Hosted Villas
Inspirations
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Italy’s timeless allure shines year-round, but there’s something truly magical about visiting in the fall. As the summer crowds fade, the pace slows, the light softens, and the countryside bursts into hues of gold and amber. From vineyard harvests in Tuscany to truffle hunts and quiet strolls through ancient ruins, autumn invites travellers to experience Italy at its most authentic — relaxed, flavourful, and breathtakingly beautiful.
Autumn in Italy is synonymous with celebration — especially in Tuscany, where grape harvest season brings the hillsides to life. Sip your way through Chianti’s scenic wine trails, sample freshly pressed olive oil, and join locals for lively sagre (festivals) dedicated to everything from chestnuts to the new wine harvest.
Don’t miss: The medieval festivals of Lucca and Arezzo in September, and the colourful Palio dei Rioni in Pescia.
Where to stay: Villa Delle Rose — a peaceful Tuscan retreat surrounded by vineyards and olive groves.
As the air cools, Tuscany’s forests reveal another treasure — truffles. Fall marks the peak of truffle season, when local chefs showcase the earthy aroma of truffles in pastas, risottos, and sauces. Pair them with seasonal favourites like mushrooms, pumpkin, and chestnuts for a true taste of Tuscan terroir.
Where to stay: Campo Dell’Amato — ideal for culinary travellers seeking an authentic farm-to-table
With fewer crowds and pleasant temperatures, autumn is the perfect time to wander through Rome’s ancient heart. The Roman Forum, once the centre of the Empire, offers extraordinary insight into Italy’s past — and in fall, it’s easier to linger among the ruins and take in the sweeping city views from the Palatine Hill.
Where to stay: Fratte Apartment — a chic Roman hideaway within walking distance of the city’s ancient landmarks.
The Vatican City’s artistic and spiritual treasures — including St. Peter’s Basilica and Michelangelo’s Sistine Chapel — are best enjoyed in the quieter months. Fall’s calm atmosphere transforms a visit here into a more intimate, awe-inspiring experience.
Where to stay: Spagna 90 — a refined residence near the Vatican and the elegant streets of central Rome.
Bask in the soft Mediterranean light of the Amalfi Coast, where colourful cliffside villages meet the sea. Fall offers ideal boating weather — warm enough to enjoy the water, yet cool enough to explore without the summer crowds. Glide past Positano, Ravello, and hidden coves on a private boat charter.
Where to stay: Villa San Giacomo — an elegant hillside estate with panoramic views of the coast.
On Sicily’s eastern coast, Mount Etna looms large — Europe’s highest active volcano and a UNESCO World Heritage Site. Autumn’s crisp air and clear skies make for ideal hiking or 4×4 excursions to the summit, where dramatic vistas stretch to the Ionian Sea.
Where to stay: Villa del Tufo— offering breathtaking views and easy access to Etna’s trails.
Sicily’s culinary scene truly comes alive in the fall. While northern Italy leans toward rich pastas and cheeses, the island’s cuisine celebrates the sea. Stroll through Palermo or Catania’s bustling street markets for local favourites like arancini, grilled sardines, and involtini di pesce spada (swordfish rolls).
Where to stay: Cortile di Brucoli — a coastal gem near the water with the charm of authentic Sicilian life.
Whether you’re sipping Chianti among golden vineyards or watching the sunset over the Amalfi Coast, autumn in Italy offers a perfect balance of beauty, culture, and culinary pleasure. Start planning your fall getaway with HV — your Experience Manager will tailor every detail to your taste and travel style.
