4.5
(1414)
5,380
hikers
22
hikes
Hiking around San Giovanni D'Asso offers access to the distinct landscapes of the Crete Senesi and the Val d'Orcia. The region is characterized by undulating clay hills, known as *mattaione*, which create a unique terrain. Hikers will find rolling hills dotted with cypress trees, vineyards, and olive groves, alongside woodlands and the Asso stream. This area provides diverse natural features for exploration.
Last updated: May 12, 2026
4.9
(14)
34
hikers
8.18km
02:17
150m
150m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.9
(12)
32
hikers
7.26km
02:02
150m
150m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Sign up for free
5.0
(10)
24
hikers
9.42km
02:41
170m
170m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
4.6
(7)
24
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.7
(7)
24
hikers
13.5km
03:50
310m
310m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around San Giovanni D'Asso
The Tuscany Trail – bikepacking in the heart of Italy
Bike ride through the Elysian Fields – Eroica Montalcino
Cycling around San Giovanni D'Asso
Road Cycling Routes around San Giovanni D'Asso
MTB Trails around San Giovanni D'Asso

Gravel biking around San Giovanni D'Asso
Running Trails around San Giovanni D'Asso
Very cool place for water refilling. Nice artwork.
0
0
the navel of the world according to the legendary innkeeper Gianluca
0
0
In the heart of Tuscany, San Giovanni d'Asso offers spectacular views of the Crete Senesi. It is part of the municipality of Montalcino, located near the Asso stream.
1
0
on the splendid panorama on the left you can see the giant oak of Borgo di Pieve a Salti
0
0
San Giovanni is a characteristic village which is located in an elevated position and allows you to fully enjoy the view of the Crete Senesi.
1
0
The loop circuit crosses some truly suggestive panoramic places. Starting from Chiusure, the first part of the route is suitable for everyone. However, since the descent into the woods begins and in particular with the ascent, the path becomes challenging. Once under the walls of the abbey there is a closed gate which can be opened. In the last kilometer there is a very steep climb of about 500 meters with a difference in height of over 100 meters.
0
0
There are over 20 hiking trails around San Giovanni D'Asso, offering a variety of experiences. These routes are highly rated by the komoot community, with an average score of 4.5 stars from over 1300 reviews.
The trails around San Giovanni D'Asso primarily feature the undulating clay hills of the Crete Senesi and the rolling landscapes of the Val d'Orcia. You'll find a mix of terrain, including *strade bianche* (unpaved white roads), woodlands, and fertile fields. Out of the 23 available routes, 3 are considered easy, 18 are moderate, and 2 are more difficult, catering to various fitness levels.
Hiking here offers diverse scenery, from the 'other-worldly' grey-brown clay hills of the Crete Senesi to the iconic cypress-dotted landscapes of the Val d'Orcia. You can also explore pleasant woods and follow the Asso stream. Trails often pass through charming medieval villages like Montisi and Chiusure, and you'll frequently see the dominating castle of San Giovanni D'Asso itself. For specific points of interest, consider exploring highlights like Pienza or the San Quirico d'Orcia Historic Centre.
Yes, many of the hiking routes in San Giovanni D'Asso are circular, allowing you to start and end in the same location. An example is the Natural Arch of Monte Oliveto – Monterongriffoli Hills loop from San Giovanni d'Asso, which offers a scenic journey through the area's characteristic landscapes.
The landscape around San Giovanni D'Asso transforms with the seasons. Spring brings vibrant green fields, summer offers golden hues, and autumn presents waste autumnal grey tones. Each season provides a unique backdrop for hiking. Generally, spring and autumn are ideal for comfortable temperatures and stunning scenery, while summer can be warm but still enjoyable, especially in the mornings or late afternoons.
Yes, there are several easier routes suitable for families. With 3 easy trails and 18 moderate ones, you can find paths that are less strenuous and still offer beautiful views of the Crete Senesi and Val d'Orcia. Look for routes with shorter distances and less elevation gain for a comfortable family outing.
Many trails in the San Giovanni D'Asso area are suitable for dogs, especially those that traverse the open *strade bianche* and woodlands. It's always recommended to keep your dog on a leash, especially when passing through agricultural areas or near livestock, and to carry water for both yourself and your pet.
Absolutely. The hiking trails frequently pass through or offer views of charming medieval villages such as Montisi and Chiusure. The dominating castle of San Giovanni D'Asso itself is a prominent landmark. You can also find highlights like the Tower of Vignoni Alto or the Montalcino Fortress nearby, offering cultural insight alongside your hike.
While specific cafes directly on every trail might be limited, many routes pass through or near charming villages like Montisi and Chiusure, where you can find local trattorias and cafes. For instance, the Montisi Historic Village – Trattoria Il Barano & Cinema loop from Montisi is an example of a route that integrates with local amenities.
The *strade bianche*, or unpaved white roads, are a defining feature of the Tuscan landscape, including around San Giovanni D'Asso. These scenic, often less-trafficked paths are excellent for hiking, offering expansive views of the rolling hills, vineyards, and olive groves. An extraordinary example is the *strada bianca* of Pieve a Salti, which winds through the hills between the Ombrone and Asso rivers.
The area is highly rated by the komoot community, with an average score of 4.5 stars. Hikers often praise the unique, ever-changing scenery of the Crete Senesi, the breathtaking vistas of the Val d'Orcia, and the peaceful experience of walking along the *strade bianche*. The combination of natural beauty and glimpses of historic sites is frequently highlighted.
While most routes are moderate, there are options for longer distances. For example, the Locanda Paradiso, Chiusure – Chiusure loop from San Giovanni d'Asso is a moderate 12.9 km (8 miles) trail with significant elevation gain, offering a more extended exploration of the region's diverse landscapes.


Browse the best Hikes in other regions.