Find hotels in Rocca from $64

The best area to stay in Rocca is within the historic Rocca Vecchia, the town's original fortified settlement.This historic core is perched on a hill, offering panoramic views of the Tuscan countryside and the Val d'Orcia. Its narrow, winding cobblestone streets lead to a central piazza, often featuring local artisans and small cafes, and culminate at the ancient fortress itself. It's a pedestrian-friendly district where you can easily explore on foot.For couples seeking a romantic and picturesque retreat, Rocca Vecchia is ideal. You'll find boutique accommodations within historic buildings, often with terraces overlooking the rolling hills. The quiet evenings are superb for enjoying local wines and dining at intimate restaurants.Families might prefer accommodations just outside the immediate Rocca Vecchia walls, offering more space and easier access for vehicles.

The best time to go to Rocca is in late spring (May to early June) or early autumn (September to early October) when the weather is pleasant and the region is less crowded.Late spring offers comfortable temperatures, typically ranging from the mid-60s to high 70s Fahrenheit (18-25°C), making it ideal for exploring the Tuscan countryside, vineyards, and historic towns without the intense heat of summer. The landscapes are lush and green, with wildflowers in bloom, providing picturesque scenery for photography and outdoor activities. This period is particularly good for couples who enjoy leisurely drives through rolling hills and wine-tasting experiences.Early autumn presents similar agreeable weather, with temperatures often in the low 70s Fahrenheit (20-23°C), and the added benefit of the grape harvest season. Visitors can experience the local culture during sagre (food festivals) celebrating regional produce. This time of year is excellent for travelers interested in culinary tours and experiencing local traditions.

With Expedia, you earn OneKeyCash™* on eligible Rocca 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.