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Italy
Tuscany
Arezzo

Sestino

The best running trails around Sestino

4.3

(4)

328

runners

60

runs

Jogging routes around Sestino traverse the diverse natural landscapes of the Tuscan Valtiberina region, offering varied terrain for runners. The area is characterized by the Apennine mountains, including the Sasso Simone and Simoncello Regional Natural Park with its impressive limestone massifs like Sasso di Simone. Runners can experience a mix of surfaces, from tarmac to grass and dirt tracks, across a network of trails that connect the Tuscan territory with the Romagna and Marche regions. The landscape also features significant…

Last updated: July 5, 2026

4.0

(2)

47

runners

#1.

Paolo Massi Shelter – Monte dei Frati (1453 m) loop from Badia Tedalda

25.3km

03:56

1,250m

1,250m

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

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Hard

4.0

(1)

24

runners

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

Hard
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5.0

(1)

11

runners

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

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

Hard

10

runners

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

Moderate
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Tips from the Community

Alessandro Tripi
August 24, 2025, Sella dei Sassi

Hi, roughly how far is Sasso Simone from Sella dei Sassi? I mean without climbing up 😅. Thanks!

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The Palazzo dei Principi di Carpegna is a majestic 17th-century residence located in the heart of the town of Carpegna, in the Marche region. The construction of the palace began in 1674 at the behest of Cardinal Gaspare di Carpegna, who wanted a more modern and comfortable residence than the old fortified fortress.

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The interiors are spread over four levels with numerous rooms including the Throne Room and the reception rooms furnished with original period furniture, the library with ancient family documents, the stables, the mews and the kitchens with enormous wood-fired ovens. In August, the stables host the “Mostra dell’Artigianato Artistico del Montefeltro”. Next to the palace you can admire a fountain made from an ancient tomb. (Source: https://www.voloscontato.it/guide-per-viaggiatori/visitare-carpegna-cosa-vedere-e-passeggiate-nel-suggestivo-borgo-di-montagna-del-montefeltro.php#Carpegna-attractions-and-places-of-interest )

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In the center of the town stands the imposing Palazzo dei Principi di Carpegna Falconieri, designed by the Roman architect Giovanni Antonio De' Rossi for Cardinal Gaspare di Carpegna. The palace, begun in 1675 and completed after over twenty years, is inspired by the fortified villas of Florentine origin and the large noble residences of the Roman countryside. It is still inhabited by the descendants of the thousand-year-old family and has remained almost intact after over 300 years, a fire and some strong earthquakes (1781). (Source: https://it.wikipedia.org/wiki/Carpegna#Monumenti_e_luoghi_d'interesse )

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The town extends in length along the southern slopes of the mountain of the same name, at 748 m above sea level, and is a climatic station frequented in summer for its mild and dry climate. ... The name probably derives from the Latin silva carpinea, or "hornbeam forest". The hornbeam, both white and black, is in fact a very common tree in the woods of Carpegna. ( Source: https://it.wikipedia.org/wiki/Carpegna#Monumenti_e_luoghi_d'interesse )

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The Sassi saddle is located at an altitude of 1,150 metres. This is the pass that separates Sasso di Simone and Mount Simoncello, the latter reachable with a detour that starts right from here.

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Nicolò Capra
February 15, 2024, Laghi di Pilato

The photos of the lakes instead are the "Pilato Lakes" under the "Monte Vettore" and the "Cima del Redentore"

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Nicolò Capra
February 15, 2024, Laghi di Pilato

Hi Marco! I'm Nicolò with a c ahahah However, the photos you are referring to are from the profile and have nothing to do with the trek above.. the photos are from the excursion to Gran Sasso in June 2021 ;)

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Frequently Asked Questions

How many running routes are available around Sestino?

Sestino offers a wide selection of running routes, with over 50 trails available for exploration. These routes traverse the diverse natural landscapes of the Tuscan Valtiberina region, providing varied terrain for runners of all levels.

What kind of terrain can I expect on running trails in Sestino?

The running trails in Sestino feature a mix of surfaces, from tarmac to grass and dirt tracks. You'll encounter the vitality of the Apennine mountains, including paths through the Sasso Simone and Simoncello Regional Natural Park, offering varied terrain amidst impressive limestone massifs and extensive woodlands.

Are there any easy running routes suitable for beginners in Sestino?

While many routes in Sestino are rated as moderate or difficult, there are options for those seeking a less strenuous run. For example, the Marche-Tuscany Junction loop from Passo Cantoniera, though rated difficult, is shorter at 5.9 miles (9.5 km) and offers a mix of forest and open landscapes, which might be a good starting point for those looking to build endurance.

Can I find challenging running routes with significant elevation gain in Sestino?

Absolutely. Sestino is nestled in the Apennine mountains, offering routes with significant elevation gain. The Ripa della Luna loop from Badia Tedalda is a challenging 15.7 miles (25.2 km) trail with over 1,200 meters of elevation gain, providing an extensive run through varied natural park terrain. Monte Carpegna, the highest peak in the interregional park, also offers trails with substantial climbs.

What natural landmarks or scenic viewpoints can I discover while jogging in Sestino?

While jogging in Sestino, you can encounter several notable natural landmarks and viewpoints. The region is home to the impressive Sasso Simone, a colossal block of rock offering unforgettable views. You might also reach the Summit of Monte Carpegna for spectacular panoramic vistas, or pass by Croce dei Salti, another excellent viewpoint.

Are there running routes in Sestino that are suitable for families?

Sestino's diverse trail network includes options that can be enjoyed by families. While specific 'family-friendly' routes are not explicitly categorized, trails with less extreme elevation changes and shorter distances, particularly those within areas like the Ranco Spinoso Wildlife Park with its open grasslands and wildlife, could be suitable for a family outing. Always check the route details for distance and elevation to ensure it matches your family's capabilities.

Are dogs allowed on the running trails around Sestino?

Many outdoor trails in natural parks and reserves in Italy, including those around Sestino, generally permit dogs, often requiring them to be on a leash. The Sasso Simone and Simoncello Regional Natural Park, which encompasses many of Sestino's trails, is a protected area, so it's always best to check local regulations or park signage regarding pets to ensure compliance and respect for wildlife.

What do other runners say about the trails in Sestino?

The running routes in Sestino are highly rated by the komoot community, with an average score of 4.5 stars from more than 5 reviews. Runners often praise the varied terrain, the natural beauty of the Apennine mountains, and the extensive network of paths that connect different regions, offering diverse and engaging experiences.

Are there circular running routes available in Sestino?

Yes, many of the running routes around Sestino are circular, allowing you to start and end at the same point. Examples include the popular Ripa della Luna loop from Badia Tedalda and the Emilia-Romagna–Tuscany Border – Sella dei Sassi loop from Miratoio, which leads through the Sassi area.

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

The diverse natural landscapes of Sestino make it suitable for outdoor activities for much of the year. Spring and autumn generally offer pleasant temperatures and vibrant scenery, ideal for running. Summer can be warm, especially at lower elevations, but higher trails in the Apennines provide cooler conditions. Winter running is possible, but some trails might be affected by snow or ice, particularly at higher altitudes like Monte Carpegna.

Are there any historical sites or cultural points of interest near the running routes?

Beyond natural beauty, the Sestino area also boasts historical significance. While running, you might encounter historical sites such as the Pietrarubbia village or the Petrella Guidi Medieval Village. The region's rich history is often intertwined with its landscapes, offering a blend of exercise and cultural exploration.

Where can I find parking near the running trailheads in Sestino?

For many trailheads around Sestino, especially those leading into the Sasso Simone and Simoncello Regional Natural Park, you can typically find designated parking areas. For instance, routes like the Marche-Tuscany Junction loop often start from accessible points like Passo Cantoniera, where parking is usually available. It's advisable to check specific route details for parking information before you go.

How long do the running trails in Sestino typically take to complete?

The duration of running trails in Sestino varies significantly based on distance and difficulty. Shorter, more moderate routes might take around 1 to 2 hours, while longer and more challenging trails, such as the Ripa della Luna loop from Poggio la Piazzola (14.2 km), can take over 2 hours, depending on your pace and fitness level. The longest routes can extend to nearly 4 hours.

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