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Walking the Via Francigena from Siena to Acquapendente

Stage 14
8 days
Starting From

Siena to Acquapendente Map
Beginning in the city of Siena, this section of Via Francigena visits the Castello Bibbiano in Buonconvento, the Palazzo Chigi in San Quirico d’Orcia and Torre Alfina in Acquapendente. Rolling hills and valleys offer numerous opportunities to capture the Italian countryside.


The Holy Land

In the Middle Ages, the town of Acquapendente was established as a village and monastery by the Benedictine order because of its position on the via Francigena. And because of its cathedral dedicated to the Holy Sepulchre, the town became famous. This Romanesque architecture has an amazing crypt with 24 columns, builtin 1100.

After the Holy Sepulchre, the San Francesco church is another must-see, which was renamed with the name of St Francis after his death and restored in a more flamboyant style during the year of 1747.

Festa dei Pugnaloni

In May 1166, a cherry tree, that has been fruitless for many years, suddenly started to blossom again and people of Acquapendente, who were under the tyranny of Frederick I Barbarossa, saw it like a sign from the Madonna del Fiore to rebel. They destroyed the castle symbol of imperial power and reconquered their freedom.

Ever since the reoccurring Pugnaloni event is celebrating the victory of freedom of all oppressions.

Country side

On your trip, you will see some famous Tuscan landscapes, hills with road bordered by Italian cypress trees. But you will also cross some sunflower fields, and fall in love with some Romanesque churches of Quinciano. Our tip: climb the hill of Radicofani to enjoy spectacular views of this beautiful area. And once you have arrived in Acquapendente, become enchanted by the rivers and lakes that surround the city.

Siena to Acquapendente
Via Francigena
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Included in this package
  • Bed & Breakfast
  • Specially chosen 2-3* hotels or equivalent
  • Luggage transfers from hotel to hotel
  • Our Holiday or Pilgrim Pack
  • 24/7 Customer Service
  • Premium Accommodation
  • Airport Pick-up
  • Additional Night
  • Dinners
  • Day Tours Available
Not included
  • Flights/trains
  • Insurance
  • Drinks/Lunch


Day 1

SIENA (Arrival)

Siena is one of the most important medieval cities in Italy, as well as one of the most influenced by the Via Francigena passage. Before leaving for Quinciano the next day, feel free to check out the amazing sights that Siena has to offer. One of the more popular sights in Siena is the incredible Duomo (Siena Cathedral) from the 12th century. The Gothic Palazzo Pubblico and the distinct Piazza del Campo are two other popular sights definitely worth seeing. The large square in the heart of the city hosts the infamous medieval Palio horse race event every two years on 2 July and 16 August.

Day 2


Walking to Quinciano today is a bit testing, as there is some hillwalking to do but it is not very stressful. Along the way, you can stop for some food and maybe some wine in Isola d’Arbia and see the lovely Romanesque Church of San Ilario. While in the town, relax after that walk and if have the time, you could visit the gorgeous Church of San Albano.

Day 3


The walk today is shorter than yesterdays. Gravel roads and tracks make for gentle enough walking to Buonconvento. Arriving in the town, it’s a small with a rolling and enthralling landscape, surrounded by beautiful and vast farms. The Castello Bibbiano and church of Saints Peter and Paul are the main sights to see here once you’ve rested. Also, treat yourself to some pizza. It may have been a short walk, but who needs a reason to have pizza? Just get some!

Day 4


Leaving for San Quirico d’Orcia, there are different routes to choose from. Generally, the walk is quite hilly; a mix of uphill and downhill walks, and earth tracks, so it is a bit challenging. But, once you reach San Quirico d’Orcia, reward yourself with a glass of wine or two. Depending on the routes chosen, you may need to walk along roadsides before entering San Quirico d’Orcia. During your stay, visit the Collegiate church of San Quirico and the very impressive Palazzo Chigi which is now known as the Horti Leonini. It is a fantastic public park that was once part of the palazzo’s grounds.

Day 5


Today’s walk is similar to the previous day with uphill and downhill walks taking up the majority of the journey to Gallina. It is another challenge, but one that will make you feel defiant when you conquer it. Gravelled tracks and paths also make up part of the walk, however, you will get to pass by a lovely public park. If you go through Bagno Vignoni, a thermal spa is there with the reservoir holding sulphurous water. There is an option to take a route that follows the Via Cassia instead of being diverted. However, you will need to consider how much daylight you have left and if the roads are busy. The diversion from it is quite hilly and is longer. Once in Gallina, take time to rest and eat in the local restaurants before the walk to Radicofani.

Day 6


Walking to Radicofani starts with gravel tracks and grassy tracks through fields before inter-changing hills and gravel roads between fields. Crossing small rivers may also be part of the walk, if you decide to cross them, depending on the weather. If it’s raining, walking along the roadsides from Gallina would be a better option. Nevertheless, crossing the streams as well as going through fields and on grassy tracks, all the while taking in the incredible sight of nature, really is something to behold before taking the uphill route into Radicofani. The town is placed on top of a hill, with a striking view of the surrounding area. Take time to see Radicofani’s main attraction – the Rocca (castle) – and the Romanesque church of Santa Agatha once you’ve taken a breather, and a glass of wine, from the walk.

Day 7


The last day of walking is the longest of all of the days. So it is quite the task, but reaching your destination at the end, you will be overcome with joy. You start with some nice downhill walking, reaching Ponte A. Choose between taking the historic route along the road or taking the loop around Via Cassia. After taking one of the routes, your walk becomes uphill again, but not too difficult, for the rest of the way into Acquapendente. Now you can relax, do some sight-seeing and sample the culture of the town as it’s the end of the walk. We recommend visiting the fantastic Basilica del Santo Sepulcro and the Torre Alfina. Acquapendente’s streets have many inclines, but all are paved, so getting around is not a problem. The city is famous for its vegetable and wine products, so trying out some of the local foods, particularly if there’s pizza, wouldn’t go astray.

Day 8


After breakfast we bid you farewell.

Siena to Acquapendente Elevation

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