Cortona Vacations from $1,024

A Cortona vacation package lets you combine round-trip flights, hotel stays, and a rental car. Most hotels in Cortona offer free breakfast, providing a convenient start to your day. Around 1 in 4 properties also provide airport shuttle service, often connecting to Florence (FLR-Peretola) airport. Many hotels also feature outdoor pools and restaurants, enhancing your stay in this scenic region.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

When you bundle, you can save up to 30%*. To save money on a Cortona package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

For couples seeking a romantic escape, a Cortona vacation package with a stay at the 5-star Il Falconiere - Relais e Chateaux (rated 9.1 out of 10) is an excellent choice, with packages around $970 per night. This property offers a spa, hot tub, and outdoor pool, and travelers frequently praise its beautiful overall ambiance and awesome rooms.


Families will find a comfortable base at Locanda agli Amici, a 4-star property rated 9.3 out of 10, with packages starting around $170 per night. This hotel features family rooms, an outdoor pool, and a restaurant, with guests often highlighting its lovely overall atmosphere and nice pool.


For best value vacation packages in Cortona, consider a stay at Agriturismo Il Borgo, rated 9.2 out of 10, with nightly rates around $110. This property offers family rooms, an outdoor pool, and a playground, making it a great budget-friendly option for those traveling with children.


*Package availability and prices may change depending on dates and demand.

Cortona is a strong choice for family vacation packages, offering a blend of cultural exploration and outdoor activities. Many hotels cater to families with amenities like family rooms, outdoor pools, and playgrounds.


For instance, Country House Podere Casorbica, rated 8.7 out of 10 by travelers, is a family hotel about 1 mile from Villa Bramasole, featuring family rooms, an outdoor pool, and a playground. Another great option is Locanda agli Amici, a 4-star hotel rated 9.3 out of 10 by travelers, which offers family rooms and an outdoor pool, with travelers praising its lovely rooms and nice pool.


Families can also enjoy activities like visiting the Tennis Club Castiglionese, about 10 miles from central Cortona, or taking a trip to Isola Maggiore, about 16 miles away, for a day out on Lake Trasimeno. Your Cortona vacation package can be customized around these activities.

Luxury Cortona vacation packages are indeed well-suited for couples, offering a selection of high-end properties with amenities designed for romantic getaways.


Il Falconiere - Relais e Chateaux is a 5-star hotel rated 9.1 out of 10 by travelers. This luxury property features a hot tub, outdoor pool, restaurant, and spa, with travelers frequently praising its beautiful overall atmosphere and amazing food.


Villa di Piazzano - Small Luxury Hotel of the World is another 5-star option, rated 9.6 out of 10 by travelers, about 3 miles from Villa Bramasole. It offers an outdoor pool, restaurant, and bar, and travelers often highlight its sumptuous rooms and incredible location.


Relais La Corte dei Papi, a 5-star hotel rated 9 out of 10 by travelers, also about 2 miles from Villa Bramasole, provides a spa, outdoor pool, and restaurant, making it a tranquil choice for couples.


Explore luxury vacation packages in Cortona and romantic vacation packages in Cortona on Expedia to find the perfect couples' retreat.

Cortona offers several options for luxury Cortona vacation packages, with nearly a third of hotels falling into the luxury tier. These packages often feature highly-rated properties that provide premium amenities and services:


Browse luxury vacation packages in Cortona on Expedia to compare options.

Cortona vacation packages can include hotels with mountain views, with a select few package hotels offering this amenity. While specific room types determine the view, properties like Hotel Villa Marsili, a 4-star hotel rated 9.7 out of 10 by travelers, are popular choices. It's about a 10-minute walk from Villa Bramasole, and travelers praise the clean rooms and helpful staff. Another option is Casale l'Antico Carro, rated 8.9 out of 10 by travelers, located about 2 miles from Villa Bramasole.

Cortona is an outdoor and nature destination outside a city, known for its scenic views and cultural attractions, making it ideal for a memorable Cortona vacation:


Browse and book things to do in Cortona on Expedia.

For a Cortona vacation package, a rental car offers the most flexibility for exploring the wider Tuscan and Umbrian countryside, though the town itself is best explored on foot.


Cortona's streets are steep and narrow, making driving and parking within the town difficult. However, parking areas are available outside the town walls. For arrivals, Cortona is accessible by rail, with Camucia-Cortona and Terontola-Cortona stations connecting to major cities like Florence and Rome. While public transport is available for inter-city travel, a rental car allows you to easily visit nearby attractions such as La Braccesca Winery, about 12 miles away, or Eremo Le Celle, about 3 miles from central Cortona. Consider a car rental as part of your Cortona vacation packages with flights to fully experience the region.

Cortona vacation package hotels offer a range of convenient locations, with many properties situated within easy reach of central Cortona.


For example, Hotel Villa Marsili is about a 5-minute walk from central Cortona, placing you right in the heart of the town. Other options like Fattoria del Nonno Berto are about 2 miles from central Cortona, offering a slightly more secluded experience while still being close to the main attractions. For those seeking a more expansive setting, properties like Casa Bellavista are about 6 miles from central Cortona, providing a tranquil escape with beautiful views.


Staying in central Cortona Old Town puts you close to attractions like Villa Bramasole and Signorelli Theatre.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Cortona vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Cortona, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Cortona vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Cortona getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.