• Val d' Orcia - Walking tour of Tuscany, from Montalcino to Montepulciano, 5 days 4 nights
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The Val d' Orcia
From Montalcino to Montepulciano

Walking tour of Val d' Orcia

40 km of route framed by medieval villages, churches and Abbeys, hilltop towns with narrow streets and beautiful landscapes, inviting local food and superb wines.
  • Montalcino, overnight in Montalcino

    Start your visit to Montalcino at La Rocca. A fortress from which views are spectacular. Rolling sunny hills, picturesque olive groves, scenic country roads and vineyards as far as the eyes can see. Take a stroll in the historic centre, its churches, stairways and alleys will take you back in time to distant fascinating periods.
    Wine is present in every corner and aspect of Montalcino, from cellars to room wines, restaurants and shops, you will smell the floral, fruity, spicy and wood odors of the Brunello wine everywhere.
    Enjoy a gourmet dinner with local delicious fresh products.
    Afterwards, relax in your charming room, have a nice hot shower and a good night's rest before your tour starts.
    see the technical sheet for day 1

  • From Montalcino to San Quirico, overnight in San Quirico

    Visit the historical center of Montalcino and explore the local crafts and products, you can also stop at the old town wine shop for a tasting of the superb wines of the areA. The hike from Montalcino to San Quirico will be between vineyards and grain fields. The perfect trail for quiet contemplation that will provide a wonderful frame of outstanding natural beauty. In San Quirico, and after a rest, visit this small, absolutely charming town with its beautiful buildings and fortified walls, shops, restaurants and caf├ęs. There is a lot to see, the Collegiata Church, Palazzo Chigi, Church of San Francesco, Santa Maria Assunta and Horti Leonini just to mention a few..
    see the technical sheet for day 2

  • From San Quirico to Pienza, overnight in Pienza

    On route Vignoni Alto and Bagno Vignoni. overnight Pienza. The hike from San Quirico to Pienza will be absolutely stunning, you will first get to Vignoni Alto, a small fortified borgo dating back to XI Century, from here you will admire a breathtaking panorama of the whole Val D'orciA. Following the route to Pienza, you will make another stop at Bagno Vignoni, esteemed thermal locality, a place of extreme beauty with a characteristic small chapel dedicated to St. Catherine built in the center of the porch overlooking a termal pool. In Pienza, one of the most famous and beautiful hill top towns of the entire Tuscany, Visit the square and historical buildings, Palazzo del Comune, Palazzo Vescovile, Palazzo Piccolomini and the Duomo, after this hike, it will be necessary a super dinner at a nice, local Osteria.
    see the technical sheet for day 3

  • From Pienza to Montepulciano, overnight in Montepulciano

    This hike will get you passing through typical Tuscan farmhouses, beautiful open landscapes towards Mount Amiata. Stop at Monticchiello, a small borgo perched on top of a hill and known as the balcony of the Valdorcia, it retains a truly gothic fascination. After Monticchiello, straight to Montepulciano, a town built along a narrow ridge of limestone, surrounded by an imposing city wall, famous for its renaissance architecture. You will visit the Piazza Grande, Duomo, Palazzo Pubblico and others. Have also time to taste the "Nobile di Montepulciano", the town's winemaking symbol.
    see the technical sheet for day 4

  • Departure

    Before you leave Montepulciano make sure you put the cherry on the top of your Walking Tour of Tuscany. After this tour you will enjoy recovering your energy. With a glass of a good red "Nobile di Montepulciano" in your hand, take the pleasure of a hydromassage in the thermal waters, whose therapeutic and healing properties have been enjoyed since Roman times.
    see the technical sheet for day 5