1st itinerary: From Monteriggioni to Chiusdino
In the far west of the Siena area, this long and peaceful route allows the visitor to see some of the most interesting and lesser known places in the area. After going through the beautiful Montagnola woods, we cross the most peaceful part of the Val d'Elsa and go south towards the Cecina and Merse hills where we find villages like Radicondoli, Montalcinello and Chiusdino.
7 stops, 61 km total, 18 hours
2nd itinerary: From Siena to Castelnuovo dell'Abate a Catabbio
This is the most “classic” Sienese route as it departs from Piazza del Campo and runs to the Amiata forest. Along the way we see the Crete Senesi, the proud and solitary Murlo, Montalcino's vines and the Orcia valley. The route continues through the chestnut woods, olive groves and medieval castles.
15 stops, 148 km, 53 hours
3rd itinerary: From Trequanda to Radicofani and Castell'Azzara
Long and rich in suggestion, this route begins by crossing the fields between Trequanda, Sinalunga and Torrita di Siena which dominate the Val di Chiana, then continues south with a long series of ups and downs through the woods of Monte Cetona and Monte Amiata. Along the way, stops are made in the most notable villages of the Siena area including Cetona, Chianciano Terme, Sarteano and Montepulciano. Once we've crossed Radicofani, we head towards the Amiata.
15 stops, 215 km, 79 hours
4th itinerary: From Chiusdino to Trequanda
A long trip through the Montagnola woods with glimpses of the Crete Senesi. As opposed to the other routes, there are no well-known towns on this trip though there are numerous small villages and towns that allow the visitor to really get to know the area. This trip is most appropriate on horseback or mountain bike.
14 stops, 141 km, 59 hours
5th itinerary: From Monteriggioni to Trequanda
With the exception of San Galgano and Monte Oliveto Maggiore at the beginning of the trip, this itinerary is most notable for its landscapes. The second part is gentler than the first though it is still tough in parts.
8 stops, 94 km, 33 hours
6th itinerary: From Castelnuovo dell'Abate to Lake Montepulciano
From the Val d'Orcia to the Val di Chiana, this short route crosses the southern part of the Siena province. It is a trip through historic centers like San Quirico d'Orcia, Pienza and Montepulciano, but that also offers smaller treasures like Castelnuovo dell'Abate and Monticchiello.
7 stops, 73 km, 25 hours
7th itinerary: From Sovicille to Monticiano
The shortest of the itineraries, this route connects the Montagnola foothills to the fields of the Farma valley. It is especially interesting for its landscapes made up primarily of Mediterranean brush and woods. There are several historic centers as well, including Sovicille, Rosia, Torri and Stigliano. Just before Monticiano, a brief detour takes you to the beautiful abbey of San Galgano, one of the most important monuments in Tuscany.
3 stops, 30 km, 10 hours
For more information
Amministrazione Provinciale di Siena, Tourism Office, tel. 0577/241254, fax 0577/241251
Azienda Promozione Turistica di Chianciano Terme/Val di Chiana, tel. 0578/63167, fax 0578/63277.
(For Cetona, Chianciano Terme, Chiusi, Montepulciano, Pienza, San Casciano Bagni, Sarteano, Sinalunga Trequanda, Torrita di Siena)
Azienda Promozione Turistica di Siena, tel. 0577/280551,fax 0578/2810412
(For Asciano, Buonconvento, Casole d'Elsa, Castellina in Chianti, Castelnuovo Berardenga, Chiusdino, Colle val d'Elsa, Gaiole in Chianti, Montalcino, Monteriggioni, Monteroni d'Arbia, Monticiano, Murlo, Poggibonsi, Radda in Chianti, Radicondoli, Rapolano Terme, San Gimignano, San Giovanni d'Asso, San Quirico d'Orcia, Siena, Sovicille)
(For Abbadia San Salvatore, Castiglione d'Orcia, Piancastagnaio, Radicofani)
(Article by Siena province)