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Arezzo

Cortona

The best running trails around Cortona

3.9

(23)

484

runners

81

runs

Jogging around Cortona offers routes through a landscape characterized by its elevated position on Monte Sant'Egidio, providing views of the Val di Chiana. The terrain includes challenging ascents to the town's higher parts and paths through terraced olive groves and vineyards. Runners can experience both historic town settings and the surrounding Tuscan countryside, with cypress-lined roads and open fields. The region features varied elevation changes suitable for different running preferences.

Best jogging routes around Cortona

  • The most popular jogging route is Running loop from Parcheggio operatori, a 6.9 miles (11.0 km) trail that takes 1 hour 11 minutes to complete. This route offers views of the surrounding Tuscan countryside.
  • Another top favourite among local runners is Running loop from Camucia-Cortona, a moderate 4.7 miles (7.5 km) path. This route winds through the lower areas near the town, offering a mix of open fields and local roads.
  • Local runners also love the Running loop from Monsigliolo, a 3.9 miles (6.2 km) trail leading through rural landscapes and olive groves, often completed in about 39 minutes.
  • Jogging around Cortona is defined by hilltop ascents, historic walls, and rural paths through olive groves and vineyards. The network offers options for different ability levels, from easy runs to more challenging routes with significant elevation gain.
  • The routes in Cortona are highly rated by the komoot community with an average score of 3.7 stars from over 20 reviews. More than 450 runners have used komoot to explore Cortona's varied terrain.

Last updated: June 24, 2026

4.0

(1)

49

runners

#1.

Historic center of Cortona – Basilica of St. Margaret loop from Cortona

8.57km

00:57

200m

200m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

4.0

(1)

8

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

4.0

(1)

7

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Cortona

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Tips from the Community

Carlo Cipiciani
June 22, 2026, Cortona

It is truly difficult to describe the joy that the ascent to Cortona offers, for the splendid landscapes, the rideable ascent, the many cyclists you meet, the Etruscan walls and the medieval palaces. The only advice to give is to come and enjoy it.

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The Basilica of Santa Margherita is located in the highest part of Cortona and is dedicated to the city's patron saint. Built between the 13th and 14th centuries, it houses the relics of Saint Margherita and is an important place of worship, as well as a significant example of Tuscan Gothic architecture. From the basilica and the nearby lookouts, you can enjoy a splendid view of Cortona and the Val di Chiana.

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Darren Crisp
April 6, 2025, Cortona

Definitely worth the trip!

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In the city centre at Piazza Luca Signorelli, you will find the Museo dellÁccademia Etrusca (Museum of Etruscan Artifacts) with items from 5th century B.C.

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The Rourda tour is worth doing. Not very challenging The pine forest route is a must-see.

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Tours to do for the beauty of the places

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To get there there is a nice climb but it is worth it

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A must-do tour

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Frequently Asked Questions

What kind of terrain can I expect on running routes around Cortona?

Jogging routes around Cortona offer a diverse terrain. You'll find challenging ascents to the town's higher parts, paths winding through terraced olive groves and vineyards, and historic town settings with narrow, winding medieval streets. The region's elevated position on Monte Sant'Egidio provides stunning views of the Val di Chiana, with cypress-lined roads and open fields.

Are there running routes suitable for beginners or those looking for an easier run?

Yes, Cortona offers a variety of routes for different ability levels. While many routes involve elevation changes, there are options that are less demanding. For instance, the Running loop from Camucia-Cortona is a moderate 4.7-mile (7.5 km) path that winds through lower areas near the town, offering a mix of open fields and local roads, making it a good choice for a less strenuous run.

Can I find circular running routes in Cortona?

Absolutely. Many of the running routes in Cortona are designed as loops, allowing you to start and finish in the same location. Examples include the popular Running loop from Parcheggio operatori, a 6.9-mile (11.0 km) trail, and the Running loop from Monsigliolo, which is 3.9 miles (6.2 km) through rural landscapes.

What are some scenic viewpoints or natural features I can see while running near Cortona?

Cortona's elevated position provides numerous scenic viewpoints. Running along the ancient Etruscan walls offers stunning views of the surrounding valleys and vineyards. The path to the Medici Fortress provides a challenging climb and rewards runners with breathtaking 360-degree views of Lake Trasimeno and the surrounding hills. You can also find natural monuments like the Monte Acuto Summit Cross, offering high summit views, or the tranquil Lago di Montepulciano Nature Reserve.

Are there any historical landmarks or attractions along the running routes?

Yes, Cortona is rich in history. Jogging through the town's narrow, winding medieval streets and along its ancient Etruscan walls offers an immersive historical experience. The Passo Sant'Egidio and Roman Road (Strada Basolata) is another historical point of interest you might encounter. The Medici Fortress at the pinnacle of Cortona is a significant landmark, offering both a workout and historical exploration.

Are there any running routes that are particularly long or challenging?

For those seeking a longer and more challenging run, the Lake Trasimeno Cycle Path – North Shore of Lake Trasimeno loop from Terontola is a difficult 20.4-mile (32.9 km) route. This trail offers significant distance and elevation changes, providing a substantial workout with beautiful lakeside scenery.

What do other runners say about the jogging routes in Cortona?

The running routes in Cortona are highly rated by the komoot community, with an average score of 3.7 stars from over 20 reviews. Runners often praise the varied terrain, from hilltop ascents to rural paths through olive groves, and the stunning views of the Tuscan countryside.

Are there options for running near water, like a lake?

Yes, Lake Trasimeno is located about 20 km from Cortona and offers excellent opportunities for lakeside runs. The Lake Trasimeno Cycle Path – North Shore of Lake Trasimeno loop from Terontola is a prime example, allowing you to enjoy extensive views of the lake while running.

What is the best time of year to go running in Cortona?

Cortona's climate makes it enjoyable for running for much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery with blooming wildflowers or changing foliage. Summer can be warm, but early mornings or late evenings are ideal, and some routes might offer more shade through wooded areas or olive groves. Winter runs are also possible, though temperatures will be cooler.

Are there any organized running events in Cortona?

Cortona does host organized running events, such as the 'Trail città di Cortona,' which includes trail runs of various distances (e.g., 14km, 15km, 24km) and eco-walks. There are also 'Young Urban Trail' events designed for younger participants within the historic center, showcasing a local appreciation for running.

Where can I find a moderate running route that starts from an agriturismo?

You can explore the Running loop from Agriturismo Via della Stella. This is a moderate 4.0-mile (6.4 km) route that offers a pleasant run through the countryside, starting directly from an agriturismo setting.

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