The town was first a fortified castle with a typical medieval plan surrounded by walls.
Its position on the top of a hill which overlooks the territory still offers a wonderful panorama extending from the Apennines to the seaside.
The town has preserved the old walls, the Church of San Bartolomeo, the City Palace (Palazzo Pretorio) with the coats of arms of the Podestas, and not far away from the Florentine Door, the remains of the old Roman Church of San Regolo and the old Roman reservoir dating back to the third century AC. Today, small villages belonging to the municipality of Montaione – like a lot of other well-known communities and important tourist destinations such as Castelfalfi, Mura, Tonda, Santo Stefano, and Sughera – Montaione experienced the rivalry between the Guelfs and Ghibellinis and the power of Florence, San Miniato, Volterra and Lucca. These castles became their strongholds.

A few kilometers from Montaione, you can visit Jerusalem of Tuscany or Sacred Mount of San Vivaldo, surrounded by Selva di Boscolazzeroni, the reproduction of the Holy Land in miniature – today 20 little chapels in a wooded area – commissioned and realized in 1500 by Padre Tommaso of Florence, in the memory of the Franciscan friar Vivaldo Stricchi from San Gimignano, who died as hermit.
Besides the above mentioned localities, you have to visit Alberi in the valley of Torrente Egola and Iano, a small village where you can find the Chiesa di Sant’Andrea (Church of Saint Andrew) in Alliano and the Santuario della Pietrina (Sanctuary of the Stone), with a breathtaking view over the hills of Volterra.

Staying in Montaione and visiting the surroundings means, of course, learning the tradition of its cuisine and its typical local products.
Festivals, events and markets are present all year round and a lot of manifestations are held to celebrate its products. The most important products linked to this area are: wine, olive oil, saffron. This area is most renowned for the“cacio” production, the typical cheese of Montaione, honey, bread baked in the wood oven – the white truffle. Montaione is one of the few Italian areas where this prestigious tuberis cultivated. One of its peculiarities is to grow up in an area without environmental pollution.
The guest can appreciate the history of this area through the sense of taste and smell.
This area attracts many guests thanks to the wide choice of sport activities that they can find here:

. Golf field (18 holes), 10 km far away from the historic center , with an hotel permission.
. Very good charted hiking (trekking) trails.
. Horse-back riding at two fully-equipped ranches through the rolling hills of the surroundings.
. Mountain biking through the rolling hills of the surroundings.