GemmaAssisi is a town that feels like it’s been plucked straight from a storybook. Nestled in the rolling hills of Umbria, Italy, it’s a place where history whispers from every stone, and nature paints breathtaking views at every turn. But the best way to really soak it all in isn’t by rushing from monument to monument—it’s by walking. Wandering through Assisi’s streets and surrounding countryside allows you to feel its rhythm, hear the birds, smell the fresh earth, and occasionally bump into a curious cat lounging on ancient steps.
Whether you’re a seasoned hiker, a casual stroller, or someone who just enjoys getting lost in beauty, these 14 scenic walks around Assisi are experiences you’ll truly love. From medieval lanes to tranquil olive groves and panoramic viewpoints, there’s a path here for every mood and every pace. Let me show you how I make the most of exploring Assisi on foot.
1. Rocca Maggiore Walk
Start your adventure at the iconic Rocca Maggiore, the fortress that towers over Assisi. This walk is perfect for those who love a mix of history and epic views. From my own personal experience, climbing up to the fortress is worth every step—you feel like a medieval explorer scaling stone walls that have stood for centuries.
The walk begins at Piazza San Francesco and winds through cobbled streets, gradually ascending toward the fortress. Along the way, you’ll catch glimpses of terracotta rooftops, charming balconies, and the lush Umbrian hills stretching into the horizon. Once at the top, the panoramic views of Assisi, the valley below, and Mount Subasio are breathtaking. Pack some water, wear comfortable shoes, and take your time—this isn’t a race, it’s a journey through time.
2. San Damiano Path
If you’re drawn to spiritual sites and serene landscapes, the San Damiano walk is a must. This trail leads to the monastery where St. Francis famously prayed and began his mission. The path is lined with cypress trees and wildflowers in spring, making it feel like walking through a living postcard.
As you approach the monastery, you’ll notice the calm aura that seems to hang in the air. Sit for a few minutes, take in the tranquility, and listen to the subtle rustle of leaves—it’s a walk that touches both the eyes and the soul.
3. Eremo delle Carceri Hike
For those who crave a deeper connection with nature, the Eremo delle Carceri hike is an unforgettable choice. This forested sanctuary, perched on Mount Subasio, was once a retreat for St. Francis and his followers. The trail winds through fragrant woods, past small chapels hidden among the trees, and opens up to quiet spots perfect for reflection.
From my overall experience, mornings here are magical—the sunlight filters through the trees in golden beams, and the soft murmur of the forest makes you feel miles away from the modern world. Bring sturdy shoes and perhaps a picnic to enjoy at one of the scenic clearings.
4. Via San Rufino Stroll
If you love historic architecture without leaving the heart of Assisi, Via San Rufino is your street. This charming walk takes you past the Cathedral of San Rufino, with its intricate stonework, and winds through narrow alleys lined with artisan shops.
You’ll find tiny cafés serving fresh espresso and pastries—perfect for a mid-walk pause. The beauty of this stroll lies in its simplicity: each step feels like stepping back in time, while still being surrounded by the gentle hum of everyday life.
5. Santa Maria degli Angeli Path
This walk connects Assisi with the larger, peaceful suburb of Santa Maria degli Angeli. The highlight is the stunning Basilica of Saint Mary of the Angels, home to the Porziuncola, a tiny chapel with immense historical and spiritual significance.
The walk itself is flat and easy, making it ideal if you want a scenic, low-effort experience. Olive groves and vineyards line the path, and during the evening, the golden light makes the landscape feel like a painting. If you’re into photography, this is the perfect spot to capture Assisi’s countryside at its most dreamy.
6. Mount Subasio Loop
For the adventure seekers, the Mount Subasio loop is a longer, more challenging hike. This circular route takes you through dense forests, open meadows, and rocky outcrops, offering 360-degree views of Assisi and the surrounding valley.
From my own personal experience, tackling this loop is a satisfying mix of exercise and exploration. Along the way, you might spot wildflowers, birds of prey, or even a shepherd with his flock—each moment adding to the authentic Umbrian experience.
7. Pian d’Assisi Walk
Pian d’Assisi is a quieter area, perfect if you want to escape the crowds. The walk through this plateau offers peaceful paths surrounded by olive trees, vineyards, and distant hills.
The charm of this walk lies in its simplicity. There’s no rush, no strict itinerary—just you, the open landscape, and the occasional local farmer tending to their land. If you’re looking for a contemplative stroll, Pian d’Assisi is the place to go.
8. Rivotorto Trail
The Rivotorto trail leads to the Sanctuary of Rivotorto, a site closely tied to St. Francis and the early Franciscan community. The path is easy to follow and surrounded by nature, making it perfect for a relaxed morning or late afternoon walk.
As you approach the sanctuary, you’ll notice the rustic charm of old stone buildings and the gentle hum of rural life. For anyone interested in history, spirituality, or photography, this trail offers a little bit of everything.
9. Valle Umbra Exploration
Valle Umbra, or the Umbrian Valley, is a stunning region just below Assisi. A walk through this valley offers wide-open spaces, farms, and tiny villages, each with its own character.
From my overall experience, the best way to explore Valle Umbra is without a strict route. Take small paths, stop to chat with locals, and let curiosity guide you. The valley’s charm is in its authenticity and the endless views of rolling green hills.
10. Eremo dei Monaci Path
This walk is a bit off the beaten path but well worth it. The Eremo dei Monaci, a small hermitage, is nestled among forests and hills. The trail leading there is shaded and peaceful, perfect for escaping the summer heat or enjoying a quiet morning.
Along the way, you’ll notice the beauty of untouched nature—moss-covered rocks, clear streams, and birdsong that feels almost theatrical. It’s a walk that reminds you why you came to Assisi in the first place: for peace, reflection, and breathtaking views.
11. San Pietro Hillside Walk
This scenic walk starts near the Church of San Pietro and winds up a gentle hillside. The reward? Stunning views of Assisi’s rooftops and the valley beyond.
The path is lined with small chapels and rustic stone walls, giving you plenty of photo opportunities. From my own personal experience, timing your walk during sunset is magical—the warm glow turns the town and hills into a canvas of soft light and long shadows.
12. Monte Subasio Sunrise Hike
For early risers, nothing beats a sunrise hike up Monte Subasio. The trail is moderately challenging, but reaching the summit before dawn is an unforgettable experience. You’ll watch the sun slowly illuminate Assisi, the valley, and the surrounding peaks in hues of pink, gold, and purple.
It’s quiet, it’s peaceful, and it’s a memory that sticks with you long after your visit. If you love nature and don’t mind an early alarm, this walk is a must.
13. Tordibetto Countryside Stroll
This lesser-known path takes you through the countryside near Tordibetto. Olive groves, vineyards, and small farms dominate the landscape, giving a real sense of rural Umbrian life.
It’s easy to get lost in the beauty of this walk. The charm here is subtle: the way sunlight filters through leaves, the sound of a distant church bell, or a cat that watches curiously from a stone wall. This is slow travel at its finest.
14. Assisi City Center Circuit
Finally, don’t forget the city center itself. A circular walk through Assisi’s streets allows you to appreciate its medieval architecture, bustling piazzas, and hidden corners. Start at Piazza del Comune and weave your way through the labyrinth of alleys, stopping at cafes, artisan shops, and viewpoints along the way.
From my overall experience, walking the city center in the early morning or late evening is ideal. The streets are quieter, the light softer, and every step feels like a discovery.
Final Thoughts
Exploring Assisi on foot is a journey you won’t forget. Each walk, whether steeped in history, surrounded by nature, or winding through quiet streets, offers its own unique charm. From my own personal experience, there’s a joy in taking your time, noticing details others might miss, and letting the town reveal itself at its own pace.
Pack comfortable shoes, a water bottle, and an open heart. Whether you choose one of these 14 scenic walks or try them all, Assisi promises views, history, and experiences that will stay with you long after you leave.
I’m Gemma, a passionate lifestyle blogger sharing my creative world with you. Gemitaliano.com is my little corner of the internet, glad you’re here.