• Duration

    5 days / 4 nights

  • Location

    From Montalcino to Montepulciano

  • Length

    40 Km of classic Tuscany

  • Price

    From 500 € / Person

The Val D’Orcia is a marvelous landscape of never-ending hills, grain fields, and streams, with rich clay and tufa soils; it is today the real icon of Tuscany, a natural setting of extraordinary beauty that has become known all over the world as the classic Tuscan landscape.

This tour will take you to a 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.

Timeline

Departure from Montalcino

Start your visit to Montalcino at La Rocca. The fortress commanding the town, 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 and afterwards, relax in your charming room, have a nice hot shower and a good night’s rest before your tour starts.

Extra night! Add an extra night in Montalcino and visit the Sant’ Antimo Abbey

Day 2 – Montalcino to San Quirico d’ Orcia

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 cafés. 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..

Distance

11.5 Km / 7.5 Mi

Details
Asphalt
Gravel
Difficulty
Landscape
Altimetry

Day 3 – San Quirico to Pienza

On route Vignoni Alto and Bagno Vignoni. 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.

Distance

13.5 Km / 8.6 Mi

Details
Asphalt
Gravel
Difficulty
Landscape
Altimetry

Day 4 – Pienza to 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.

Distance

12.8 Km / 7.2 Mi

Details
Asphalt
Gravel
Difficulty
Landscape
Altimetry

Day 5 – 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.

Then let the memories of this Tour come back to your mind… A unique, unforgettable experience!

We hope you enjoyed your Tour !

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