4.5
(131)
1,336
riders
17
rides
No traffic touring cycling routes around Cortona traverse a diverse landscape of rolling Tuscan hills, the expansive Valdichiana plain, and the shores of Lake Trasimeno. The region is characterized by vineyards, olive groves, and historic hilltop towns, offering varied terrain for cyclists. Elevations range from gentle plains to more challenging ascents into the foothills of the Apennines. This area provides a mix of small-scale hilly, agriculturally shaped cultural landscapes with winding roads.
Last updated: October 31, 2026
4.9
(7)
17
riders
29.9km
02:31
450m
450m
Moderate bike ride. Good fitness required. Mostly paved surfaces.
29
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces.

4.2
(6)
22
riders
42.3km
02:53
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces.
9
riders
37.3km
03:30
870m
870m
Hard bike ride. Very good fitness required. Mostly paved surfaces.
7
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces.
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White roads that never disappoint, very pleasant to cycle on.
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I walked the stretch from Borghetto to Castiglione del Lago (8/9 km) and was a little disappointed that you only see the lake once and... watch out for cyclists coming in the opposite direction.
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Montecchio Vesponi Castle dominates the Val di Chio from a hill over 360 meters above sea level. With its crenellated walls, towers, and an imposing 30-meter-high square tower, it is one of the best-preserved medieval castles in Tuscany and can be recognized from afar throughout the valley. Contested for centuries by Arezzo and Florence for its strategic position on the road to Cortona, it became a Florentine stronghold after the Battle of Campaldino in 1289. In the 14th century, it was also home to the famous mercenary captain John Hawkwood. Today, the castle comes back to life with guided tours, events, and reenactments that evoke the atmosphere of the Middle Ages.
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Here you pedal on a splendid dirt road that caresses the hills. The effort of the climb is always rewarded with breathtaking, seemingly endless views.
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Very touristy and no culinary highlights... but it's worth a photo. Also ideal for gravel bikers! More tips for gravel bike adventures in the area at https://graveldeluxe.com or in my Komoot profile: https://www.komoot.de/user/graveldeluxe
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Also ideal for gravel bikers! More tips for gravel bike adventures in the area at https://graveldeluxe.com or in my Komoot profile https://www.komoot.de/user/graveldeluxe
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Takes a lot of time but finally arrived safe and happy
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The Battle of the Six Thousand took place on 4-5 July 1864 near Tuoro sul Trasimeno, in Umbria. It was a clash between Garibaldi's forces and the papal troops in the fight for Italian unification.
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There are over 10 dedicated no-traffic touring cycling routes around Cortona, offering a variety of experiences for different skill levels. These routes are carefully selected to provide a serene cycling experience away from vehicular traffic.
The terrain around Cortona is quite varied. You'll find routes traversing the characteristic rolling Tuscan hills, expansive vineyards, and olive groves, as well as flatter sections in the wide Valdichiana plain and around Lake Trasimeno. Difficulty ranges from easy, with minimal elevation gain, to difficult routes featuring significant ascents and descents, such as the Chamomile Field – View of Castello di Gualandro loop from Terontola.
Yes, there are several easy routes perfect for beginners or those looking for a relaxed ride. For instance, the Gravel road through the vineyards loop from Le Fosse offers a gentle ride through picturesque vineyards with minimal elevation changes, making it ideal for an easy outing.
Many routes offer stunning views of the rolling Tuscan hills, the Valdichiana plain, and Lake Trasimeno. You can enjoy expansive vistas over Lake Trasimeno from various points, such as the Panorama over Lake Trasimeno highlight. The region also features unique landscapes like the Val d'Orcia to the south, known for its distinct 'lunar landscape' and Crete Senesi region.
Absolutely. Cortona itself is a historic hilltop town with ancient Etruscan walls. Some routes will take you past significant landmarks like the Fortezza del Girifalco and the Franciscan Hermitage 'Le Celle'. The wider region, sometimes called the 'Valley of Castles', also features medieval fortresses such as the Fortress of Pierle, Lisciano Castle, Sorbello Castle, and Reschio Castle, adding a rich historical dimension to your ride.
The area is highly rated by the komoot community, with an average score of 4.68 stars. Reviewers often praise the serene, low-traffic nature of the routes, the breathtaking Tuscan landscapes, and the opportunity to combine physical activity with cultural exploration of historic towns and natural beauty like Lake Trasimeno.
Yes, many of the no-traffic touring routes around Cortona are designed as loops, allowing you to start and end at the same point. Examples include the Castiglione del Lago loop from Terontola, which offers a moderate ride around the lake, and the Caffè Menchetta – Borgo Sanguineto loop from Camucia-Cortona for a more challenging experience.
Yes, many routes pass through or near charming towns and villages where you can find cafes, restaurants, and other amenities. The region is also known for its vineyards, and some tours include stops at local wineries for tastings. For example, the Lakeside Promenade of Passignano sul Trasimeno offers various facilities along Lake Trasimeno.
Spring (April-May) and Autumn (September-October) are generally considered the best seasons for cycling in Cortona. The weather is mild, the landscapes are vibrant, and the tourist crowds are typically smaller than in peak summer. Summer can be quite hot, especially in July and August, though early morning rides are still enjoyable.
Absolutely. Cortona's proximity to Lake Trasimeno means several routes offer stunning lakeside views and even dedicated cycling paths around its perimeter. The Lakeside Cycle Path – Loop around Lake Trasimeno is a prime example, providing a refreshing change of scenery with flatter sections.
For experienced cyclists seeking a challenge, routes with significant elevation gain are available. The Chamomile Field – View of Castello di Gualandro loop from Terontola, for instance, is rated difficult with over 700 meters of elevation gain, offering a robust workout amidst beautiful scenery.


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