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Siena

Montalcino

The best walks and hikes around Montalcino

4.5

(649)

2,762

hikers

67

hikes

Hiking around Montalcino offers exploration of a diverse landscape characterized by rolling hills, extensive vineyards, and ancient olive groves within the Val d'Orcia Natural Park. The region features significant woodlands with chestnut and oak trees, providing shaded paths. Varied topography, from the higher hills of Montalcino to the distant Monte Amiata, ensures trails with different elevation gains.

Best hiking trails around Montalcino

  • The most popular hiking route is Abbazia di Sant'Antimo e Villa a Tolli – loop tour, a 5.1 miles (8.1 km) trail that takes 2 hours 28 minutes to complete. This route leads through olive groves and woods towards the historic Abbey of Sant'Antimo.
  • Another top favourite among local hikers is Montalcino Fortress and Vineyards Loop, a moderate 4.7 miles (7.5 km) path. This circular route offers views of Monte Amiata and the historic town, winding through local vegetation and past the 14th-century Rocca.
  • Local hikers also love the Sant'Angelo in Colle and its countryside – loop tour, a 3.2 miles (5.2 km) trail leading through the Brunello terroir, often completed in about 1 hour 34 minutes.
  • Hiking around Montalcino is defined by rolling hills, extensive vineyards, and ancient woodlands. The network offers options for different ability levels, from easy strolls to more challenging treks.
  • The routes in Montalcino are highly rated by the komoot community with an average score of 4.5 stars from over 600 reviews. More than 2,600 hikers have used komoot to explore Montalcino's varied terrain.

Last updated: May 10, 2026

4.7

(52)

170

hikers

#1.

Abbazia di Sant'Antimo e Villa a Tolli – loop tour

8.14km

02:28

250m

250m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard
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4.1

(18)

56

hikers

Hike a moderate 4.7-mile loop through Montalcino's vineyards and olive groves, enjoying views of Monte Amiata and the historic town.

Moderate

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

Angela
August 21, 2024, Medieval Chapel of Villa a Tolli

you get there and discover a small village as beautiful as it is mysterious... there is silence and everything is very well looked after, not bad for a little relaxing holiday or a romantic weekend!

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expo of l'Eroica event near the castle

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Montalcino Castle to visit before leaving the town

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Sant'Antimo is an ancient abbey inhabited over the centuries by Benedictine monks and considered one of the masterpieces of medieval architecture. Fantastic area immersed in the nature of these hills.

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Small restored village with medieval chapel, beautiful area for running!

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One of the most beautiful towns in Tuscany. Many findings in the surrounding areas demonstrate that it is of Etruscan origin. You can find many services and typical Tuscan food and customs.

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Sant'Angelo in Colle, located on a hill of 450 m above sea level, is a characteristic medieval village with a splendid panorama. Not to be missed is the church of San Michele Arcangelo.

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The Fortress of Montalcino is a pentagonal stronghold whose construction began in 1361 and lasted for 7 years.

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Frequently Asked Questions

How many hiking trails are available in Montalcino?

Montalcino offers a diverse network of over 60 hiking routes. These trails cater to various fitness levels, with 13 easy routes, 37 moderate routes, and 14 more challenging options.

Are there easy hikes suitable for families or beginners in Montalcino?

Yes, Montalcino has 13 easy hiking routes perfect for families or those seeking a gentle stroll. One such option is the Sant'Angelo in Colle and its countryside – loop tour, which is 3.2 miles (5.2 km) long and takes about 1 hour 34 minutes, offering an immersive experience in the Brunello terroir.

What kind of landscapes can I expect to see while hiking around Montalcino?

Hiking around Montalcino immerses you in the stunning Val d'Orcia, a UNESCO World Heritage site. You'll traverse rolling hills, extensive vineyards, ancient olive groves, and significant woodlands rich in chestnut and oak trees. The distinct volcanic shape of Monte Amiata often provides a magnificent backdrop, and the varied topography includes higher hills and scenic river valleys.

Are there any circular hiking routes in Montalcino?

Yes, many routes in Montalcino are circular. For example, the Montalcino Fortress and Vineyards Loop is a moderate 4.7 miles (7.5 km) path that offers views of Monte Amiata and the historic town, winding through local vegetation and past the 14th-century Rocca.

What are some notable landmarks or attractions I can see along the hiking trails?

Many trails lead to or pass by significant attractions. The route from Montalcino to Sant'Antimo often includes the ancient archaeological site of Poggio Civitella and the stunning Abbey of Sant'Antimo. You can also explore the Historic town of Montalcino itself, or venture to nearby settlements like Pienza and San Quirico d'Orcia Historic Centre.

What do other hikers enjoy most about hiking in Montalcino?

The area is highly rated by the komoot community, with an average score of 4.5 stars from over 600 reviews. Hikers often praise the diverse landscapes, from vineyards and olive groves to shaded woodlands, and the well-maintained trails that offer stunning views of the Val d'Orcia and Monte Amiata.

Are there any challenging hikes for experienced hikers in Montalcino?

Yes, Montalcino offers 14 difficult routes for experienced hikers. A challenging option is the From Montalcino to Castelnuovo dell' Abate – loop tour, which spans over 23 km and involves significant elevation changes, providing a rigorous exploration of the region's varied terrain.

Can I find trails that pass through vineyards or offer wine-tasting opportunities?

Absolutely. The region is world-renowned for its Brunello di Montalcino wine, and many trails wind directly through vast vineyards and olive groves. The 'South West Slope of Brunello' circular trail, for instance, starts and ends in Sant'Angelo in Colle and passes by renowned wineries, offering an immersive experience in the Brunello terroir.

What is the best time of year to go hiking in Montalcino?

Montalcino's landscape changes beautifully with the seasons. Spring and autumn generally offer the most pleasant hiking conditions with mild temperatures and vibrant colors. During warmer months, the forested areas provide cool, shaded paths, while the winter can offer a unique, tranquil experience, though some trails might be less accessible.

Are there any natural monuments or viewpoints to discover on the trails?

Yes, the region is rich in natural beauty. You can find highlights like the Horti Leonini Gardens or the unique geological formations of the Crete Senesi. Many trails also offer panoramic viewpoints, such as the Cypress Avenue of Poggio Covili, providing breathtaking vistas of the Val d'Orcia.

Are there any trails that follow historical paths, like the Via Francigena?

Yes, some routes in the Montalcino area incorporate sections of historical paths. For example, the From Torrentieri towards the Crete Senesi – loop tour on the Via Francigena allows you to experience a part of this ancient pilgrimage route.

Most popular routes around Montalcino

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