Why should I book my Cortona holiday with Expedia?

Expedia has your back for every detail of your Cortona getaway. You'll always get the best prices, but when you bundle your accommodation, airfares and/or car hire into a holiday package, you'll get even more savings. Want to really make the most of your break? Add some activities and tours to your package. We offer flexible cancellation policies on most bookings, so there's no need to worry if your plans change. Head over to our Customer Service Portal link to discover more.

When is the best time of year to holiday in Cortona?

Peak season falls in April, May and June and is an exciting time to visit — if you don't mind the crowds. October, November and December are generally quieter times of the year. To give you an idea of the type of weather to expect, the average daytime temperature in January, the coolest time of year in Cortona, is 3ºC. The warmest time here is July, when temperatures reach an average of 23ºC.

What are the top hotels for my holiday in Cortona?

Travellers heading to Cortona often stay in Cortona Old Town. Hotel San Luca and Monastero di Cortona Hotel & Spa are favourites in this neighbourhood. But it's not the only exciting place around town! Fratticciola is another terrific area and where you'll find Cortona Resort - Le Terre Dei Cavalieri and Hotel Italia .

How do I get a cheap holiday to Cortona?

Combine your hotels and flights, add extras such as activities or a hire car, and save with a Cortona holiday. You won't just score awesome discounts on your adventure — you'll have a world of choice too. When you book with Expedia, you can choose from more than 400 partner airlines and 321,000 properties around the world. Your next epic adventure starts right here, right now! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.

What should I do on my Cortona holiday?

There are so many places to visit while having a holiday in Cortona. Villa Bramasole , Cathedral of Cortona , Piazza della Repubblica and Belvedere are a few of this city's most popular attractions.

What is the best area to stay in when on holiday in Cortona?

An escape to Cortona isn't complete without paying a visit to Villa Bramasole. Why not book a stay close to this popular attraction?

Do I need a visa for my Cortona holiday?

Look up the most up-to-date information on official government websites. Your nationality and whether you're travelling for business, leisure or study will determine if you require a visa for Cortona. Make yourself familiar with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow sufficient time for processing. Some visas may take many weeks or even months to obtain, depending on the country and time of year.

What should I wear on my Cortona holiday?

Do some research into the sorts of things people in Cortona wear, and maybe even browse social media fashion pages for inspiration. Try to create a versatile wardrobe full of pieces that work for your destination and show off your personal style. Pack your bags with confidence by looking up the weather conditions in Cortona. July brings the warmest temperatures, with daily averages of 23ºC, while January days average 3ºC, making it the coolest time of year.

What does an Expedia Cortona holiday include?

Hotels, car hires and flights, or any combination of the three — it's your pick! Whether you're headed to Cortona with the entire family or travelling by yourself, there's a package to match every budget and style. Once you've made your booking, why not add on some tours and experiences? Villas and apartments are a couple of popular property types in Cortona. Whatever your group size or holiday style, you can rely on Expedia for the flexibility and freedom to customise your dream escape.

Does Expedia offer Book Now, Pay Later Cortona holidays?

We sure do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan that suits best during the checkout process and take away the stress of budgeting for your trip. Don't forget to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below: Pay monthly holidays : If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible. No-deposit holidays : When you come across an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.

Can I choose my airline with a Cortona Expedia holiday?

You can, and with more than 400 airlines to choose from throughout the world, you've got lots of choice. Search the available options and see which airline best fits your needs and budget.

Cortona Holiday Package 2026: Perfect Getaway, Fully Refundable Options on Hotels

Top Cortona Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.

Giovanni Rooms Manarola

Save 100% on your flight

£258

per person

9 Oct - 12 Oct

just found

Return flight included

London (LON) to Pisa (PSA)

8/10 Very good! (87 reviews)

Property was as describe, view was perfect, easy to find. Very clean AC wasn’t the best, however, we visited from the US so our AC is very cold. We never saw the owners, they left check-in instructions. They were semi- responsive già whatsapp. Bed is a very firm mattess.

Reviewed on 24 Sept 2025

Via Del Santo

£314

per person

7 Sept - 11 Sept

found 1 day ago

Return flight included

London (LON) to Pisa (PSA)

8.8/10 Excellent! (45 reviews)

Excellent location. Great property

Reviewed on 18 Jul 2026

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

£840

per person

11 Oct - 16 Oct

found 1 day ago

Return direct flight included

Birmingham (BHX) to Florence (FLR)

9.6/10 Exceptional! (577 reviews)

Everything was great! Friendly staff, clean and comfortable rooms, and a relaxing atmosphere overall. We really enjoyed our stay!

Reviewed on 1 Aug 2026

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

£417

per person

6 Sept - 10 Sept

found 1 day ago

Return flight included

London (LON) to Florence (FLR)

7.6/10 Good! (1,004 reviews)

The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four. The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions. Staff were also very helpful, promptly responding to our requests.

Reviewed on 2 Aug 2026

Alfieri9

Historic Centre of Florence

Save 100% on your flight

£628

per person

11 Oct - 16 Oct

found 1 day ago

Return direct flight included

Birmingham (BHX) to Florence (FLR)

9.6/10 Exceptional! (170 reviews)

More quiet residential area of Firenze in walking distance of center but away from the crowds. No elevator and two flight of stairs.

Reviewed on 5 Jul 2026

Things to do in and around Cortona

Cortona offers a perfect blend of romance and outdoor adventure, making it an ideal destination for scenic vacations. Visitors can indulge in spa treatments, explore local theatres, and embark on custom tours. The charming town also provides exciting day trips to nearby attractions, ensuring there's something for everyone to enjoy while soaking in the stunning Tuscan landscape.

Shopping

In Cortona, you can shop for souvenirs at local boutiques and artisan shops. If you're up for a drive, visit Valdichiana Outlet Village, 16.1km away, for a variety of brands and family-friendly entertainment. For more options, RI Crea RE and Maioliche Nulli are located 21 and 46.7km away, respectively.

Recreation

Golf Club Valdichiana, situated 14.5km from Cortona, offers a scenic golfing experience amidst stunning landscapes. Enjoy the sport in a vibrant outdoor setting. Alternatively, Tennis Club Castiglionese, located 8.0km away, provides a luxurious atmosphere for tennis enthusiasts, perfect for relaxation and recreation.

Adventure

At Tavernelle Aquatic Park, located 32.2km from Cortona, enjoy thrilling water slides and family-friendly attractions. For a scenic hike, embark on Hannibal's Journey, a captivating trail 8.0km away, offering stunning outdoor views. For speed enthusiasts, the Magione Racetrack, 25.7km away, promises exhilarating motor racing experiences.

Nightlife

Cortona's nightlife is charming and relaxed, featuring quaint wine bars and lively piazzas. Enjoy a glass of local wine at Bar D'Angelo or savour traditional cuisine at La Bucaccia. For a more vibrant atmosphere, explore the bars along Via Nazionale, where locals and tourists mingle under the Tuscan stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Cortona

Cortona, a charming Italian town in Tuscany, offers a romantic and scenic getaway perfect for outdoor enthusiasts. Explore its rich culture through captivating churches, vibrant piazzas, and intriguing museums. With attractions that cater to those seeking a blend of city experience and stunning landscapes, Cortona promises an enriching vacation filled with delightful discoveries. Whether wandering through its historic streets or enjoying the breathtaking views, this picturesque destination is sure to leave a lasting impression.

Lake Trasimeno: Located 17.7km from Cortona, Lake Trasimeno offers stunning scenery and romantic beaches. Ideal for outdoor activities, you can enjoy leisurely strolls, picnics by the water, or even take a boat trip to soak in the tranquil atmosphere.
Villa Bramasole: Nestled within Cortona, Villa Bramasole is a historic gem that embodies the rich culture of the region. This enchanting villa, made famous by Frances Mayes’ book Under the Tuscan Sun, invites visitors to explore its beautiful gardens and appreciate its architectural charm.
Isola Maggiore: Just 14.5km from Cortona, Isola Maggiore is a picturesque island perfect for outdoor adventures. Enjoy the serene beaches, take a leisurely hike, or explore the charming village atmosphere, offering a delightful escape from the mainland.

Best time to go to Cortona

The best time to visit Cortona can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cortona falls in July, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Cortona falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.2°F (4.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	41.2°F (5.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	52.7°F (11.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	59.5°F (15.3°C)	Light Rain	Mostly Sunny	Average	Average
June	69.1°F (20.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	74.8°F (23.8°C)	No Rain	Sunny	Slightly High	Slightly High
August	74.5°F (23.6°C)	No Rain	Sunny	Slightly High	Slightly High
September	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Average
November	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Average	Average
December	41.7°F (5.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Tips to save on your trip to Cortona

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Cortona.
Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Cortona.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Population	2,200
Max Temp Winter	7ºC
Max Temp Summer	27ºC
Top Sights	Cathedral of Cortona, Signorelli Theatre and San Luciano Winery

Language

Italian

Currency

Euros

Local Welcome

Ciao

Local Goodbye

Ciao

Population

2,200

Max Temp Winter

7ºC

Max Temp Summer

27ºC

Top Sights

Cathedral of Cortona, Signorelli Theatre and San Luciano Winery

Top hotels in Cortona

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

£579

18 Aug - 19 Aug

includes taxes & fees

9.8/10 Exceptional! (241 reviews)

"Very clean and very quiet"

Reviewed on 15 Jul 2026

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Fully refundableReserve now, pay when you stay

£272

18 Aug - 19 Aug

includes taxes & fees

10/10 Exceptional! (302 reviews)

"Unbelievable hotel. Staff were so fantastic and nice. 10/10 stay!"

Reviewed on 2 Aug 2026

Il Falconiere - Relais e Chateaux

Localita San Martino 370 Cortona AR

£313

24 Aug - 25 Aug

includes taxes & fees

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.

Stay near popular Cortona attractions