Cortona: Summer Evenings, Swallows, and the Timeless Soul of a Tuscan Hill Town
- Casa Fiordalisi
- Jan 21
- 4 min read
Its morning in Cortona. The stone of Piazza della Repubblica has begun to warm, café tables are being set out, and the sound of cups and quiet conversation drifts across the square. Above it all, swallows weave and dive through the open sky, tracing effortless patterns between rooftops — a small, everyday spectacle that somehow captures Cortona perfectly.
It’s in moments like this that the town reveals its true rhythm. Not rushed, not staged, but lived in. Locals pause for a coffee, visitors slow their pace, and the morning stretches gently ahead. Cortona doesn’t ask for attention — it simply invites you to stay a little longer, to look up, and to let the day unfold.
Why Go to Cortona?
Cortona isn’t a town you rush through. Perched high above the Val di Chiana, it offers all the beauty of Tuscany — stone streets, terracotta roofs, rolling countryside — but with a lived-in, soulful quality that makes it feel real rather than staged.
Unlike some Tuscan hill towns, Cortona balances history with everyday life. Locals still gather in the square at dusk, shops close for long lunches, and festivals mark the rhythm of the year. It’s a place to slow down, linger, and observe.
A Town Layered in History
Cortona’s story stretches back over 2,500 years, long before Rome rose to power. Founded as an Etruscan settlement, its massive stone walls still trace the town’s ancient outline. Roman, medieval, and Renaissance layers followed, each leaving their mark without erasing what came before.
Walking through Cortona feels less like visiting a museum and more like stepping into a living timeline — one where history quietly coexists with modern life.
Art, Culture, and Quiet Masterpieces
One of Cortona’s greatest treasures is often overlooked in favour of bigger Tuscan cities: a luminous Annunciation by Fra Angelico, housed in the Museo Diocesano.
Soft, serene, and deeply spiritual, the painting rewards unhurried viewing. There are rarely crowds here — just space, silence, and one of the early Renaissance’s most moving works.
Just steps away, the Museo dell’Accademia Etrusca tells the town’s deeper story. From Etruscan bronzes and jewellery to Roman artefacts and medieval documents, it provides invaluable context for everything you see outside on the streets.
The Simple Pleasure of Being in Cortona
Some of Cortona’s greatest joys don’t require a checklist.
Wander the narrow backstreets where laundry flutters overhead. Pause at viewpoints looking across the Val di Chiana toward Lake Trasimeno. Sit in the square with an espresso or a glass of wine and watch the town pass by.
As evening arrives, the energy gently shifts. Locals return from work, visitors slow their pace, and the town settles into its most beautiful rhythm.

Eating Well in Cortona
Cortona takes food seriously — but without pretence. Menus reflect the seasons and the surrounding countryside, with a strong focus on local produce.
Expect:
Handmade pasta with wild boar or porcini mushrooms
Chianina beef, raised in the nearby valley
Crostini topped with chicken liver pâté
Pecorino cheeses and local olive oil
Wine lovers are well looked after too. Cortona sits at the heart of a vibrant and increasingly respected wine scene, particularly known for Syrah. Enotecas and restaurants proudly feature local bottles, often from small producers just beyond the town walls.
Festivals and Summer Atmosphere
Summer is when Cortona truly comes alive. From June through September, the town hosts a lively calendar of events, including:
Open-air concerts and cultural festivals
Food and wine celebrations
Evening markets and special museum openings
Days are warm, evenings are balmy, and life spills naturally into the streets. The swallows return year after year, performing their acrobatics as if on cue — a soundtrack to long summer nights.
What to Expect in Summer
Summer in Cortona is vibrant but not overwhelming. Mornings are peaceful, afternoons are perfect for slow exploration or a long lunch, and evenings stretch late into the night.
Stone streets retain the day’s warmth, the light softens, and the town feels suspended in time. It’s a season made for sitting still and simply being present.
Cortona, Just as It Is
Cortona doesn’t shout for attention. It doesn’t need to. Its beauty reveals itself gradually — in the curve of a street, the hush of a small museum, the laughter echoing across the square, and the sudden sweep of swallows across the sky.
It’s these moments, fleeting and unrepeatable, that stay with you long after you leave.
And in summer, when the light fades and the town exhales, Cortona shows you exactly why people fall in love with Tuscany — and keep coming back.

Stay Near Cortona: Make It Your Tuscan Summer
If Cortona’s summer evenings, golden light, and timeless rhythm have captured your imagination, staying just beyond the town allows you to experience it at your own pace — close enough to dip into the life of the hill town, yet far enough to enjoy peace, space, and open countryside.
Casa Fiordalisi is a private holiday home set in the rolling Tuscan landscape, just a 15-minute drive from Cortona. Surrounded by countryside, with a large garden, pool, and sweeping valley views toward Cortona, it offers the perfect balance of tranquility and easy access to the region’s most beautiful towns.
After a day exploring Cortona’s museums, vineyards, and summer festivals, you can return to quiet evenings under the stars — a glass of local wine in hand, the countryside settling into dusk.
🌿 Now taking bookings for summer 2026🌿 Book direct for the best prices👉 www.casafiordalisi.com
It’s the ideal base for discovering Cortona — and for simply slowing down and enjoying Tuscany, just as it’s meant to be experienced.

Comments