Cortona Holidays from £388

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Your Cortona Holiday

With plenty of highlights as well as hidden gems, this city is best experienced with a Cortona holiday package. Find a place to stay in Contrada Castello, which is good for dining, views and culture. Ready to explore? Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are just a few of the top-rated places to visit during your trip to Cortona. Whoever you're going away with and whatever the size of your budget, your ultimate Cortona holiday is only clicks away with Expedia.

Top Cortona Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique
Park Hotel Villa Ariston
Aurum Firenze
Aurum Uffizi
The Poet Hotel

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.2°F (4.0°C)Light RainMostly CloudySlightly LowSlightly Low
February41.2°F (5.1°C)Light RainMostly SunnySlightly LowSlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyAverageSlightly Low
April52.7°F (11.5°C)Light RainMostly SunnySlightly HighAverage
May59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverageSlightly High
July74.8°F (23.8°C)No RainSunnySlightly HighSlightly High
August74.5°F (23.6°C)No RainSunnySlightly HighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
December41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage

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.

Cortona Essential Information

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

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
The price is £566 per night from 23 May to 24 May
£566
23 May - 24 May
includes taxes & fees
9.8/10 Exceptional! (232 reviews)
This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional

Reviewed on 29 Apr 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is £284 per night from 24 May to 25 May
£284
24 May - 25 May
includes taxes & fees
10/10 Exceptional! (266 reviews)
Staff was phenomenal!! Great team every accomplished

Reviewed on 20 Apr 2026

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
Fully refundableReserve now, pay when you stay
The price is £111 per night from 18 May to 19 May
£111
18 May - 19 May
includes taxes & fees
9/10 Wonderful! (274 reviews)
Great and helpful staff. Room was great

Reviewed on 28 Apr 2026

Hotel San Michele
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.

Popular places to visit

What to do in Cortona

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.