Spring in Cortona is like a masterpiece coming to life. Imagine ancient streets bathed in golden sunlight, the scent of blooming flowers drifting through narrow alleyways, and a quiet sense of history lingering in the air. Nestled in the rolling hills of Tuscany, this charming town isn’t just a destination—it’s an experience that whispers stories of the past while inviting you to make your own.

If you’re planning a spring visit, you’re in for a treat. From my own personal experience, spring is the perfect season to explore Cortona. The weather is mild, the gardens are vibrant, and the crowds are pleasantly smaller than in peak summer. Let me walk you through 10 things to do in Cortona that you’ll truly love, including hidden gems, cultural experiences, and local delights that make this town unforgettable.


1. Stroll Through the Piazza della Repubblica

Your Cortona adventure should begin at the heart of the town: Piazza della Repubblica. This iconic square is where the town comes alive. In spring, outdoor cafés set up tables under colorful umbrellas, and you can sit with a coffee or a glass of wine, soaking in the energy of local life.

Take a moment to appreciate the Palazzo Comunale, the town hall, with its medieval architecture and panoramic views from the bell tower. You can climb the stairs for a breathtaking view over the rooftops and Tuscan hills. It’s one of those spots where you pause and realize, “Yes, this is why I traveled here.”

Humorously, it’s also the perfect place to people-watch—locals chatting, tourists fumbling with maps, and the occasional stray cat claiming a sunny spot on a stone bench.


2. Explore Cortona’s Etruscan Roots at the Museo dell’Accademia Etrusca

Cortona’s history is deep, dating back over 2,500 years. The Museo dell’Accademia Etrusca gives you a fascinating glimpse into its Etruscan past. Spring is a fantastic time to visit because the light streaming through the museum windows highlights the artifacts beautifully.

From intricately carved urns to ancient jewelry, you’ll see how the Etruscans shaped this town long before the Renaissance. Based on my overall experience, this museum can surprise you—many visitors underestimate Cortona’s historical significance, but these exhibits show just how rich its past really is.


3. Wander the Medieval Streets of Cortona

One of the best ways to explore Cortona is by simply wandering. Forget the map for a bit and let yourself get lost in its medieval streets. Spring flowers spill over balconies, artisan shops display handmade goods, and every turn reveals a charming alleyway begging to be photographed.

As you explore, you might stumble upon tiny chapels, tucked-away gardens, or a street musician playing under a stone arch. These spontaneous moments are often the ones you remember most. Plus, walking in the mild spring air is just pleasant—no sweltering heat or crowded streets to slow you down.


4. Visit the Basilica di Santa Margherita

The Basilica di Santa Margherita is not just a religious site; it’s a symbol of Cortona. This beautiful church, perched on the edge of the town, honors the life of Saint Margaret of Cortona, a figure whose story combines devotion, drama, and inspiration.

Step inside to admire the intricate artwork and relics. Then, don’t miss the view from the church’s terrace. From here, you can see the valley unfold in a patchwork of fields and vineyards. Based on my overall experience, this spot feels almost magical in spring, when the sunlight enhances every detail of the town’s landscape.


5. Savor Tuscan Cuisine at Local Osterias

You can’t visit Cortona without indulging in its food. Spring is ideal for enjoying fresh seasonal ingredients—artichokes, asparagus, and wild herbs make their way into traditional dishes. Try local specialties like pici pasta, ribollita (Tuscan vegetable soup), or a hearty Bistecca alla Fiorentina.

Many osterias have outdoor seating, perfect for watching the world go by while savoring every bite. And don’t forget to pair your meal with a glass of Tuscan wine—Chianti or Montepulciano are local favorites. From my own personal experience, taking time to enjoy meals slowly is one of the most authentic ways to soak up Cortona’s charm.


6. Discover Hidden Gardens and Panoramic Views

Cortona is full of secret gardens and terraces that reward those willing to explore. In spring, flowers burst into color, and the mild weather makes strolling between these spots a delight. The Giardino del Museo Diocesano is a serene garden with lovely views of the surrounding countryside, while the Fortezza Medicea offers expansive vistas over the Val di Chiana.

These locations aren’t always packed with tourists, which makes them ideal for reflective walks or photo opportunities. Plus, they’re perfect for taking a moment to breathe in the scent of spring in Tuscany.


7. Enjoy a Wine Tasting Experience

If there’s one thing Tuscany is famous for, it’s wine. Just outside Cortona, vineyards produce exceptional reds and whites. Many wineries offer spring tastings, where you can sample wines straight from the barrel and learn about the winemaking process.

Spring’s mild weather makes wine tastings even more enjoyable—you can sip a glass on a terrace while watching the rolling hills turn green. Based on my overall experience, these tastings are more than just drinks—they’re a deep dive into the culture, history, and passion that define the region.


8. Take a Day Trip to Lake Trasimeno

Just a short drive from Cortona lies Lake Trasimeno, a peaceful escape surrounded by hills and small villages. Spring is ideal for exploring this lake—the weather is comfortable for a boat ride, a lakeside picnic, or cycling along the trails.

The lake area is tranquil yet full of character. You can visit Isola Maggiore, a small island with quaint streets and artisan shops, or simply enjoy the reflections of the Tuscan hills in the water. Let me show you how I make the most of a spring afternoon here: a slow boat ride, a packed picnic, and a camera ready for every unexpected view.


9. Attend Local Spring Festivals

Cortona loves a celebration, and spring is festival season. From food fairs to flower markets, these events give you a taste of local culture and community spirit. The Cortona Spring Festival, for instance, offers music, artisan crafts, and traditional dishes.

Participating in these festivals gives you a firsthand experience of Cortona’s lively side. You can join in on dances, taste seasonal treats, and mingle with locals who are more than happy to share stories and traditions. From my own personal experience, these events often become the highlight of your trip—fun, immersive, and memorable.


10. Capture the Perfect Sunrise or Sunset

Finally, don’t leave Cortona without witnessing its breathtaking sunrises or sunsets. The town’s hilltop location offers unparalleled views, and spring skies add a soft palette of colors that seem almost painted.

Head to the town’s outer walls, a terrace, or even the Fortezza Medicea to watch the day begin or end. The experience is peaceful yet awe-inspiring, a perfect moment to reflect on your Cortona adventure. Humorously, it’s also a prime time for “dramatic travel photos,” though I promise no judgment if your selfie game goes slightly overboard.


Tips for Enjoying Cortona in Spring

  • Wear comfortable shoes: Cobblestones and hills are charming but tough on your feet.
  • Bring a light jacket: Spring mornings and evenings can be cool.
  • Plan some flexibility: Part of Cortona’s charm is wandering and discovering hidden gems.
  • Learn a few Italian phrases: Locals appreciate any attempt to speak their language, even a simple “grazie” goes a long way.
  • Capture memories mindfully: Take photos, but don’t forget to enjoy the view with your eyes.

Final Thoughts

Cortona in spring is an experience that mixes history, culture, natural beauty, and gastronomic delight into one unforgettable journey. From wandering its medieval streets to sipping wine overlooking the hills, every moment invites you to slow down and savor life.

Based on my overall experience, spring is the ideal season to visit—it’s not just the flowers, the pleasant weather, or the festivals, but the subtle, quiet moments where Cortona’s charm truly reveals itself. Whether you’re exploring ancient museums, enjoying a delicious meal, or simply watching the sunset paint the sky, Cortona has a way of leaving a lasting impression.

So pack your walking shoes, your curiosity, and your appetite, and get ready to fall in love with a Tuscan town that truly deserves to be explored. You’ll leave with memories, photographs, and perhaps even a little extra spring in your step.