Picture this: You’re behind the wheel, the warm Italian sun filtering through the windows, and every twist in the road unveils a new treasure. You’re not on the tourist-packed streets of Rome or Florence—no, this is something different, something more intimate. You’ve arrived in Umbria, Italy’s best-kept secret, a land of rolling hills, medieval towns, and timeless beauty.
If you’ve been dreaming of exploring a place that captures the heart and soul of Italy—without the crowds—then this 10-day Umbria road trip is for you. From the moment you land at Rome’s Fiumicino Airport, you’ll be whisked away into a world of charm, history, and natural beauty. And the best part? The trip is designed with a leisurely pace so you can truly savor the sights, flavors, and stories of Umbria.
Let me take you on a journey through some of Umbria’s most captivating towns and hidden gems. Ready to go? Let’s dive in!
- The Ultimate 10-Day Umbria Road Trip Itinerary
- Day 1: Arrive in Rome and Head to Orvieto
- Day 2: Castiglione del Lago (Lake Trasimeno)
- Day 3: Perugia
- Day 4: Gubbio
- Day 5: Assisi
- Day 6: Spello & Bevagna
- Day 7: Cascia
- Day 8: Spoleto
- Day 9: Todi
- Day 10: Return to Rome & Fly back home
- 10-Day Umbria Road Trip Itinerary – summary
- Map of the Ultimate Umbria Road Trip
- Final Thoughts
The Ultimate 10-Day Umbria Road Trip Itinerary
For this Umbria road trip, I chose Rome Fiumicino Airport (FCO) as the starting point since I started my Umbria trip flying into Rome. I rented a car online in advance (Check affordable rental cars here and get surprised by how affordable they can be!), picked it up upon my arrival at the airport, and headed to Umbria.
However, you can also start this Umbria road trip by flying into Perugia Airport (PEG) if you can find a suitable flight from your destination to Perugia. Pick up a rental cat at Perugia airport and follow my Umbria road trip itinerary from there.
Day 1: Arrive in Rome and Head to Orvieto
Rome to Orvieto distance: 120 km (1.5 hours)
You’ve just touched down in Rome, and already, the adventure begins. The drive from Rome to Orvieto is about 1.5 hours, taking you through the scenic Umbrian countryside. As you approach Orvieto, perched high on a volcanic rock, you’ll be greeted by stunning views and a town that feels straight out of a dream.
Orvieto is a town full of history and magic. Its Duomo di Orvieto (Cathedral) is jaw-dropping, with a façade that’s so ornate, it feels like something from a fairy tale. Spend the afternoon wandering through the medieval streets, discovering little cafes, and exploring the underground tunnels—an ancient labyrinth beneath the town, waiting to tell its secrets.
Where to stay:
Stay overnight at Hotel Palazzo Piccolomini. This 4-star hotel is located in a Renaissance palace, just a short walk from Orvieto’s main attractions. The rooms are comfortable, and the hotel’s elegant atmosphere will make you feel like you’re stepping back in time.
Main sites in Orvieto:
- Duomo di Orvieto (Orvieto Cathedral) & Cappella di San Brizio (Chapel of San Brizio) – houses some of the most important Renaissance works in Italy
- Pozzo di San Patrizio (St. Patrick’s Well) – the 16th-century cistern with two spiral staircases
- Orvieto Underground (Orvieto Sotterranea) – the subterranean passages with ancient cisterns, ovens, and Etruscan tombs.
- Palazzo dei Sette – the seat of the medieval Orvieto government
- Torre del Moro (Moro Tower) – a medieval tower right with a 360-degree view of the town, vineyards, and the distant Apennine mountains
- Museo Archeologico Nazionale (National Archaeological Museum) – showcases Etruscan artifacts, tombs, pottery, and sculptures
- San Giovenale Church – a beautiful Romanesque church with remarkable frescoes
- Piazza del Popolo – the main square surrounded by cafes and medieval buildings
- The Etruscan Necropolis of Crocifisso del Tufo – tombs carved into the volcanic tuff rock
Day 2: Castiglione del Lago (Lake Trasimeno)
Orvieto to Castiglione del Lago distance: 70 km (1 hour)
After a leisurely breakfast in Orvieto, it’s time to head towards Castiglione del Lago, a serene lakeside town on the shores of Lake Trasimeno. The drive takes you through the lush Umbrian landscape, dotted with olive groves and vineyards. As you approach the town, you’ll be greeted by the sparkling blue waters of the lake.
Castiglione del Lago is perfect for those who want to unwind. Take a walk around the historic town center, visit Rocca del Leone, and perhaps even hop on a boat to one of the nearby islands. The tranquility here is something you won’t want to leave behind.
Where to stay:
Book a stay at Hotel Aganoor, a few steps from the castle and overlooking Lake Trasimeno. It’s a perfect place to unwind and reflect on your journey.
Main sites in Castiglione del Lago:
- Rocca del Leone – A medieval fortress with panoramic views of Lake Trasimeno, offering a glimpse into the town’s strategic military past.
- Piazza Gramsci – The central square of Castiglione del Lago, a lively space surrounded by historic buildings and cafes, perfect for soaking in the local atmosphere.
- Chiesa di San Domenico – A beautiful church featuring an elegant interior and historical significance, located near the town center.
- Lungolago – The picturesque lakeside promenade offering stunning views of Lake Trasimeno, ideal for leisurely walks and boat tours.
- Palazzo Comunale – The town hall of Castiglione del Lago, a historic building that adds to the charm of the town’s central area.
- Chiesa di Santa Maria Maddalena – A historic church with beautiful frescoes and artwork, located just outside the main town center.
- Isola Maggiore – A serene island on Lake Trasimeno, accessible by boat, known for its charming medieval village and peaceful atmosphere.
- Porta Senese – An ancient gate that marks one of the main entrances to the old town, showcasing the town’s defensive architecture.
Day 3: Perugia
Castiglione del Lago to Perugia distance: 50 km (1 hour)
It’s time to head to Perugia, the vibrant capital of Umbria. The drive is short, but the energy in Perugia is palpable. Known for its university, historical sites, and delicious chocolate (yes, Perugia is famous for Baci chocolates), this city is where ancient history meets modern energy.
Stroll through Piazza IV Novembre, the heart of the city, and take in the beauty of Fontana Maggiore and the Perugia Cathedral. If you’re a fan of art, don’t miss the National Gallery of Umbria—it’s home to some of the region’s most stunning works. And don’t leave without trying a little local delicacy, like porchetta (roast pork) or a piece of that world-famous chocolate!
Where to stay:
Check into Hotel Brufani Palace for a touch of luxury with an unforgettable view. Perched on a hilltop, this 5-star hotel offers panoramic views of the Umbrian countryside and boasts a beautiful indoor pool. The historic charm combined with modern amenities makes it perfect for those wanting to experience Perugia in style.
Main sites in Perugia:
- Piazza IV Novembre – The heart of Perugia, featuring stunning medieval architecture and the iconic Fontana Maggiore.
- Rocca Paolina – A massive fortress built on the ruins of ancient Perugia, offering panoramic views and an underground passageway.
- Perugia Cathedral (Cattedrale di San Lorenzo) – A beautiful Gothic cathedral with impressive artworks and a historic interior. (This private Perugia walking tour includes a visit Rocca Paolina and Perugia Cathedral and is the best-rated tour in Perugia!)
- Galleria Nazionale dell’Umbria – A renowned art gallery housing masterpieces from the Umbrian school, including works by Perugino and Piero della Francesca.
- Etruscan Arch (Arco Etrusco) – An ancient Etruscan gateway that marks the entrance to the city, dating back to the 3rd century BCE.
- Piazza della Repubblica – A lively square surrounded by medieval buildings, offering a vibrant atmosphere and cafes.
- Palazzo dei Priori – A grand medieval palace that now houses the National Gallery, with remarkable frescoes and intricate architecture.
- Church of San Domenico – A striking church known for its impressive Baroque design and significant religious artworks.
- Oratorio di San Bernardino – A small chapel famous for its Renaissance frescoes depicting the life of St. Bernardino of Siena.
Day 4: Gubbio
Perugia to Gubbio distance: 45 km (1 hour)
Your next stop is Gubbio, a town that feels like stepping back in time. As you drive into Gubbio, you’ll see its medieval walls and the mountains looming behind, setting the scene for a truly unique experience.
Gubbio is all about the medieval atmosphere. Walk around Piazza Grande, visit the Palazzo dei Consoli, and be sure to take a ride on the Funivia Colle Eletto cable car for panoramic views of the town and the surrounding hills. Gubbio’s old-world charm will have you feeling like you’ve stepped into a medieval fairy tale.
Where to stay:
Stay at Hotel Relais Ducale, located just steps from Piazza Grande. With its charming atmosphere and great location, it’s the perfect place to rest after a day of exploring.
Main sites in Gubbio:
- Piazza Grande – The central square of Gubbio, framed by medieval buildings.
- Palazzo dei Consoli – A majestic Gothic palace overlooking Piazza Grande, now housing the Museo Civico with important archaeological finds, including the Eugubine Tablets, a collection of bronze tablets with inscriptions that provide insight into the ancient Umbrian language and culture.
- Gubbio Roman Theatre – An ancient and well-preserved Roman theater dating back to the 1st century BCE.
- Chiesa di San Francesco – A beautiful church with a tranquil atmosphere, known for its frescoes and peaceful location outside the town center.
- Rocca (Rocca Flea) – A fortress perched on a hill offering panoramic views of Gubbio and the surrounding countryside.
- Basilica of St. Ubaldo – A pilgrimage site dedicated to the patron saint of Gubbio, located atop Mount Ingino, accessible by cable car or foot.
- Palazzo Ducale – A Renaissance palace originally built for the Duke of Urbino, with impressive rooms and historic significance.
- Fontana del Bargello – A beautiful medieval fountain located near the Palazzo dei Consoli, featuring intricate carvings and a picturesque setting.
Day 5: Assisi
Gubbio to Assisi distance: 40 km (1 hour)
Today, head to Assisi, the spiritual heart of Umbria and the birthplace of St. Francis. This town is a UNESCO World Heritage site, and as you walk through its streets, you’ll understand why. The entire town has a peaceful, almost ethereal vibe that draws you in.
Your first stop should be the Basilica di San Francesco, where you can admire the famous frescoes by Giotto. Wander through the town’s peaceful streets, and visit the Piazza del Comune, Santa Maria Maggiore, and the Basilica di Santa Chiara—every corner here has its own story to tell.
Where to stay:
Book a room at Nun Assisi Relais & Spa Museum , a stunning 5-star property that combines history with luxury. Located in a former monastery, Nun Assisi Relais offers sleek, modern rooms with breathtaking views of Assisi. The spa and wellness center are perfect for unwinding after a day of exploring, and the hotel’s restaurant serves up delicious Umbrian treats.
Main sites in Assisi:
- Basilica di San Francesco – A UNESCO World Heritage site, this magnificent basilica is home to frescoes by Giotto and the tomb of St. Francis. (This Assisi walking tour with a visit to the Basilica of St Francis is top-rated!)
- Piazza del Comune – The vibrant main square of Assisi, surrounded by historic buildings like the Palazzo dei Priori and the Temple of Minerva.
- Basilica di Santa Chiara – A beautiful Gothic church dedicated to St. Clare, housing her relics and an impressive rose window.
- Rocca Maggiore – A medieval fortress offering panoramic views of Assisi and the surrounding valley, perfect for exploring history and nature.
- Eremo delle Carceri – A serene hermitage located on Mount Subasio, where St. Francis and his followers withdrew for prayer and meditation.
- Chiesa Nuova – A baroque church built on the site of St. Francis’ childhood home, with stunning frescoes and a peaceful ambiance.
- Tempio di Minerva – A well-preserved Roman temple converted into a church, showcasing ancient Roman architecture in the heart of the town.
- Piazza San Rufino – A charming square featuring the impressive Romanesque Cathedral of San Rufino, where St. Francis and St. Clare were baptized.
- Chiesa di San Damiano – A significant church and convent where St. Francis received the famous “repair my church” message from Christ.
RELATED READ: The 12 Must-see Attractions in Assisi
Day 6: Spello & Bevagna
On day 6, make a day trip from Assisi to Spello and Bevagna.
Assisi-Spello distance: 15 km (20 minutes)
Just a short drive from Assisi, you’ll find Spello—a little gem that’s often overlooked but definitely deserves your attention. Spello is like a picture-perfect postcard, with its flower-filled balconies, narrow lanes, and charming streets. You’ll feel like you’ve discovered something special, something not everyone knows about.
Explore the Church of Santa Maria Maggiore, famous for its frescoes by Pinturicchio, and wander through the town’s lovely streets. The whole place has an inviting and laid-back feel.
After morning spent in Spello head to Bevagna for the afternoon.
Main sites in Spello:
- Piazza della Repubblica – The central square of Spello, surrounded by charming medieval buildings and vibrant cafes, offering a lively atmosphere.
- Santa Maria Maggiore – A beautiful Romanesque church famous for its stunning frescoes by Pinturicchio, depicting scenes from the life of Christ.
- Porta Consolare – A monumental Roman gate marking the entrance to Spello, showcasing impressive ancient stonework and a historic gateway to the town.
- Chiesa di San Lorenzo – A picturesque church known for its medieval architecture and peaceful atmosphere, offering panoramic views of Spello.
- Palazzo Comunale – The town hall of Spello, featuring Renaissance-era architecture and artwork, as well as a panoramic terrace overlooking the town.
- Roman Amphitheater – An ancient Roman amphitheater, partially preserved, where you can see remnants of Spello’s once-thriving Roman past.
Spello to Bevagna distance: 20 km (30 minutes)
Drive to Bevagna, a small medieval town that’s a true hidden gem of Umbria. Bevagna is full of Roman ruins, charming streets, and quiet piazzas. It’s one of those towns where you can really slow down, take in the surroundings, and enjoy the peaceful atmosphere.
Be sure to visit the Palazzo dei Consoli and the Church of San Michele Arcangelo, and if you’re there during the summer, check out the Mercato delle Gaite, a medieval festival that brings the town’s history to life.
Where to stay:
For a relaxing stay, check out Antico Borgo Carceri & Wellness, 7 minutes from the center of Bevagna and 20 minutes from Spello. This small hotel offers a delightful escape with its charming pool and breathtaking views of the Umbrian countryside.
Main sites in Bevagna:
- Piazza Silvestri – The picturesque main square of Bevagna, surrounded by medieval buildings, including the town hall and two beautiful churches.
- Chiesa di San Michele Arcangelo – A Romanesque church with a distinctive façade, housing important medieval artworks and sculptures.
- Teatro Comunale – A charming 19th-century theater located in a former medieval building, known for its intimate setting and cultural events.
- Basilica di San Giovanni Battista – A medieval church with a stunning Romanesque design, featuring frescoes and intricate stonework.
- Porta Venere – One of the well-preserved gates of the town, offering a glimpse into the medieval fortifications of Bevagna.
Day 7: Cascia
Bevagna to Cascia distance: 70 km (1 h 10 min)
Today’s drive will take you to Cascia, a quiet town nestled in the Apennine Mountains. This town is home to the Basilica di Santa Rita, where you can pay your respects to one of Italy’s most beloved saints.
RELATED READ: Visiting the Basilica of St Rita of Casica in Umbria, Italy.
Cascia feels like a retreat from the world, with its peaceful atmosphere and stunning mountain views. Take some time to explore the basilica and enjoy the quiet serenity of the town. If you’re a nature lover, the surrounding mountains are perfect for a peaceful walk.
Main sites in Cascia:
- Basilica di Santa Rita – A stunning basilica dedicated to St. Rita, housing her relics and attracting pilgrims from around the world.
- Monastero di Santa Rita – A tranquil monastery where St. Rita spent her final years, offering a serene atmosphere for reflection and prayer.
- Piazza Cavour – The town’s main square, a charming space lined with historic buildings, cafes, that offers a pleasant setting for a leisurely stroll.
- Castello di Cascia – A medieval castle overlooking the town, providing panoramic views of the surrounding Umbria region and a glimpse into the area’s history.
After visiting Cascia I recommend heading to Spoleto for an overnight sleep. Spoleto is 47 km (50 min) from Cascia and visiting Spoleto is on your itinerary on the next day.
Where to stay on the 8th day:
Stay at Hotel San Luca in Spoleto on the 8th day.
Day 8: Spoleto
Start exploring Spoleto after breakfast.
Spoleto is a gorgeous Umbrian town boosting both Roman and medieval heritage. The Ponte delle Torri, a medieval aqueduct turned bridge, is one of Spoleto’s most iconic landmarks, and the Rocca Albornoziana fortress offers amazing views over the surrounding countryside.
If you’re visiting in the summer, Spoleto’s Festival dei Due Mondi is a must-see, but even without the festival, Spoleto is a charming town to explore on foot, with its ancient streets and beautiful views.
Where to stay:
Located right in the heart of Spoleto, Hotel San Luca offers easy access to the town’s main attractions. It’s a perfect blend of old-world charm and modern amenities. The rooms are spacious, and some offer views of the Spoleto Valley. Plus, the central location means you can walk to all the town’s historic sites.
Main sites in Spoleto:
- Duomo di Spoleto (Cathedral of Santa Maria Assunta) – A magnificent cathedral known for its stunning frescoes by Filippo Lippi and a striking Romanesque façade.
- Rocca Albornoziana – A medieval fortress offering breathtaking views of the town and surrounding valley, with a museum showcasing Spoleto’s history.
- Ponte delle Torri – A dramatic, ancient aqueduct-turned-bridge that spans the Valle della Spoleto, offering spectacular views and a glimpse of medieval engineering.
- Teatro Romano – An ancient Roman theater, partially restored, that still hosts performances and offers insight into Spoleto’s Roman heritage.
- Piazza del Duomo – A picturesque square in front of the Cathedral of Spoleto, surrounded by medieval buildings and a vibrant atmosphere.
- Villa Redenta – A scenic park with romantic gardens and historical significance, perfect for a peaceful walk amid nature.
- Chiesa di San Francesco – A historical church, home to significant frescoes, including a cycle attributed to Filippo Lippi.
Day 9: Todi
Spoleto to Todi distance: 47 km (50 min)
On the 9th day make your way to Todi, a charming town perched on a hill with stunning views of the surrounding valley. Spend the morning exploring the Piazza del Popolo and the lovely medieval streets. Take this walking tour to learn more about of this gorgeous medieval Umbrian town.
Where to stay in Todi?
Relais Todini is a luxury hotel set in a historic estate just outside of Todi, nestled in the Umbrian hills. If you prefer a scenic and tranquil retreat, Relais Todini is an excellent choice. It offers a beautiful vineyard, stunning views, and a high-end spa.
Main sites in Todi:
- Piazza del Popolo – The central square of Todi, surrounded by beautiful medieval buildings, offering a perfect setting for leisurely walks and local events.
- Cattedrale di Santa Maria Assunta – A Romanesque cathedral with a striking façade, renowned for its beautiful interior and peaceful ambiance.
- Palazzo del Popolo – A historic palace in Piazza del Popolo, now housing municipal offices, with an impressive medieval architecture and grand hall.
- Chiesa di San Fortunato – A stunning church known for its Gothic design and the tomb of the famous local saint, Fortunato, offering panoramic views of the town.
- Ponte di Todi (Roman Bridge) – An ancient Roman bridge that crosses the Tevere River, offering a glimpse into Todi’s Roman history and providing scenic views.
- Tempio di Santa Maria della Consolazione – A Renaissance-era temple with a beautiful octagonal structure, often considered one of the finest architectural landmarks in Umbria.
- Museo Civico di Todi – A local museum showcasing the town’s art, history, and archaeological finds, housed in a historic building with medieval frescoes.
- Chiesa di San Giovanni Battista – A lovely church known for its simplicity and historical frescoes, located near the town’s historic center.
- Giardini Oberdan – A picturesque park offering relaxing walks, scenic views of the surrounding countryside, and the ideal spot for a peaceful moment.
- Todi’s Medieval Walls – The well-preserved medieval walls surrounding the town, offering scenic walking routes and glimpses into the town’s defensive past.
Day 10: Return to Rome & Fly back home
Todi Rome Fiumicino Airport distance: 16 km (1 h 50 min)
After soaking in the last bit of Umbria’s beauty, it’s time to drive back to Rome (about 1.5 hours) for your flight home, reflecting on an unforgettable journey through Italy’s heart.
10-Day Umbria Road Trip Itinerary – summary
| Town in Umbria to visit | Place to stay | |
| Day 1 | Orvieto | Hotel Palazzo Piccolomini in Orvieto |
| Day 2 | Castiglione di Lago | Hotel Aganoor in Castiglione di Lago |
| Day 3 | Perugia | Hotel Brufani Palace in Perugia |
| Day 4 | Gubbio | Hotel Relais Ducale in Gubbio |
| Day 5 | Assisi | Nun Assisi Relais & Spa Museum in Assisi |
| Day 6 | Spello & Bevagna | Antico Borgo Carceri & Wellness in Bevagna |
| Day 7 | Cascia | Hotel San Luca in Spoleto |
| Day 8 | Spoleto | Hotel San Luca in Spoleto |
| Day 9 | Todi | Relais Todini in Todi |
| Day 10 | Back to Rome |
Map of the Ultimate Umbria Road Trip
Final Thoughts
This 10-day Umbria road trip is an experience you won’t soon forget. From ancient hilltop towns to serene lakesides, this itinerary offers the perfect blend of history, culture, and natural beauty. And because Umbria is less crowded than other Italian regions, you’ll feel like you’ve uncovered Italy’s best-kept secret.
So, are you ready? Pack your bags, hit the road, and let Umbria’s charm work its magic on you!
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