Montalcino | Montalcino | Fortezza di Montalcino, Porta al Cassero

Montalcino | Fortezza di Montalcino, Porta al Cassero

Within the old walls of Montalcino, there are still six gates visible: Porta Cerbara (Cervara), Porta al Cassero, Porta al Cornio, embedded in the Church of the Madonna del Soccorso, Porta Burelli o Murelli, Porta Castellana and Porta Gattoli.

Montalcino provides the perfect location for trekking or trail running. There is a beautiful walk from Montalcino to the famous Romanesque Abbey of Sant'Antimo. The itinerary starts from the Porta al Cassero near the Fortress of Montalcino. The Porta al Cassero is one of the six entry gates to the walled town. You walk along dirt roads, through vineyards and woodlands to the small pieve in Villa a Tolli, and further on to the Abbey of Sant'Antimo, the absolute highlight of this itinerary.

The best trials in the Val d'Orcia | Walking from Montalcino to Sant'Antimo

Since 2017, the Brunello Crossing starts from the Fortress of Montalcino during the second weekend of February
The Brunello Crossing is a trail running event including three races: 44 km, 23 km and 13 km..

Brunello Crossing | Three races through Brunello di Montalcino vineyards | 13 km | 23 km | 44 km

Mappa Porta al Cassero | Ingrandire mappa

The Brunello Crossing 13 km (sometimes listed as a 14 km non-competitive walk/trail) is a scenic event in Montalcino, typically held in February. It showcases the Val d'Orcia UNESCO site, passing through vineyards, woodlands, and historic locations like Sant'Antimo Abbey before finishing in the historic Piazza del Popolo. Starts in Torrenieri (13km walk) or directly from Piazza del Popolo in Montalcino (14km trail), depending on the year's exact format. For detailed event specifics and registration for the next event, visit the official Montalcino Crossing website.

13 km Itinerary from the Fortezza in Montalcino, to the Abbey of Sant'Antimo
Galleria immagini Montalcino

Pieve Santa Restituta, Montalcino	Camigliano	Poggio alle Mura, Cimitero

Castello Banfi, Montalcino	Brunello di Montalcino vineti e Monte Amiata	Brunello di Montalcino vineyards, Montalcino

Sangiovese Grosso (Brunello), Brunello di Montalcino vineyards, Montalcino	Montalcino, Brunello vineyards below Banfi Castle	Brunello di Montalcino, Tenuta Ciacci Piccolomini d'Aragona, Vigna Ferraiole, Montalcino
The Gates of Montalcino \| Map

The six gates of Montalcino
One of Tuscany's best kept secrets is the beautiful valley sheltering this recently renovated 18th century farm house, in the Valle d’Ombrone. Podere Santa Pia is located in a strategic position, only a short distance from a large number of sites of historical and cultural interest. Numerous towns and villages offer a treasure trove of history and art waiting to be discovered. Drive through the magnificent hills of the Montecucco wineregion all the way to Montalcino, and enjoy the beauty of villages and hamlets along the way. And with roughly 250 wineries producing Brunello di Montalcino, Rosso di Montalcino and other Tuscan DOC wines, a wine tour is always a good idea. With a sweeping view from 300 meters above sea level, Podere Santa Pia sits on a hill dominating the valleys of the Ombrone and Orcia rivers, in the heart of the Tuscan Maremma, among ancient oak woods, pastures, vineyards and olive trees, the area remains unspoilt, untouched, and rich in natural beauties and in historical and archeological sites. Traveling in Tuscany\| Holiday homes in southern Tuscany \| Podere Santa Pia

Podere Santa Pia, mystic holiday home in the heart of the Tuscan Maremma	A beautiful early evening by the pool, in the resplendent Tuscan sun, time takes on a languid quality	Visia da Podere Santa Pia, fino al mare e Montecristo

Podere Santa Pia, August

Early morning light at the private swimming pool at Podere Santa Pia	A beautiful spring morning by the pool, a natural jewel nestled amidst the verdant Tuscan hill	The night pool at Podere Santa Pia exudes a hypnotic sense of purity

Brunello di Montalcino vineyards in Castelnuovo dell'Abate, Montalcino (view from the Abbey of Sant'Antimo) [2]

[1] Photo by Sailko, licensed under the Creative Commons Attribution-Share Alike 3.0 Unported license. [2] Photo by aurelio candido, published under a Attribution-NonCommercial-NoDerivs 2.0 Generic (CC BY-NC-ND 2.0) license.