4.5
(416)
14,359
riders
15
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: July 14, 2026
5.0
(1)
60
riders
47.3km
03:00
780m
780m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
27
riders
80.7km
03:56
1,140m
1,140m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Sign up for free
4.7
(3)
94
riders
95.0km
04:28
1,100m
1,100m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
19
riders
89.9km
04:37
1,560m
1,560m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4.5
(4)
43
riders
36.1km
01:50
560m
560m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Beautiful village located on top of one of the hills between Valdambra and Valdichiana, beautiful climb from both sides
0
0
Worth visiting is the historic centre up to the Cassero
0
0
Water point with fountain before the bridge
0
0
The main street of the town with many restaurants and bars with the beautiful view of the historic amphitheater
0
0
Climb from Palazzo del Pero to Passo della Dogana (towards S. Maria alla Rassinata), about 6 km of climbing with sections at 13%, a piece of about 500-600m is all above 11% with hairpin bends. The road is very quiet because there is little traffic. Views of the Valdichiana from above and of the Val Cerfone. Done on a windy day but the wind could be felt on the plain and then at the top, not on the climb which is more sheltered.
0
0
A charming village that rises above the Val di Chiana
0
0
Pleasant road, in the circumnavigation of Trasimeno, between Puntabella and Tuoro
2
0
Extremely suggestive panoramic point, when passing through the Tuoro area, in the direction of Cortona or towards Castiglione del Lago
2
0
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.


Browse the best Road cycling routes in other regions.