Take a route through one of Tuscany’s six World Heritage Sites, designated for its influence and depiction in many paintings of the Renaissance era. The area is also renowned for its outstanding local produce, with festivals throughout the calendar celebrating some of Tuscany’s most popular culinary exports (such as truffles and Brunello wine). The Val d’Orcia denotes the valley around the river Orcia, a landscape popular among photographers, with vast, open vistas of rolling hills stretching far into the horizon. As you follow this route through the expansive countryside, you’ll find a scenery punctuated by the clusters of Cypress and vineyards on your way to the region’s beautiful Renaissance towns and villages.
The Val d’Orcia footpath meanders through gentle, rolling hills, the trail occasionally broken by short, soft ascents and descents through dried up ravines. This is a landscape made iconic through renaissance art and modern photography, a trail leading through famous, picturesque medieval towns and the farms and vineyards that gave the area its important gastronomic and cultural status - still very much in effect as you follow the Val d’Orcia through some of Tuscany's most beautiful stretches of countryside.
Small, welcoming family-run hotels comprise the accommodation on this journey through the Tuscan countryside. This walking holiday also features the popular Italian institution of ‘Agriturismo’ accommodation, with B&Bs in old farmhouses.Across the Val d'Orcia, the introduction of rooms and modifications for housing guests have been designed to reflect the original character of the building and locality. All rooms have en-suite facilities, breakfast included on all days and dinner included on two nights where there are no suitable alternative dining options readily available.
Arrival in Montepulciano by train or bus, easily reached from Rome, Florence or Pisa; catch the train to Chiusi, then take the local bus or a short taxi ride into the town. However you choose to travel to Montepulciano, you're sure to get a glimpse of the rolling hills of the Tuscan countryside that you'll be exploring over the coming week.
Montepulciano to Pienza
8.1 miles/ 13km
Begin your walk at the San Bagio church, following rolling Tuscan countryside to the quaint, picturesque settings of Pienza, famous for its delicious pecorino cheese and truffles; very much worth a sample. There is an optional detour to the town of Monticchiello (+2km), a relaxed town, ideal for a coffee or bite to eat!
Pienza to Bagno Vignoni
A few gentle hills on this walk through a landscape dotted with cypress trees, oak woods and the walled, stone towers of the region’s pretty villages. End today’s walk in the thermal bath town of Bagno Vignoni.
Bagno Vignoni to Sant’Antimo, Transfer to Montalcino
A more challenging, but rewarding day following the dry riverbeds that comprise today’s walking route through the wilder, more rustic countryside outside of Bagno Vignoni to the isolated abbey of Sant’Atimo. After you’re finished exploring the abbey, a transfer awaits to take you to the hilltop town of Montalcino.
Montalcino to Pieve a Salti
9.1 miles/ 14.6km
* Please note dependent on accommodation availability this walk may be extended by 3km.
Today’s walk takes place in the Brunello region, renowned for its fine wines. On your way through the beautiful Tuscan landscape of the Crete Sensi, you’ll pass vineyards and olive groves to Pieve a Salti, with a transfer to your accommodation in Buonconvento.
Transfer to Monte Oliveto Maggiore Monastery Walk to Pieve a Salti
8.4 miles/ 14km
The day begins with a transfer to the red brick monastery of Monte Oliveto Maggiore. This is a short, though fairly strenuous day involving a number of undulating gradients on your way back to Pieve a Salti through rugged Tuscan landscape. Transfer back to Buonconvento.
Walk Monteroni d’Arbia to Arbia
7 miles/ 11.2km
a.m. - Transfer to Monteroni d’Arbia The trail out of Monteroni d’Arbia winds its way around a classic Tuscan landscape of rolling hills and hamlets with panoramic views over the hills to the town of Siena beyond. There is a taxi transfer from Arbia to the famous town of Siena, preserved in its captivating medieval design. p.m. Transfer to accommodation in Siena
You are responsible for booking your air travel to airports and onward travel to your first accommodation and from your accommodation on departure.
From the airports you can take a train, and a connecting bus service to reach Montepulciano.
Looking for different mileages or different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs. Call one of our helpful team on +44 (0)1291 689774 or e-mail us to learn more.
We will check your details and come back to you within two working days with a personalised estimate based on your requirements. We will then formally request a deposit of £100 per person (£150 for solo walkers) and book all your arrangements - find out about our full booking porcess here.
Please note this does not constitute a booking confirmation, we kindly ask you to refrain from booking any travel until we have confirmed all your arrangements.
Still Have Questions?
If you are still unsure on any of your requirements, please do enquire with us first and one of our friendly team will be happy to help you with any queries you have.