Explore the charming Medieval and Renaissance villages of Tuscany’s beautiful Val d’Orcia region
Hike amid the characteristic Tuscan landscape of rolling hills, olive groves and vineyards
Enjoy the world-famous local wines and let your senses be seduced by the delicious Tuscan cuisine
Relax and feel the healing power of the warm underground springs in Bagno Vignoni
Visit the impressive Benedictine monastery Monte Oliveto Maggiore, beautifully located on a wooded peak
Hiking in the Val d’Orcia
Discover the hilltop towns of Tuscany
Soft rolling hills, cypress alleys, golden wheat fields, silver green olive groves and straight-lined vineyards surrounded by wooded mountain ranges to the north and small islands lying like pearls in the glittering blue sea to the south. Add to this an exceptional kitchen and some equally exceptional wines, historical towns and a rich cultural heritage – then you have Tuscany!
On this 8 day self-guided hiking trip you will walk in the Val d’Orcia. This beautiful part of Tuscany stretches for about 80 km, from Siena in the north to the great volcano Amiata in the south. Val d’Orcia was added to the UNESCO list of World Heritage Sites in 2004 and if you want to experience the classic Tuscany landscapes that you know from renaissance paintings, postcards and films such as Gladiator, The English Patient and A Midsummer Night’s Dream then this is the place to go!
With its lyrical landscapes, world-class art and a superb cucina contadina (farmer’s kitchen), the Tuscan experience is perfectly in symbiosis with the land. – Lonely Planet
The soft, fertile landscape is tied together by the hilltops’ medieval stone villages, and it is between these charming hamlets that you will hike. You will stay in the two cosy villages of Montepulciano and Montalcino, both producers of world-famous wines, and in the beautiful UNESCO town Pienza, which offers unique renaissance architecture and an unsurpassed view of the valley. You will also pass Bagno Vignoni where you can relax in the thermal baths supplied with water from the warm, underground springs.
It is hardly necessary to mention that both the food and the wine in this region is in a class of its own, so when the day’s hike is over you can look forward to spoiling your taste buds with an exquisite Tuscan dinner.
| 5 DAYS / 4 NIGHTS | €580 per person sharing*
Montepulciano to Montalcino *Discounts available for triple rooms. Please enquire for prices. |
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| 8 DAYS / 7 NIGHTS | €920 per person sharing*
Montepulciano to Siena *Discounts available for triple rooms. Please enquire for prices. |
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| ACCOMMODATION | In 3* and hotels and agriturismo on a bed & breakfast basis. All rooms are en-suite. You can book additional night(s) at any of the accommodations along the way. |
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| AVAILABILITY | You can start on any day of the week, subject to availability, between April and October | ||||||||||||||||
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Day 1: Arrive in Montepulciano
Your hiking holiday in Tuscany starts in the wine town of Montepulciano. Situated high on a hilltop with medieval architecture and steep streets, the little town reeks of historical charm. Getting to Montepulciano is easy; from either Rome, Florence or Pisa you can take the train to Chiusi and from there a local bus or taxi. When you have arrived we recommended taking a seat in one of the many lovely wine bars and enjoy a glass of local red while enjoying the impressive view over the hilly Tuscan landscape that you will soon explore on foot.
Overnight: Montepulciano
Day 2: Montepulciano to Pienza
Distance: 13/15 km | Ascent: 384 m | Descent: 504 m | Time: 4 hrs approx.
Starting from the church San Biagio you follow a quiet path with great views through undulating landscapes, passing wineries, vineyards and olive groves galore. After a while you reach the peaceful village of Montichiello where you can stop for lunch or a quick cappuccino before continuing to Pienza.
Pienza has been a popular destination since the 1400s and the pope palace, the cathedral and the gardens still look like they did in the Renaissance. The town, known for its truffles and delicious pecorino cheese, is a great place to sample some of the many Tuscan delicacies. The view over Val d’Orcia from the town walls is spectacular!
Overnight: Pienza
Day 3: Pienza to Bagno Vignoni
Distance: 12 km | Ascent: 197 m | Descent: 418 m | Time: 4 hrs approx.
This day you will be walking through a beautiful area of soft hills, oak forests, cypress trees and pretty villages. In Bagno Vignoni you can spend the afternoon relaxing in the thermal baths that get its warm water directly from the town’s underground springs. People have benefited from the healing power of this water since the Roman times, and it is perfect for tender legs and feet.
Overnight: Bagno Vignoni
Day 4: Transfer to Castelnuovo dell’Abate and walk to Montalcino
Distance: 13 km | Ascent: 450 m | Descent: 280 m | Time: 5 hrs approx.
Today you will walk mainly on wide dirt paths. As you arrive in the village Castelnuovo dell’Abate, take some time to enjoy the beautiful Sant’Antimo Abbey, a former Benedectine monastery dating back to the 8th century A.C. The first part of the route to Montalcino is extremely panoramic, with fabulous views over the Orcia valley, while the last few km are in tranquil woodlands. On arrival in Montalcino, you can reward yourself for your efforts with a glass of one of the exquisite local wines.
Montalcino is situated about 750 metres above the sea and there’s a fine view over the surrounding area from there. The world-famous wine Brunello di Montalcino is produced here, and in the historic centre you will find several wine cellars, craft workshops, charming cafés and shops selling local specialties such as honey and ‘ossi di morto’ biscuits.
Overnight: Montalcino
Day 5: Montalcino to Buonconvento
Distance: 15/18 km | Ascent: 316 m | Descent: 619 m | Time: 5 hrs approx.
A hearty breakfast will set you up for a long but enjoyable day of walking in the famous Brunello wine region, passing vineyards and olive groves, then again entering the beautiful Tuscan landscape of the Crete Sensi and Buonconvento.
Overnight: Buonconvento
Day 6: Monte Oliveto Maggiore to Buonconvento
Distance: 14 km | Ascent: 382 m | Descent: 460 m | Time: 5 hrs approx.
You start the day with a short transfer to the Benedictine monastery Monte Oliveto Maggiore situated high on a wooded peak in lonely majesty. The monastery was founded in the beginning of the 14th century and quickly obtained a great reputation due to its many prominent religious personalities. Most of the impressive complex dates back to the 15th and 16th centuries and today it is home to one of the largest and most active Benedictine assemblies. The monastery’s church is open to visitors and there is also a small restaurant, a café and a souvenir shop run by the monks.
When you have finished exploring the monastery you walk back through a beautiful, undulating landscape passing the village of Chiusure en route. The track also leads you through a wooded area and once again you will have some lovely views over the Crete Senesi landscape before reaching Bunconvento once again.
Overnight: Buonconvento
Day 7: Monteroni d’Arbia to Siena
Distance: 10 km | Ascent: 227 | Descent: 187 m | Time: 4 hrs approx.
You start your last day of hiking with a transfer to Monteroni d’Arbia from where you start your walk towards Siena. The route traverses a hilly terrain with several villages along the way. When you reach Arbia you take the train to Siena; a beautiful and historically interesting town that you have plenty of time to explore.
Overnight: Siena
Day 8: Departure from Siena
Your Val d’Orcia hiking holiday has come to an end. From Siena there are good train connections to Rome, Pisa and Florence.
Day 1: Arrive in Montepulciano
Your hiking holiday in Tuscany starts in the wine town of Montepulciano. Situated high on a hilltop with medieval architecture and steep streets, the little town reeks of historical charm. Getting to Montepulciano is easy; from either Rome, Florence or Pisa you can take the train to Chiusi and from there a local bus or taxi. When you have arrived we recommended taking a seat in one of the many lovely wine bars and enjoy a glass of local red while enjoying the impressive view over the hilly Tuscan landscape that you will soon explore on foot.
Overnight: Montepulciano
Day 2: Montepulciano to Pienza
Distance: 13/15 km | Ascent: 384 m | Descent: 504 m | Time: 4 hrs approx.
Starting from the church San Biagio you follow a quiet path with great views through undulating landscapes, passing wineries, vineyards and olive groves galore. After a while you reach the peaceful village of Montichiello where you can stop for lunch or a quick cappuccino before continuing to Pienza.
Pienza has been a popular destination since the 1400s and the pope palace, the cathedral and the gardens still look like they did in the Renaissance. The town, known for its truffles and delicious pecorino cheese, is a great place to sample some of the many Tuscan delicacies. The view over Val d’Orcia from the town walls is spectacular!
Overnight: Pienza
Day 3: Pienza to Bagno Vignoni
Distance: 12 km | Ascent: 197 m | Descent: 418 m | Time: 4 hrs approx.
This day you will be walking through a beautiful area of soft hills, oak forests, cypress trees and pretty villages. In Bagno Vignoni you can spend the afternoon relaxing in the thermal baths that get its warm water directly from the town’s underground springs. People have benefited from the healing power of this water since the Roman times, and it is perfect for tender legs and feet.
Overnight: Bagno Vignoni
Day 4: Transfer to Castelnuovo dell’Abate and walk to Montalcino
Distance: 13 km | Ascent: 450 m | Descent: 280 m | Time: 5 hrs approx.
Today you will walk mainly on wide dirt paths. As you arrive in the village Castelnuovo dell’Abate, take some time to enjoy the beautiful Sant’Antimo Abbey, a former Benedectine monastery dating back to the 8th century A.C. The first part of the route to Montalcino is extremely panoramic, with fabulous views over the Orcia valley, while the last few km are in tranquil woodlands. On arrival in Montalcino, you can reward yourself for your efforts with a glass of one of the exquisite local wines.
Montalcino is situated about 750 metres above the sea and there’s a fine view over the surrounding area from there. The world-famous wine Brunello di Montalcino is produced here, and in the historic centre you will find several wine cellars, craft workshops, charming cafés and shops selling local specialties such as honey and ‘ossi di morto’ biscuits.
Overnight: Montalcino
Day 5: Departure from Montalcino
Your Val d’Orcia hiking holiday has come to an end. From Montalcino, you can take a bus to Buonconvento, where there are train connections to Florence, Pisa and Rome.
Getting to Montepulciano
Departure from Siena
| From Siena you can take the train back to Pisa (2h00-3h15), Florence (2h15-3h15) or Rome (2h15-3h20). Again, please see Trenitalia’s website for timetable planning. | |
| We will send you a pre-departure information pack, which contains detailed public transport information. |
Departure from Montalcino
| / | If you have booked the 5-day tour, you will finish in Montalcino. From there, you will need to take a bus (30 mins) or taxi to Buonconvento. There, you will find train connections to Florence, Pisa, Rome and other destinations in Italy.
Visit www.trenitalia.it for times, prices and booking. |
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