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Italy
Tuscany
Siena
Asciano

Chiusure - Monte Oliveto Maggiore Loop

Routes
Hiking trails & Routes
Italy
Tuscany
Siena
Asciano

Chiusure - Monte Oliveto Maggiore Loop

Moderate

4.4

(5)

8

hikers

Chiusure - Monte Oliveto Maggiore Loop

02:45

10.0km

160m

Hiking

Hike the Chiusure - Monte Oliveto Maggiore Loop, a moderate 6.2-mile trail through Tuscany's Crete Senesi, visiting an ancient abbey.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

145 m

Chiusure Village

Highlight • Settlement

The city of Chiusure rises on a hill 6.8 kilometers to the south of Asciano.

The old access to the village is the Porta Senese, obtained from einFornix, which was later built into a residential building. A square fountain is located on the square in front of the church of San Michele. In the upper part of the village stands the old fortress with great panoramic views of the Crete Senesi.

Translated by Google •

Tip by

2

5.01 km

One of the most instagrammed places in all of Tuscany

Translated by Google •

Tip by

B

10.0 km

End point

Parking

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Way Types & Surfaces

Way Types

9.19 km

605 m

212 m

Surfaces

9.19 km

605 m

123 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.

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Weather

Powered by Foreca

Sunday 5 July

36°C

17°C

23 %

Additional weather tips

Max wind speed: 11.0 km/h

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Frequently Asked Questions

Where does the Chiusure - Monte Oliveto Maggiore Loop start and where can I park?

The trail conveniently starts and ends in the charming village of Chiusure Village. You can find parking within the village itself, making it easy to access the trailhead.

What is the terrain like on this hike?

The route primarily follows "strade bianche," which are unpaved white roads characteristic of the Tuscan countryside. You'll traverse rolling hills, passing through silvery olive groves, vineyards, and cypress avenues. The unique, eroded landscape of the Crete Senesi, with its distinctive "calanchi" formations, also features prominently.

How difficult is the Chiusure - Monte Oliveto Maggiore Loop?

This trail is rated as moderate. It covers a distance of approximately 10 kilometers with an elevation gain of about 162 meters, making it suitable for most hikers with a reasonable level of fitness. The paths are generally well-walked and easy to navigate.

What are the main points of interest along the route?

The hike offers several notable sights. You'll experience the picturesque Chiusure Village, enjoy breathtaking views from the View of the Cypress Road, Val d'Orcia, and visit the monumental Abbey of Monte Oliveto Maggiore, a significant Benedictine monastery with impressive frescoes and ancient libraries.

Is this trail suitable for families with children?

Yes, the trail is generally considered family-friendly due to its moderate difficulty and well-maintained paths. The varied scenery and the visit to the Abbey of Monte Oliveto Maggiore can make it an engaging experience for children, though younger children might find the 10-kilometer distance a bit long.

Is the Chiusure - Monte Oliveto Maggiore Loop dog-friendly?

Yes, dogs are generally welcome on this trail. However, please keep your dog on a leash, especially when passing through villages, near the Abbey, or in areas where livestock might be present. Always carry water for your pet and clean up after them.

What is the best time of year to hike this loop?

The ideal times to hike this trail are spring (April-May) and autumn (September-October). During these seasons, the weather is pleasant, the landscapes are vibrant, and you avoid the intense heat of summer. Winter can also be beautiful, but check weather conditions for potential mud or colder temperatures.

Are there any entrance fees or permits required for this trail or the Crete Senesi area?

No, there are no specific entrance fees or permits required to hike the Chiusure - Monte Oliveto Maggiore Loop or to access the general Crete Senesi landscape. However, there might be a small fee to enter certain parts of the Abbey of Monte Oliveto Maggiore, such as specific cloisters or museums, if you choose to explore them.

Are there any cafes or amenities available along the trail?

The hike starts and ends in Chiusure Village, where you can find some local amenities. The Abbey of Monte Oliveto Maggiore also has facilities, including a shop and potentially a small cafe. It's always a good idea to carry sufficient water and snacks, especially during the warmer months.

What should I wear and bring for this hike?

Given the moderate difficulty and varied terrain, comfortable hiking shoes are recommended. Dress in layers, as temperatures can change, especially between sun and shade. Bring plenty of water, snacks, sun protection (hat, sunscreen), and a camera to capture the stunning Tuscan views. A map or GPS device is also advisable.

Can I reach the trailhead by public transport?

Public transport options to Chiusure are limited. While there might be local bus services, they are infrequent. Driving and parking in Chiusure is generally the most convenient way to access the trailhead for this loop.

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