Plan your trip
Check prices for these dates, December 12 – 13, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Perched on a Tuscan hillside, this medieval town offers panoramic views from Piazza Garibaldi and Renaissance art in the Diocesan Museum. Climb to the Medici Fortress for sunset photos, then sample local wines and porcini dishes at family-run trattorias along Via Nazionale.
Prices for B&Bs in Cortona often vary, but you can find a great deal from $71 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Cortona B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
In the charming town of Cortona, Casa Kita is a delightful choice for families, offering a friendly setting and thoughtful amenities designed to make your stay enjoyable. This cozy B&B provides free accommodations for children, ensuring that your little ones are well taken care of. Daily housekeeping keeps your space tidy, while the serene garden invites both kids and parents to relax and unwind in nature.
Another fantastic option is Casale l'Antico Carro, which caters specifically to families with its array of kid-friendly amenities. Here, you’ll find cribs available at no extra charge, along with onsite babysitting and childcare services, allowing parents some well-deserved time to themselves. The property also features a complimentary buffet breakfast, ensuring the whole family starts the day off right. With daily housekeeping and a lovely garden, this B&B encourages both comfort and exploration for all ages.
For those seeking additional family-friendly touches, B&B dei Papi also offers cribs for younger guests free of charge. This quaint property features a beautiful garden, superb for family strolls or playtime outside. With a complimentary buffet breakfast, families can fuel up together before heading out to explore the stunning sights of Cortona.
Casa Kita is a delightful choice for dog owners visiting Cortona. This welcoming property not only permits pets but also offers a range of amenities to enhance your stay, including free Wi-Fi in rooms, complimentary continental breakfast, and a stunning lake view from the terrace. Its convenient self-parking and nearby off-site parking options ensure a stress-free arrival, making it an excellent base for exploring the beautiful surroundings with your furry friend.
Another great option is Casale l'Antico Carro, which caters specifically to dog owners. This charming B&B allows dogs and provides food and water bowls to make your pet feel right at home. With stunning mountain views, a complimentary buffet breakfast, and the availability of cribs and rollaway beds, it offers a family-friendly atmosphere that’s great for those traveling with children. The onsite babysitting and childcare services mean you can enjoy some time to unwind, knowing your little ones and pets are well cared for.
For those who appreciate a rooftop retreat, B&B Il Mandorlo permits pets and includes a rooftop terrace where families can relax and enjoy the scenic views. With free toiletries and air conditioning, along with complimentary Wi-Fi, this property ensures comfort and convenience for both you and your four-legged companions.
Cortona Old Town is the preferred area for travelers looking to stay in a B&B in Cortona. Families will appreciate the pedestrian-friendly streets, making it easy to explore together without the hassle of traffic. The town's historical charm is evident in its picturesque stone buildings and winding alleys, inviting leisurely strolls at any time of day.
For cultural enrichment, the Diocesan Museum offers a fascinating collection of religious art, while the Etruscan Academy Museum of the City of Cortona provides insights into the region's ancient history. Don’t miss the opportunity to enjoy breathtaking views of the surrounding countryside from the scenic Piazza della Repubblica.
Couples seeking a romantic escape will find the intimate atmosphere of Cortona Old Town particularly appealing. Cozy cafes and local restaurants serve delicious Tuscan cuisine, superb for a candlelit dinner. The ambiance is enhanced by the stunning sunsets that paint the sky over the Val di Chiana.
April is widely regarded as the best time to book a B&B in Cortona, as the spring season breathes new life into this charming Tuscan hilltown. During this period, visitors can enjoy mild temperatures, typically ranging from the mid-50s to mid-70s Fahrenheit, great for outdoor activities like wandering through the picturesque streets or exploring the surrounding countryside.
The peak tourist season in Cortona runs from July to September, when the town buzzes with energy and hosts numerous festivals celebrating local culture, art, and cuisine. This vibrant atmosphere attracts travelers seeking an immersive experience in the heart of Tuscany. However, if you prefer a more relaxed visit, April offers a wonderful balance of pleasant weather and fewer crowds, allowing for a more intimate exploration of the area’s rich history and beautiful landscapes.
For those looking to maximize value, consider visiting in January. Although it's the low season, Cortona still offers its unique charm, and you can savor the tranquility of the town during this quieter time.
Every Cortona B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Cortona B&Bs.