Find hotels in Castiglioni from $57

The best area to stay in Castiglioni is the historic center, known for its hilltop position and authentic Italian character.The historic center of Castiglioni is perched on a hill, offering panoramic views of the surrounding Marche countryside. Its narrow, winding cobblestone streets are lined with traditional stone buildings, local artisan shops, and family-run trattorias. The main piazza, often bustling with local life, is a central gathering point.Couples seeking a romantic and authentic Italian experience will find the historic center ideal. Staying here means waking up to stunning views, enjoying quiet evenings with delicious local cuisine, and exploring the town's charming nooks and crannies on foot.For travelers who appreciate convenience and a slightly more modern feel while still being close to the historic charm, the areas just below the main hilltop, accessible by a short drive or walk, offer a good balance.

The best time to visit Castiglioni is during the late spring (May to early June) and early autumn (September to early October) when the weather is pleasant for exploring and the crowds are smaller.In late spring, the countryside is lush and green, and the temperatures are comfortably warm, typically ranging from 60°F to 75°F. This is an ideal time for couples to enjoy outdoor activities like hiking or cycling through the rolling hills without the intense heat of summer. Many local festivals celebrating spring harvests also begin around this time, offering a taste of local culture.Early autumn offers similar comfortable temperatures, usually between 65°F and 80°F, and the vineyards are often in their harvest season, providing scenic views. This period is superb for those interested in culinary experiences, as many local trattorias feature seasonal truffle and mushroom dishes.

With Expedia, you earn OneKeyCash™* on eligible Castiglioni hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.