Cortona Holidays from £295

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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.
Aurum Uffizi
Tenuta di Artimino Member of Meliá Collection
Aurum Firenze
Italiana Hotels Florence
Villa Cora

Things to do in and around Cortona

Cortona, a charming town in Tuscany, is perfect for outdoor adventures and romantic getaways. Visitors can indulge in rejuvenating spa treatments, enjoy captivating theatre performances, and explore scenic landscapes. With a variety of custom tours and day trips available, Cortona offers a delightful mix of cultural experiences and natural beauty, making it an ideal destination for those seeking a memorable Italian holiday.

Shopping

Cortona offers delightful shopping experiences with local boutiques and artisan shops. For a broader selection, visit Valdichiana Outlet Village, located 16.1km away, featuring various brands and entertainment. If you're up for a drive, check out RI Crea RE and Maioliche Nulli, both situated further afield.

Recreation

Signorelli Theatre offers a cultural experience with its romantic ambiance, perfect for families seeking entertainment. For a touch of luxury, visit the Tennis Club Castiglionese, while Golf Club Valdichiana provides an outdoor sports experience, ideal for golf enthusiasts looking to unwind amidst stunning landscapes.

Adventure

Experience the thrill of Hannibal's Journey, a scenic hiking trail located 8.0km from Cortona, where breathtaking views await. For motorsport enthusiasts, the Magione Racetrack, 25.7km away, offers adrenaline-pumping races. Enjoy family fun at Tavernelle Aquatic Park, situated 32.2km from Cortona, with its exciting water attractions.

Nightlife

Cortona's nightlife offers a charming blend of rustic taverns and lively bars. Start your evening at Bar Signorelli for a relaxed drink, then venture to La Saletta for a vibrant atmosphere and local music. Enjoy a stroll through the enchanting streets, soaking in the Tuscan night air.

*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, is perfect for outdoor enthusiasts and culture seekers alike. Visitors can explore its historic churches, picturesque piazzas, and engaging museums that showcase the region's rich heritage. Whether you're wandering through the scenic streets or enjoying the romantic atmosphere, Cortona offers a delightful blend of attractions and experiences, making it an ideal destination for a memorable holiday in Italy.

  • Lake Trasimeno: Experience the enchanting beauty of Lake Trasimeno, located 17.7km from Cortona. This picturesque lake offers stunning scenery, tranquil beaches, and opportunities for outdoor activities, making it a perfect romantic getaway.
  • Sualzo Beach: Just 16.1km from Cortona, Sualzo Beach invites visitors to unwind on its sandy shores. Enjoy the sun, swim in the refreshing waters, or take leisurely strolls along the beach, soaking in the relaxed atmosphere.
  • Villa Bramasole: Nestled in Cortona, Villa Bramasole is a historic landmark rich in culture. Explore its beautiful architecture and gardens, and immerse yourself in the local history that has inspired artists and writers for generations.

Best time to go to Cortona

The best time to visit Cortona is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.2°F (4.0°C)Light RainMostlySlightly 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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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

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 £340 per night from 28 Sept to 29 Sept
£340
28 Sept - 29 Sept
includes taxes & fees
9.8/10 Exceptional! (234 reviews)
"Very friendly staff at a beautiful property located in a great part of Cortona."

Reviewed on 9 Sep 2025

Monastero di Cortona Hotel & Spa
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
Fully refundableReserve now, pay when you stay
The price is £374 per night from 15 Oct to 16 Oct
£374
15 Oct - 16 Oct
includes taxes & fees
9.8/10 Exceptional! (222 reviews)
"If you like a peaceful quiet getaway this is the place!"

Reviewed on 9 Sep 2025

Villa di Piazzano - Small Luxury Hotel of the World
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15, Cortona, AR
Fully refundable
The price is £169 per night from 15 Sept to 16 Sept
£169
15 Sept - 16 Sept
includes taxes & fees
9/10 Wonderful! (266 reviews)
"Very friendly and helpful staff. Nice rooms"

Reviewed on 7 Sep 2025

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

* 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.