Tuscany, Italy

Peep a lot more than just leaves in Tuscany. Harvest season brings a slew of food-centric events, making fall an ideal time to indulge in Italian gastronomy. In October alone you’ll find festivals for white truffles, wine, chestnuts, peppers, olive oil, and mushrooms. And when you need to walk off all that deliciousness, take a break and watch locals roll wheels of cheese through town (only in Tuscany!) during the Palio dei Caci, a race between representatives of the eight city districts in the town of Volterra. You can get a head start on your holiday shopping list, too: The Fiera Antiquaria, Tuscany’s oldest and largest antiques fair, takes place in Arezzo every first Sunday of the month and the Saturday that precedes it.