Val d'Orcia Itinerary
The Val d'Orcia Road Trip is a great way to experience the beauty and culture of Italy. Starting in the city of Montepulciano and ending in Radicofani, this 87km route leads through some of the most picturesque towns in the region, including Pienza, Montalcino, and Castiglione D'Orcia. Along the route, you will be able to soak in the views of rolling hills, vineyards, and cypress trees, as well as explore UNESCO World Heritage sites and other historical monuments. The roads are generally in excellent condition, but be aware that some sections are curvy and narrow. The best time to take this trip is during the spring and fall when the temperatures are mild. With its incredible sights, rich history, and reasonable budget, the Val d'Orcia Road Trip is a must for any visitor to the region. It's an experience you won't soon forget!
2
number of days
87 km
route length
fair
budget
family
good for
on the right
traffic direction
low
accident level
START
Montepulciano
Distance 87 km
Driving time 2.2 h
Pace: slow
19.9 kWh
Airports
SAY
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PEG
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Montepulciano is a small hilltop town in the southern region of Tuscany, Italy. Located between the Val di Chiana and Val d'Orcia valleys, it is the perfect starting point for the Val d'Orcia Road Trip.
The town of Montepulciano is steeped in history, and visitors can explore the cobblestone streets, medieval architecture, and stunning views of the Val d'Orcia valley. The town is home to several impressive churches, including the Church of San Biagio, built in 1518 and known for its striking Renaissance façade.
In addition to its historical sites, Montepulciano is also known for its wine production. Visitors can tour the many wineries and sample the region's famous Vino Nobile di Montepulciano.
The closest international airport to Montepulciano is Rome Ciampino Airport (CIA). Car rentals are available at the airport, making it easy to begin your road trip.
The Val d'Orcia Road Trip is one of Italy's most popular routes, taking travelers through some of the Tuscan countryside's most stunning landscapes. Along the way, visitors can stop in hilltop towns like Pienza and Montalcino, home to some of the best wines in the world.
No matter where you start in Montepulciano, you're sure to have an unforgettable experience.
1
Montepulciano
- Pienza
Distance 14 km
Driving time 0.4 h
Pace: slow
3.3 kWh
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Itinerary
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Embark on a memorable 14km road trip from Montepulciano to Pienza. Along the way, you will be rewarded with breathtaking views of rolling hills, sun-drenched vineyards, and ancient architecture. The entire route will take you less than an hour, but you will want to take your time and enjoy the scenery.
As you drive, you will pass by the UNESCO Heritage sites of the Piazza Grande and the Cathedral of Pienza. You will also be able to admire the winding roads of the Val d’Orcia valley, and the narrow streets of the Montepulciano old town. Make sure to take advantage of the many photo opportunities of this scenic route!
For more information on attractions, accommodation options, recommended restaurants, and campsites along the route, be sure to consult the “Itinerary” of this stage. Enjoy the journey!
Pienza - Italy - Europe - Scenic Drive - Public Domain Pictures
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2
Pienza
- Montalcino
Distance 22 km
Driving time 0.5 h
Pace: modest
5.8 kWh
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Embark on a magical journey along the winding roads of the Val d'Orcia, starting in the beautiful town of Pienza, and ending in the stunning Montalcino. This 22 km journey will take you no more than an hour and will allow you to explore two UNESCO Heritage sites. As you drive, pay attention to the historic sites, the winding roads, and the narrow sections. You can also take in some of the breathtaking views of the Tuscan countryside. At the end of the road, you will find Montalcino, where you can explore the gorgeous old city center and sample some of the renowned local wines. For more information about attractions, accommodation options, recommended restaurants, and campsites along the way, please consult the “Itinerary” of this stage. So, hop in your car and enjoy the captivating scenery of the Val d'Orcia!
Montalcino - Italy - Europe - Scenic Drive - commons.wikimedia.org
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3
Montalcino
- Castiglione D`Orcia
Distance 21 km
Driving time 0.5 h
Pace: modest
5.5 kWh
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Are you ready for a beautiful 21 km road trip from Montalcino to Castiglione D'Orcia? You'll be able to witness stunning views of the Tuscan countryside as you drive through this picturesque route in less than 1 hour. Make sure to keep your eyes peeled for some UNESCO Heritage sites along the way! The road is winding in several sections, so be sure to take it slow and enjoy the scenery. Some sections may be a bit narrow, so keep an eye out for oncoming traffic. On this journey, you'll be able to visit important historical sites like the Rocca di Tentennano and the San Antimo Abbey. Once you reach Castiglione D'Orcia, you'll have the opportunity to admire the breathtaking views of the Val d'Orcia. Make sure to check the itinerary for this stage to get more information about attractions, accommodation options, recommended restaurants, and campsites along the route. Bon voyage!
Castiglione D`Orcia - Italy - Europe - Scenic Drive - Wikimedia Commons
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4
Castiglione D`Orcia
- Radicofani
Distance 29 km
Driving time 0.9 h
Pace: slow
6.6 kWh
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Embark on a 29km road trip from Castiglione d'Orcia to Radicofani, an adventure that will take you less than an hour. Along the way, you will be treated to some breathtaking views, as the road winds through the rolling hills of the Val d'Orcia. Keep an eye out for the narrow sections of the road, as well as the occasional hairpin turn. You'll pass through towns like San Quirico d'Orcia, Pienza, and San Giovanni d'Asso, which offer plenty of opportunities for sightseeing and shopping. Be sure to check out the spectacular views of the Rocca di Radicofani, one of the most iconic castles in the region. And don't forget the Palazzo Piccolomini, where Pope Pius II once resided! For more information on attractions, accommodation, restaurants, and camping spots along the route, be sure to check out the "Itinerary" section of this stage.
Radicofani - Italy - Europe - Scenic Drive - - Wikimedia Commons
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Radicofani
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Radicofani is a small commune located in the heart of the Val d'Orcia region in the province of Siena, Italy. It is a stunningly beautiful destination, surrounded by rolling hills and lush green valleys. Radicofani is an ideal place to end a road trip through the Val d'Orcia, and the perfect spot to take in the stunning landscape of the region.
The town itself is a picturesque spot with winding narrow streets and a panoramic view of the nearby countryside. The most interesting sites to visit in Radicofani include the 11th Century castle perched atop a hill, the ancient church of San Pietro, and the ruins of the old Roman amphitheater. For those looking to learn more about the town's history, the Museum of Rural Life is a great spot to explore.
If you plan to take the Val d'Orcia Road Trip by car, there are several routes to choose from. The most popular route is from Florence to Siena, with Radicofani being the final destination. The closest international airport to Radicofani is the Florence Airport (FLR), located about 90 kilometers away.
Radicofani is a beautiful destination, perfect for a road trip through the Val d'Orcia. With its stunning views, fascinating history, and incredible sites, it is the perfect ending point to a memorable journey.
Radicofani - Italy - Europe - Scenic Drive - Wikimedia Commons
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Val d'Orcia at a glance
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Start:
Montepulciano
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End:
Radicofani
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Distance:
87 km
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Stay:
2 days
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Getting there:
Siena-Ampugnano Airport (SAY),
Perugia San Francesco d'Assisi – Umbria International Airport (PEG)
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When to drive:
April, May, June, July, August, September, October
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More info:
More info you can find in the "Itinerary" section at each stage.
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