4.4
(23)
338
runners
40
runs
Jogging routes Certaldo offer access to the quintessential Tuscan countryside, characterized by rolling clay hills, expansive vineyards, and olive groves. The region features distinctive rows of cypress trees and unique eroded hills known as "calanchi." This varied terrain provides a dynamic backdrop for running, with paths that often offer views of distant medieval towers.
Last updated: May 11, 2026
46
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.5
(2)
18
runners
9.43km
01:06
290m
290m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
14
runners
14.1km
01:30
170m
170m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
15
runners
9.68km
01:02
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.5
(2)
10
runners
9.37km
01:05
290m
290m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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I pass by there often, good for a coffee. The road to get there is a bit busy, at least coming from Poggibonsi
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Certaldo Alto is always worth a visit, with views as far as San Gimignano
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The Church of San Donato di Lucardo, dating back to the 10th century, is located near the medieval village of the same name and located near the road that leads from Montespertoli to Certaldo
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Just outside Certaldo, along the road that heads towards Castelfiorentino and Empoli, the Canonica hill park includes a green area equipped with picnic tables, barbecues and games for children, trekking paths for hiking enthusiasts and a real life. Along these paths bordered by rows of cypresses on the Certaldo hills, it really feels like walking in a postcard landscape. In the background, the tall medieval towers of San Gimignano, the bell towers of small churches surrounded by greenery and more countryside as far as the eye can see. From the Park you can easily reach the medieval village of Certaldo Alto where you can relax and enjoy a splendid sunset at the end of the walk. Not far away, the River Park, along the banks of the River Elsa, crosses the undergrowth of Gambassi Terme until it reaches Castelfiorentino.
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A very nice park with seating and barbecue facilities, nice paths and descents. A section is reserved for archers
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170m down-hill 50m flat for preparation on burning legs. 130m steep up-hill 340m continues running (recover while running) on less steep up-hill. 430m speed-up on easy down-hill and finish hard.
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It is very worth seeing to use the somewhat steep but entertaining way to the top.
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It's an entertaining walk up to the old town. The path is also suitable for children. You can comfortably descend at the other end of the old town. Alternatively, you can take the lift.
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Certaldo offers a diverse network of over 35 running routes, catering to various fitness levels. These trails wind through the iconic Tuscan countryside, providing a beautiful backdrop for your run.
You'll experience the quintessential Tuscan landscape, characterized by rolling clay hills, expansive vineyards, and olive groves. Many paths are bordered by distinctive cypress trees, and you'll often catch glimpses of distant medieval towers, including those of San Gimignano. Unique eroded hills known as 'calanchi' also add to the distinctive scenery.
While specific 'easy' routes are limited, many of the moderate trails can be enjoyed by families looking for a pleasant outdoor experience. The terrain often features gentle rolling hills rather than steep climbs, making them accessible. Consider routes that pass through parks like Canonica Park for green areas and picnic spots.
Generally, dogs are welcome on many of the outdoor trails in the Tuscan countryside, provided they are kept under control, especially when passing through agricultural areas or near livestock. Always ensure you clean up after your pet and respect local regulations.
Yes, many of the running routes around Certaldo are designed as loops, allowing you to start and finish in the same location. Popular examples include the View of San Gimignano – Cypress Path in Parco Canonica loop from Certaldo and the Agricamping Poggio ai Pini loop from Certaldo.
You can explore various natural and historical sights. The Cypress Path in Parco Canonica offers stunning views of Certaldo Alto. Other highlights include the Pozzo Sfondato and the Agliena River Waterfalls and Path. The region also features unique 'calanchi' eroded hills and the picturesque River Elsa.
The running routes in Certaldo are highly rated by the komoot community, with an average score of 4.4 stars from over 20 reviews. Runners frequently praise the stunning Tuscan landscapes, the well-maintained paths, and the opportunity to immerse themselves in nature while enjoying views of medieval towns and vineyards.
Yes, while many routes are moderate, Certaldo also offers several more challenging trails. There are 9 routes classified as difficult, featuring greater elevation changes and longer distances, perfect for those seeking a more intense workout amidst the beautiful scenery.
Certaldo offers a beautiful running experience year-round, with the landscape changing with the seasons. Spring and autumn provide pleasant temperatures and vibrant colors from blooming wildflowers or changing foliage. Summer mornings and evenings are ideal to avoid the midday heat, while winter offers crisp air and serene, quieter trails.
Absolutely! The View of San Gimignano – Cypress Path in Parco Canonica loop from Certaldo is specifically designed to offer panoramic views of the iconic medieval towers of San Gimignano, making for a truly memorable run.
While many routes are longer, you can often adapt sections of trails for shorter distances. For example, the Running loop from Fiano is just under 10 km, and other routes can be shortened by turning back early. Look for paths within parks like Canonica Park for more contained, shorter loops.
Certaldo and its surroundings are well-suited for various outdoor activities. For more details on walking and cycling paths, you can visit the official Certaldo tourism website: Hiking in Certaldo and Walks around Certaldo.


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