Cortona Holidays

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Top Flight + Hotel Deals in Cortona

Price found within the past 48 hours. Click for updated prices.
The Social Hub Florence Lavagnini
Hotel Balestri
Hotel L'Orologio Firenze
Eurostars Florence Boutique
Hotel Miceli - Civico 50

Things to do in and around Cortona

Cortona, nestled in the heart of Tuscany, is ideal for a romantic getaway, offering stunning outdoor scenery and a plethora of activities. Visitors can indulge in rejuvenating spa treatments, explore charming theatre performances, and embark on custom tours or day trips to discover the region's rich history. Outdoor adventures abound, making Cortona a perfect destination for those seeking both relaxation and exploration.

Shopping

Cortona offers a delightful shopping experience with local shops and boutiques. For a larger selection, visit Valdichiana Outlet Village, located 16.1km away, featuring a vibrant mix of shops. If you're up for a drive, explore RI Crea RE and Maioliche Nulli, both offering unique Italian goods further afield.

Recreation

At Tennis Club Castiglionese, indulge in a luxurious atmosphere while enjoying a game of tennis amidst beautiful countryside. Experience the charm of Signorelli Theatre, where culture and romance blend seamlessly. For outdoor enthusiasts, Golf Club Valdichiana offers a splendid golfing experience surrounded by stunning landscapes.

Adventure

Experience the fun at Tavernelle Aquatic Park, a vibrant waterpark 32.2km from Cortona, perfect for families and adventure seekers. For a thrilling zipline experience, visit Saltalbero Adventure Park, also 32.2km away. Additionally, embark on Hannibal's Journey, a scenic hiking trail located 8.0km from Cortona.

Nightlife

Cortona's nightlife offers a charming blend of wine bars and cosy trattorias. Enjoy a glass of local Chianti at Enoteca Nottola or savour traditional Tuscan dishes at La Bucaccia. For a lively atmosphere, visit Bar Signorelli, where locals gather for drinks and conversation under the 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, is ideal for romantic getaways and outdoor adventures, boasting stunning scenery. Explore its captivating churches, picturesque piazzas, and nearby lakes, which cater to culture enthusiasts and city explorers alike. With a wealth of attractions and experiences, Cortona offers a delightful blend of history and natural beauty, making it a perfect destination for those seeking a unique Italian escape.

  • Lake Trasimeno: Experience the serene beauty of Lake Trasimeno, located 17.7km from Cortona. This picturesque lake offers a perfect setting for outdoor activities, romantic strolls, and relaxing beach vibes, surrounded by lush scenery.
  • Farneta Abbey: Nestled within Cortona, Farneta Abbey is a cultural gem that showcases stunning architecture and a tranquil atmosphere. Visitors can immerse themselves in its rich history and appreciate the serene environment ideal for reflection.
  • Guglielmi Castle: Situated 14.5km from Cortona, Guglielmi Castle boasts captivating views and a romantic ambiance. Explore its historical significance and enjoy the beautiful landscapes that surround this enchanting fortress.

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.

Top hotels in Cortona

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
The price is €273 per night from 15 Mar to 16 Mar
€273
15 Mar - 16 Mar
includes taxes & fees
9.8/10 Exceptional! (260 reviews)
Everything was great! Lovely hotel

Reviewed on 4 Jan 2026

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
9.8/10 Exceptional! (228 reviews)
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly

Reviewed on 6 Nov 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
9/10 Wonderful! (270 reviews)
Very friendly and helpful staff. Nice rooms

Reviewed on 7 Sept 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.

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What to do in Cortona

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