Parco Naturale delle Maremma

Walking in the Parco Naturale della Maremma




        Walking in chianti

Colline Metallifere

la costa Toscana

         Walking along the Tuscan coast

Crete Senesi

Abbazia di Monte Oliveto Maggiore

         Walking in the Crete Senesi



Montagnola Senese

         Walking in the Montagnola senese


Monte Amiata










Val d'Elsa

          San Gimignano

Val d'orcia




          San Quirico d'Orcia


          Walking in the Val d'Orcia

Val di Chiana



Valle d'Ombrone








Walking in Tuscany

Montalcino countryside - panoramio.jpg

N L         E N G          I T
Poesia Toscana, San Quirico d'Orcia [1


Toscana | Galleria di immagini  

Trekking in Toscana |  Montalcino - San Quirico d'Orcia | Val d'Orcia


Itinerary in the great scenery of the Val d’Orcia, in a picture-perfect setting, just about 26 km north of Podere Santa Pia. This itinerary starts in Montalcino at the Porta al Cassero, and brings you to Porta Burelli where you leave the city.
This hike takes you to some of the most beautiful valleys of the Val ‘Orcia, dotted with silvery olive orchards, small villages, and vineyards, passing some of finest wineries on the northern slopes of Montalcino.
There is no difficulty in following the track. It is a magical moment when halfway you reach the famous cypress trees that grace so many postcards.



Within the old walls of Montalcino, there are still six gates visible. This itinerary starts at the Fortezza, and the Porta al Cassero, takes you for a brief walk through the city, along the Piazza del Popolo, the main square of Montalcino, and leads you along the Via Giuseppe Mazzini. Turn right at Via Lapini and leave town through the Porta Burelli.


Walking from Montalcino to San Quirico d'Orcia

Montalcino is known for some of the most spectacular wines found in Italy, Brunello di Montalcino. From Porta Burelli you follow the Strada Comunale del Canalicchio, passing by La Gerla, Paradisone Colle degli Angeli, Canalicchio di Sopra, Lazzeretti, Casanova di Neri, Casello, Fattoria Pian dell'Asso, and the Chiesa Madonna del Riguardo, San Quirico.

Just after crossing the torrent Asso, continue on the strada del Riguardo on your right. On your left, you can admire a bunch of cypress trees. If you prefer a short detour to see the most famous cypress trees in Tuscany, follow the dirt road towards Podere Casaltina, and after circa 500 meters, beyond the farmhouse, you will first see the Circle of cypress trees and further on your left the iconic image of the Val d’Orcia.

San Quirico d'Orcia

Arriving at  San Quirico d'Orcia, a visit to the picturesque medieval village is a must. The highlights of the town are two Romanesque churches, the honey-colored Collegiata, famous for its three beautifully carved portals, and the smaller Chiesetta di Santa Maria Assunta, also known as Santa Maria or Santa Maria ad Hortos as it is surrounded by gardens, the Horti Leonini and the Giardino delle Rose.
This itinerary ends at the Piazza Garibaldi were the Chiesa San Francesco and the entrance of the Horti Leonini gardens invite you for further exploration of this beautiful gem.

San Quirico host a handful of good restaurants. La Bottega di Portanuova is a tiny uncrowded grocery store and a terrific place to pick up picnic food. They prepare hand-made sandwiches, platters of cold cuts and cheese, and serve some good local wines. There is a lovely outdoor seating area.

Inversed Itinerary | San Quirico d'Orcia - I Cipressi I triboli - Montalcino | 13 km

Sunset in Val d'Orcia, San Quirico D'Orcia, Siena

Sunset in Val d'Orcia, San Quirico D'Orcia, Siena [2]





Boccon Di Vino


Ristorante di  di Mario e Vanna Fiorani .
Via Traversa dei Monti, 201, 53024 Montalcino
39 0577 848233
Il menu

Menù Degustazione € 38.00 a persona

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San Quirico d'Orcia

La Bottega di Portanuova

A small grocery and restaurant in San Quirico d'Orcia, with specialties from the region and many organic products.

Via Dei Canneti 37/F, 53027 San Quirico dOrcia
+39 340 357 6797
Menu |


Download gpx tracks here

Lenghth: 13,07 km | 3 hours circa
Total climb    289 m
Total descent    425 m

You can also consider expanding your walk to a longer itinerary, and continue to the Capella di Vitaleta [Anello San Quirico d'Orcia - Capella di Vitaleta 8,64 km].

You can take a bus back to Montalcino.
Two possibilities, the first and shortest taking the bus from San Quirico to Montalcino (timetables here)
or to combine bus 112 and 114 (San Quirico to Torrenieri, and Torrenieri - Montalcino), timetables here
The bus station is in front of Ristorante Garibaldi a.o. (Via Cassia 17).


Walking in the Val d'Orcia


Photo Gallery Montalcino and San Quirico d'Orcia


Santa Maria delle Grazie, outside Porta Burelli, Montalcino   Il Santuario di Santa Maria del Soccorso   Montalcino Porta Burelli

Santa Maria delle Grazie, outside Porta Burelli, Montalcino


  Il Santuario di Santa Maria del Soccorso   Porta Burelli
Brunello di Montalcino vineti e Monte Amiata   Montalcino vineyard - panoramio   Cipressen in de Val d'Orcia. Het verhaal van Cyparissus in Ovidius' Metamorfosen

Brunello di Montalcino vineti e Monte Amiata


  Brunello di Montalcino vineyards, Montalcino  

Cipressi nella Val d'Orcia. La storia di Cyparissus nella Metamorfosi di Ovidio


  Cipressi e la Cappella della Madonna di Vitaleta, tra Pienza and San Quirico d'Orcia   Cypress trees in the Val d'Orcia

Montalcino, i cipressi di Casaltina



Cipressi e la Cappella della Madonna di Vitaleta, tra Pienza and San Quirico d'Orcia


  Cypress trees in the Val d'Orcia
SanQuiricodOrciaMadonnaRiguardo2   Anello San Quirico d'Orcia - Capella di Vitaleta   Chiesa San Francesco, San Quirico d'Orcia

Pieve Madonna del Riguardo


  Anello San Quirico d'Orcia - Capella di Vitaleta




Chiesa San Francesco, San Quirico d'Orcia


Brunello di Montalcino

Paradisone Colle degli Angeli

Paradisone Colle degli Angeli
Str. vic. del Canalicchio 222, 53024 Montalcino
Tel. +39 348 604 9950

La Gerla

La Gerla was founded by Sergio Rossi. The estate, localy named Colombaio, belonged to the Biondi Santi family. Sergio Rossi bought the land in 1976 and completely restructured it respecting its original environment. Shortly afterwards in 1978, he created and marketed the La Gerla brand.

Fattoria La Gerla
Loc. Canalicchio, Pod. Colombaio, 53024 MontalcinoTel.+390577-848599
Fax. +39 0577-849465


Canalicchio di Sopra

In 1967, Canalicchio di Sopra was one of the twelve founders of the Consorzio del Vino Brunello di Montalcino.
Primo Pacenti founded the winery in 1962. The first bottle of Canalicchio di Sopra Brunello di Montalcino was produced in 1966. His son-in-law Pier Luigi Ripaccioli started working at his side in 1987, and since 2001, grandchildren Francesco, Marco, and Simonetta have continued family's engagement. The vineyards extend over 19ha of land within the Canalicchio and Montosoli Cru: different terrain, different exposure, different microclimates making each vineyard unique.

Canalicchio di Sopra
Loc. Casaccia, 73, 53024 Montalcino


Casanova di Neri

Azienda Agricola Casanova di Neri
53024 Montalcino, Province of Siena, Italy +39 0577 834455
Email njj



  Casanova di Neri, Montalcino   Cantina Casanova di Neri, Montalcino

Map of the Brunello di Montalcino region | Member companies of the DOCG Brunello di Montalcino


  Casanova di Neri, Montalcino   Cantina Casanova di Neri, Montalcino

[1] Photo by lo.tangelini, licensed under the Creative Commons Attribution-Share Alike 2.0 Generic icense.
[2] Photo by Antonio Cinotti, published under a Attribution-NonCommercial-NoDerivs 2.0 Generic (CC BY-NC-ND 2.0) license.


La Val d'Orcia | Alla scoperta dei tesori d'Italia

Travel guide for Tuscany | Guide for Tuscany | Val d'Orcia map

Walking in Tuscany | Val d'Orcia

Walking in the Val d'Orcia | The best hiking trails in and around Montalcino


Walking in the Val d'Orcia | A Walk from Pienza to Cappella di Vitaleta | Spedaletto

The best walking routes in Pienza, Tuscany | Anello Pienza - Cappella di Vitaleta San Quirico d'Orcia

Walking in southern Tuscany | From Montepulciano to Pienza


Holiday accomodation in Tuscany

Case vacanza in Toscana | Podere Santa Pia

Colline sotto Podere Santa Pia

Podere Santa Pia


  Podere Santa Pia  
Colline sotto Podere Santa Pia

Podere Santa Pia, con una vista indimenticabile sulla Maremma Toscana


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