The komoot community highly rates road cycling in Cortona, with an average score of 4.85 stars. Reviewers frequently praise the quiet country roads, the stunning panoramic views of the Tuscan landscape and Lake Trasimeno, and the blend of challenging climbs with rewarding descents. The opportunity to explore historic towns and natural beauty away from traffic is a consistent highlight.
Yes, many of the no-traffic road cycling routes around Cortona are designed as loops, allowing you to start and end your ride in the same location. For example, the Beautiful village of San Feliciano – San Feliciano Pier loop from Passignano sul Trasimeno offers a scenic circular journey. These circular routes are ideal for exploring the region's diverse landscapes and returning conveniently to your starting point.
Cortona offers excellent cycling conditions for much of the year. Spring (April-May) and Autumn (September-October) are particularly popular, with pleasant temperatures, vibrant landscapes, and generally stable weather. Summers can be warm, but early morning rides are still enjoyable. The region's diverse terrain means you can find suitable routes even during shoulder seasons.
Absolutely. For experienced cyclists seeking a challenge, there are 2 difficult routes available in this guide. These routes feature significant elevation gains and longer distances, such as the Camucia - Corona – Cortona loop from Torrita di Siena, which covers over 75 km with more than 900 meters of ascent. They offer a rewarding workout amidst the stunning Tuscan hills.
While specific parking details for each route may vary, Cortona and its surrounding towns generally offer public parking areas. It's advisable to check parking availability in the starting towns of your chosen route, such as Passignano sul Trasimeno or Castiglion Fiorentino, to ensure a convenient start to your no-traffic cycling adventure.
Yes, while the focus is on no-traffic roads, many routes pass through or near charming villages where you can find cafes and local eateries. For e-bike users, there are several charging stations available in the wider area, such as Camping Punta Navaccia - DINAclub e-Bike Charging Station and Camping Listro - DINAclub e-Bike Charging Station, which can be useful for longer rides.
Yes, several routes provide spectacular views of Lake Trasimeno. The region's topography, with its rolling hills, frequently offers panoramic vistas of the shimmering lake. The Beautiful village of San Feliciano – San Feliciano Pier loop from Passignano sul Trasimeno is a prime example, taking you close to the lake's shores and offering expansive views.


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