There are many things to do in Montalcino, a Tuscan town perched on a hill above the picturesque Val d’Orcia. Hiking in the beautiful UNESCO World Heritage site of the Val d'Orcia is a good choice, and several hikes start in Montalcino.
This itinerary starts at the Viale Piero Strozzi and the Chiesa della Madonna del Soccorso. A beautiful square behind the church offers some great views on the northern slopes of Montalcino, towards Siena. You can park your car on Parcheggio Viale Strozzi. Climb the stairs towards the Duomo and the piazza on Via Spagni. Nice views of the city, and the small gardens and vineyards of the citizens. Walk down the stairs (Costa Spagni) and enjoy 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.
This hike takes you to an astoundingly attractive area, the Crete Senesi, and to some of the most beautiful valleys in southern Tuscany. You walk along strade bianche or 'white streets', dotted with silvery olive orchards, small villages, and vineyards.
This region is also the epitome of perfect wine country, boasting one of Italy's most famous appellations, Brunello di Montalcino. So a wine tour could be part of your pleasure. Several wineries along the track are open to visit and to taste their products.
The Strada bianca di Pieve a Salti leads from San Giovanni d'Asso to Buonconvento through the hills comprised between the rivers Ombrone and Asso. Along the way, you will find the località of Pieve a Salti. Lunch is possible here at Ristorante Podere Caprili (lunch: 12.30 - 14.00; dinner: 19.00 - 21.00 (open every Friday, Saturday, Sunday, bridges and public holidays and summer period June-September).
We reach Pieve a Salti after about 3 hours. The farm or Fattoria Pieve a Salti is divided into two complexes: Borgo di Pieve a Salti, and at 1 km Podere Caprili, that hosts a restaurant.