6
runners
00:41
5.54km
180m
Running
Jogging the Pienza - Way of Assisi Loop offers a moderate 3.4-mile route through the scenic Val d'Orcia, with 591 feet of gain.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
494 m
Highlight • Settlement
Translated by Google •
Tip by
2.04 km
Highlight • Viewpoint
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Tip by
2.42 km
Highlight • Trail
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Tip by
5.54 km
End point
Parking
Way Types & Surfaces
Way Types
3.09 km
1.66 km
778 m
Surfaces
1.95 km
1.34 km
1.27 km
489 m
394 m
< 100 m
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Elevation
Highest point (490 m)
Lowest point (310 m)
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Weather
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Monday 18 May
20°C
7°C
52 %
Additional weather tips
Max wind speed: 16.0 km/h
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This route was planned by komoot.
The route around Pienza features varied terrain. You can expect a mix of paved surfaces and unpaved gravel roads, known locally as 'strade bianche'. While generally suitable for jogging, some sections might require good fitness and sure-footedness, especially on the gravel parts.
Rated as 'moderate' with an elevation gain of about 180 meters over 5.5 kilometers, this loop is suitable for joggers with a reasonable level of fitness. Beginners might find some of the uphill sections challenging but manageable with breaks.
This loop offers stunning views of the Val d'Orcia, a UNESCO World Heritage site. You'll pass through picturesque rolling hills, cypress trees, vineyards, and olive groves. Key sights include the charming town of Pienza itself, the iconic Gladiator Road, Val d'Orcia, and the beautiful Cypress Lined Paths of Val d'Orcia.
Spring (April-May) and Autumn (September-October) are ideal. The weather is milder, and the landscape is particularly vibrant with wildflowers in spring or rich autumnal colors. Summer can be very hot, making early morning or late afternoon jogs preferable, while winter can bring colder temperatures and potentially muddy conditions on unpaved sections.
Yes, dogs are generally welcome on trails in the Val d'Orcia region. However, it's always best to keep your dog on a leash, especially when passing through agricultural areas, near livestock, or in populated sections of Pienza. Remember to bring water for your pet.
No, there are no specific permits or entrance fees required to jog this loop. The trails are publicly accessible, allowing you to enjoy the natural beauty of the Val d'Orcia freely.
The Komoot tour for this loop typically starts and ends in Pienza. Parking is available in and around the town, often in designated parking lots just outside the historic center. Arriving earlier in the day, especially during peak season, can help secure a spot.
Yes, this route utilizes sections of several other paths. You'll find yourself on parts of the Cammino d'Assisi, Bagno Vignoni - Pienza, Sentiero della Via Barlettaia, and Strada di Terrapille, among others, as you complete the loop.
Given the varied terrain and moderate difficulty, we recommend wearing appropriate jogging shoes suitable for both paved and gravel surfaces. Bring water, especially on warmer days, and consider a hat and sunscreen. A small backpack for essentials like snacks, a phone, and a light jacket (depending on the season) is also advisable.
The loop starts and ends in Pienza, where you'll find numerous cafes, restaurants, and shops to refuel and relax before or after your jog. There are no specific facilities directly on the trail itself, so plan accordingly.
The Val d'Orcia, where this loop is located, is a UNESCO World Heritage site renowned for its iconic Tuscan landscape. Jogging here offers a unique blend of sport, nature, and culture, allowing you to experience the region's beauty, from its cypress-lined paths to its medieval villages, in an active way. It's a landscape that has inspired artists and even served as a backdrop for films like 'Gladiator'.