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Italy
Tuscany
Siena
Montalcino

Montalcino and Sant'Antimo Abbey Loop

Hard

4.9

(13)

130

riders

Montalcino and Sant'Antimo Abbey Loop

02:09

27.4km

520m

Cycling

Cycle a difficult 17.0-mile gravel loop from Montalcino through Val d'Orcia, visiting Sant'Antimo Abbey and Castelnuovo dell'Abate.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

512 m

Montalcino Fortress

Highlight • Castle

The historic center of Montalcino is dominated by the mighty Rocca, a fortress built in 1361 to mark the passage of the city under the dominion of Siena. The panorama that can be enjoyed from the ramparts of the fortress is truly spectacular; it goes from Monte Amiata, through the Crete up to Siena, and crosses the whole Val d'Orcia up to the Maremma hills.
Source, discovertuscany.com

Translated by Google •

Tip by

2

16.4 km

Sant'Antimo Abbey

Highlight • Religious Site

Sant'Antimo is an ancient abbey inhabited by Benedictine monks over the centuries and, according to legend, founded by Emperor Charlemagne. The church, built in the 12th century, is considered one of the masterpieces of medieval architecture.

antimo.it

Translated by Google •

Tip by

3

17.4 km

Castelnuovo dell'Abate is a fraction of the Italian municipality of Montalcino, in the province of Siena, in Tuscany.

Translated by Google •

Tip by

4

26.5 km

View of the hills from Montalcino

Highlight • Viewpoint

This is the highest point and is perfect for taking one last look at the scenery that accompanied you all along the way.

Translated by Google •

Tip by

B

27.4 km

End point

Parking

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Way Types & Surfaces

Way Types

23.4 km

3.35 km

555 m

< 100 m

Surfaces

19.3 km

7.42 km

592 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (630 m)

Lowest point (260 m)

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Weather

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Sunday 17 May

19°C

6°C

-- %

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park and access the trailhead for this gravel loop tour?

The tour starts and ends in Montalcino. You can find parking in Montalcino, which serves as a convenient base for accessing the route. Specific parking areas are usually available within or just outside the town center.

Is this gravel loop tour dog-friendly?

While the route itself is outdoors, cycling with dogs can be challenging due to the distance and terrain. If you plan to bring a dog, ensure it is well-trained and capable of keeping pace, or consider alternative arrangements for their safety and comfort. Always keep dogs on a leash, especially near roads or in populated areas.

What is the best time of year to cycle this route?

The best time to cycle this route is typically during the spring (April-May) and autumn (September-October). During these seasons, the weather is milder, and the Tuscan landscape is particularly beautiful, with blooming wildflowers in spring and vibrant colors in autumn. Summer can be very hot, and winter may bring colder temperatures and rain, making the gravel roads less enjoyable.

Are there any permits or entrance fees required for this tour?

No specific permits or entrance fees are required to cycle this gravel loop tour. The route traverses public roads and paths within the Val d'Orcia region. However, if you visit specific attractions like the Sant'Antimo Abbey, there might be voluntary donations or specific entry requirements for certain areas within the abbey grounds.

What is the terrain like on this gravel loop tour?

The terrain primarily features the iconic "strade bianche" (white gravel roads) of Tuscany, interspersed with some paved sections. You can expect continuous ups and downs throughout the loop, including a significant climb from Sant'Angelo in Colle to the Passo del Lume Spento and a long 9-kilometer descent. The varied surfaces demand a suitable bike.

How difficult is this gravel loop tour?

This tour is rated as difficult overall, with a "Medium" physical engagement and technical difficulty. It involves significant elevation changes and requires riders to be "fairly trained" to handle the ascents, particularly the long uphill stretch to the Passo del Lume Spento. It is not recommended for beginners.

What are the main points of interest along the route?

Key highlights include the historic Montalcino Fortress, the stunning Romanesque Sant'Antimo Abbey, the charming Castelnuovo dell’Abate Village with its views of the Abbey, and various viewpoints of the hills from Montalcino. The route also passes through the famous Brunello wine region.

Does this route connect with other well-known cycling paths?

Yes, sections of this route overlap with other well-known paths. You will encounter parts of L'Eroica, Bagno Vignoni - Sant'Antimo, and San Quirico - Sant'Antimo along the way, offering a taste of these broader cycling networks.

What type of bike is recommended for this tour?

Given the prevalence of "strade bianche" (white gravel roads) and varied terrain, a gravel bike or a mountain bike is highly recommended for optimal comfort and performance on this tour. Road bikes are not suitable due to the unpaved sections.

What kind of scenery can I expect on this tour?

You can expect breathtaking scenery characteristic of the Val d'Orcia, a UNESCO World Heritage site. The route winds through expansive vineyards (especially Brunello), faithful cypresses, olive groves, woodlands, and farms, offering unforgettable panoramas of the valley and its rolling hills.

Are there places to eat or drink along the way?

Yes, Montalcino, Castelnuovo dell'Abate, and the surrounding areas offer various opportunities for refreshments. You'll find cafes, restaurants, and wine cellars where you can stop for a meal, a coffee, or a wine tasting, particularly in the villages and towns along the route.

Is this a loop tour?

Yes, this is a loop tour, starting and ending in Montalcino. This allows you to return to your starting point without needing to arrange separate transportation.

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