Umbria stole my heart the first time I visited this enchanting region of Central Italy. While most travelers flock to Assisi and Perugia, Umbria’s countryside hides dozens of charming medieval towns perched dramatically on hilltops. Each town has its own unique character and stories to tell. Beyond the famous destinations, towns like Orvieto, Gubbio, and Spello offer equally magical experiences without the crowds. They showcase some of Italy’s most spectacular landscapes and authentic cultural traditions.
I’ve spent countless afternoons wandering through narrow stone streets, discovering hidden piazzas, and enjoying local wines in these lesser-known gems. These small Umbrian towns provide a perfect escape from Italy’s tourist hotspots. They have well-preserved medieval architecture and panoramic views of olive groves and vineyards stretching across the countryside.
My travels through Umbria have convinced me that this region represents Italy at its most authentic. From Orvieto’s dramatic position atop a volcanic butte to the flower-lined streets of Spello and the medieval perfection of Gubbio, these towns offer visitors a chance to experience the true heart of Italy. Join me as I share my favorite discoveries from this unforgettable corner of Central Italy.

Unveiling Umbria’s Hidden Gems
Umbria’s true magic lies in its lesser-known towns, each offering unique experiences away from the tourist crowds. These hidden gems showcase the authentic soul of Italy’s green heart through distinctive architecture, culinary traditions, and breathtaking landscapes.
Spello: A Tapestry of Flower-Laden Streets
Walking through Spello feels like stepping into a living painting. This charming hillside town captivated me with its narrow medieval streets adorned with colorful flowers cascading from window boxes and balconies. During the annual Infiorate festival, locals create stunning floral carpets that transform the entire town into an aromatic art gallery.
The ancient Roman gates of Porta Venere and Porta Consolare stand as impressive entrances to this walled marvel. I spent hours getting happily lost among the stone houses with their distinctive pink hues from local quarries.
Don’t miss the Church of Santa Maria Maggiore with its remarkable Baglioni Chapel, showcasing Pinturicchio’s breathtaking frescoes. For the best views, I climbed to the top of the town where olive groves stretch toward the valley below.

Todi: Echoes of Medieval Grandeur
Perched dramatically atop a hill overlooking the Tiber Valley, Todi exemplifies the quintessential Umbrian hilltop town. Its perfectly preserved medieval center revolves around Piazza del Popolo, one of Italy’s most harmonious public squares.
I was amazed by the trio of impressive buildings dominating the piazza:
- Palazzo dei Priori with its imposing bell tower
- Palazzo del Capitano showcasing Gothic architecture
- Palazzo del Popolo housing the civic museum
The town’s defensive walls offer three distinct layers from different eras: Etruscan, Roman, and medieval. This architectural timeline tells the story of Todi’s strategic importance throughout history.
For lunch, I enjoyed local specialties at a small trattoria, savoring Umbrian wines and the spectacular panoramic views that have earned Todi recognition as one of Italy’s most livable towns.

Norcia: Culinary Haven in the Valnerina
Nestled within the dramatic mountains of southeastern Umbria, Norcia represents the heart of Umbrian gastronomy. Despite experiencing devastating earthquakes, this resilient town continues to draw visitors for its extraordinary food traditions.
Norcia’s name is so synonymous with fine cured meats that expert butchers across Italy are called “norcini.” Walking through town, I encountered numerous shops displaying hanging prosciutto, salami, and the prized black truffles harvested in surrounding forests.
The Benedictine monastery where St. Benedict was born adds spiritual significance to this culinary destination. Though damaged in recent earthquakes, restoration efforts showcase the town’s determination.
Don’t leave without trying the regional specialty, lentils from nearby Castelluccio. These tiny legumes grow in the colorful plains below the mountains and feature prominently in local cuisine alongside wild boar and truffle dishes.

Embracing the Serenity of Umbria’s Countryside
Umbria’s countryside offers a peaceful escape with rolling hills, vineyards, and ancient towns that seem frozen in time. The landscape is dotted with silver-green olive trees and vineyard rows that create a patchwork of natural beauty.
Montefalco: The Balcony of Umbria
Perched high on a hill, Montefalco earned its nickname “The Balcony of Umbria” for its breathtaking panoramic views. I spent a magical afternoon wandering its narrow medieval streets, stopping occasionally to take in the sweeping vistas of the valley below.
This town is famous for its Sagrantino wine, a robust red that’s among Italy’s most distinctive. The local wineries welcome visitors for tastings where I learned how these grapes have been cultivated here for centuries.
Beyond wine, Montefalco charms with its 14th-century frescoes in the Church of San Francesco and a central piazza that feels like stepping back in time. Olive groves surround the town, producing some of Umbria’s most flavorful olive oil.

Bevagna: Where Antiquity Lives On
Walking into Bevagna feels like entering a living museum. This ancient Roman settlement has preserved its historical character remarkably well. I found myself captivated by its medieval piazza, where locals gather at small cafés beneath stone arcades.
Unlike many hill towns, Bevagna sits on flat land, making it easy to explore on foot. Its Roman origins are visible in the remains of a 2nd-century temple and theater. The town comes alive during the Mercato delle Gaite festival when residents recreate medieval crafts and traditions.
Local restaurants serve traditional dishes paired with excellent local wines. I especially enjoyed dining outdoors, surrounded by ancient walls while sampling plates of handmade pasta with truffles – a true taste of Umbrian countryside.

A Journey Through Art and Devotion
Umbria’s artistic heritage shines through its religious buildings and sacred spaces. The region’s deep spiritual roots have inspired breathtaking architecture and masterful artworks that tell stories of faith and devotion.
Orvieto: A City Suspended Between Heaven and Earth
Perched dramatically on a volcanic butte, Orvieto seems to float between sky and earth. I was awestruck when I first glimpsed its magnificent Cathedral, a masterpiece of Italian Gothic architecture with a façade that glitters in the sunlight.
The interior houses frescoes by Luca Signorelli that influenced Michelangelo’s Sistine Chapel. Don’t miss the San Brizio Chapel with its vivid depictions of the Last Judgment.
Orvieto’s underground is equally fascinating. I explored ancient Etruscan caves and wells that reveal the city’s 3,000-year history. The St. Patrick’s Well, with its double helix staircase, shows the engineering genius of the Renaissance.

Gubbio: An Ageless Testament to the Past
Walking through Gubbio feels like stepping back in time. This perfectly preserved medieval town nestles against Mount Ingino and offers some of Umbria’s most authentic experiences.
The Palazzo dei Consoli dominates the landscape with its imposing Gothic structure. Inside, I discovered the Eugubine Tablets, ancient bronze inscriptions that provide rare insights into pre-Roman civilization.
St. Francis has a special connection to Gubbio. Legend says he tamed a wolf that terrorized the town. The tiny Church of St. Francis of the Peace marks this miracle.
The Festa dei Ceri (Race of the Candles) happens every May 15th. I watched in amazement as teams carried enormous wooden structures through steep streets in a tradition dating back centuries.

Experience Local Traditions and Festivities
Umbria bursts with authentic cultural experiences throughout the year. The small towns come alive with festivals that connect visitors to the region’s deep agricultural roots and medieval heritage.
Città della Pieve: The Spectrum of Saffron
I discovered Città della Pieve during their famous saffron festival in late October. This precious spice has been cultivated here since medieval times, turning the local economy golden just like the delicate threads harvested from crocus flowers.
The Palio dei Terzieri is another highlight where the town divides into three historic districts competing in archery contests. Locals dress in stunning Renaissance costumes that transport you back centuries.
Walking through narrow brick lanes, I sampled saffron-infused polenta topped with wild mushrooms. The Tourist Information center offers guided tours of nearby saffron fields where farmers demonstrate the meticulous harvesting process.

Trevi: An Ode to Olive Oil
Trevi’s passion for olive oil is impossible to miss. Perched on a hill and surrounded by silver-leaved olive groves, this town celebrates its liquid gold with the Festivol oil festival each autumn.
I joined a walking tour that wound through ancient pressing facilities where families have produced oil for generations. The guide explained how Umbria’s microclimate creates exceptionally aromatic oils with a peppery finish.
During evening passeggiata (the traditional Italian evening stroll), I watched locals debate the merits of different oil producers while enjoying bruschetta drizzled with fresh-pressed oil. The town square transforms into an outdoor tasting area where you can sample varieties from spicy to buttery.

Navigating Umbria: Travel Tips and Insights
I’ve found that renting a car gives you the most freedom to explore Umbria‘s charming hill towns. Many of these medieval gems are perched on steep slopes. This makes public transportation somewhat limited.
If driving isn’t your thing, the regional train system connects major towns like Perugia, Assisi, and Orvieto. For smaller villages, local buses fill the gaps. However, schedules can be sparse on Sundays and holidays.
Walking tours are absolutely the best way to experience these historic centers. Most towns have Tourist Information offices, typically near the main piazza. Here, you can grab free maps and sometimes book guided tours.
The Umbria Region is compact enough to use one town as your base for day trips. I stayed in Spello and found it perfectly positioned for exploring the eastern towns.
Best Times to Visit:
- Spring (April-June): Wildflowers and festivals
- Fall (September-October): Harvest celebrations and fewer tourists
- Winter: Quiet exploration and local experiences
Consider purchasing the Umbria Card for discounted entry to multiple museums and attractions throughout the region.
Most hill towns have limited or no car access in their historic centers. I usually park in designated lots outside the walls and walk in or take the occasional shuttle.
Pack comfortable walking shoes! These medieval streets are often steep and cobblestoned. I learned this lesson the hard way after a day exploring Gubbio in the wrong footwear.