4.4
(11757)
54,686
hikers
42
hikes
Dog friendly hiking trails in Siena traverse a landscape characterized by rolling hills, expansive vineyards, and ancient olive groves. The region features diverse terrain, including the distinctive clay hills of the Crete Senesi and river ecosystems along the Val d'Elsa. Many routes incorporate cypress-lined paths and pass through historic cityscapes and medieval villages.
Last updated: May 31, 2026
4.6
(13)
43
hikers
13.1km
03:54
400m
400m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
4.6
(9)
24
hikers
4.98km
01:25
110m
110m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5.0
(5)
19
hikers
8.62km
02:30
230m
230m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.7
(3)
15
hikers
4.50km
01:24
180m
180m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.5
(6)
8
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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in the silence of the hermitage one seems to still hear the prayers of the Benedictine monks and returns to the fourteenth century
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Details: IT https://www.agostinianelecceto.it/ or https://www.toskana-album.de/home/von-a-bis-z/lecceto/ "The hermitage, allegedly founded by Saint Augustine, has 2 cloisters, ..." one of which can be visited freely, as can the beautiful, quiet monastery church. A wonderfully peaceful place off the beaten tourist track.
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Beautiful Romanesque hermitage, you can look into the courtyard but the church is closed -> see Tomas' note above!
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Beautiful secluded property with a great villa. Unfortunately you can't get into the garden.
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The Granduca Tunnel, a hydraulic work from the 1700s near Monteriggioni is a 2.1 km long tunnel built to drain an unhealthy lake. The entrance is marked by a commemorative pyramid.
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The church of San Leonardo al Lago, near Siena, was originally a 12th-century Augustinian hermitage, fortified in the 14th century. The apse features 14th century frescoes by Lippo Vanni and the refectory preserves remains of a 1445 fresco by Giovanni di Paolo del Grazia.
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The Monastery of the Holy Savior in Lecceto in Tuscany, founded in 1256, was the main house of the order of the Hermits of Sant'Agostino, dedicated to San Salvatore.
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Always open, wonderful view of the Val d'Orcia
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Siena offers a fantastic selection of dog-friendly hiking trails, with over 45 routes suitable for you and your canine companion. These trails range from easy strolls to more challenging treks, ensuring there's something for every fitness level.
Yes, Siena has several easy dog-friendly routes perfect for a relaxed walk. For instance, the Sovicille Village Center loop from La Cetina is an easy 5 km route, ideal for a shorter outing. Another gentle option is the Pernina Cemetery – Romitorio di Cetinale loop from Ancaiano, which is just over 4 km.
You and your dog can explore a diverse range of landscapes. Many trails wind through Siena's iconic rolling hills, expansive vineyards, and ancient olive groves. You'll also find routes that traverse the unique clay hills of the Crete Senesi, or follow river ecosystems and oak woodlands in areas like the River Park of the high Val D'Elsa.
Absolutely! Many of the dog-friendly trails in Siena are circular, allowing you to start and end at the same point without retracing your steps. Examples include the moderate Villa Cetinale – Romitorio di Cetinale loop from Sovicille and the Pernina Cemetery – Romitorio di Cetinale loop from Poggio ai Legni.
The komoot community highly rates the dog-friendly trails in Siena, with an average score of 4.4 stars from over 10,000 ratings. Hikers often praise the beautiful Tuscan scenery, the well-maintained paths, and the opportunity to explore historic sites with their dogs.
Yes, several trails offer unique natural features and historical landmarks. You might encounter highlights like the Diborrato Waterfall or the striking The White Whale (Bagni San Filippo). Some routes also pass through areas like the Belverde Archaeological and Nature Park, offering a blend of nature and history.
Yes, for those seeking a more strenuous adventure, Siena offers 6 difficult dog-friendly routes. These trails typically feature significant elevation gains and longer distances, such as the ascent to Monte Amiata mentioned in regional research, providing a rewarding challenge for you and your well-conditioned dog.
Spring (April-May) and Autumn (September-October) are generally considered the best times for dog-friendly hiking in Siena. The weather is pleasantly mild, and the landscapes are particularly beautiful, with blooming wildflowers in spring and vibrant colors in autumn. Summer can be very hot, making early morning or late afternoon hikes preferable.
Many trails in the Siena region incorporate historical elements. You can find routes that follow sections of the ancient Via Francigena pilgrimage path, or pass through charming medieval villages like San Gimignano and Pienza. The The Pyramid of Pian del Lago – Hermitage of San Leonardo al Lago loop from Tognazza is an example of a route that combines natural beauty with historical points of interest.
For more detailed information about the nature reserves and parks in the Valdichiana Senese area, which is part of the wider Siena region, you can visit the official Tuscany tourism website: visittuscany.com. This can help you plan your dog-friendly adventures in protected natural environments.


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