Cortona Holidays

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Top Flight + Hotel Deals in Cortona

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Aurum Uffizi
Villa Neroli
Hotel San Luca
Grand Hotel Torre Fara

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

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 €671 per night from 5 Jul to 6 Jul
€671
5 Jul - 6 Jul
includes taxes & fees
9.8/10 Exceptional! (238 reviews)
"Staff was so friendly and the property is beautiful"

Reviewed on 28 Jun 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 €325 per night from 29 Jul to 30 Jul
€325
29 Jul - 30 Jul
includes taxes & fees
10/10 Exceptional! (290 reviews)
"This is an excellent hotel, great staff, great location and great food. The breakfast is a really nice experience and the courtyard swimming pool is so peaceful."

Reviewed on 29 Jun 2026

Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370 Cortona AR
The price is €460 per night from 30 Jul to 31 Jul
€460
30 Jul - 31 Jul
includes taxes & fees
Il Falconiere - Relais e Chateaux
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

What to do in Cortona

Frequently asked questions

How much does a Cortona holiday package cost?
You'll find cheap prices from €393 on Expedia for your Cortona break. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Cortona costs.
What are the cheapest months to go to Cortona?
If you'd like to snag a cheap Cortona holiday package, consider travelling in December, January and February. You're likely to find better prices on airfares and hotels during these months — perfect for travellers wishing to save money.
How many days is enough for Cortona?
With around 3 days, you'll have enough time to enjoy popular neighbourhoods like Cortona Old Town and Sodo during your Cortona holiday. Be sure to also add Palazzo Comunale and Museum of the Etruscan Academy to your must-see list. Searching for more adventures? Consider exploring outside of Cortona on tours and day trips.
Is it worth booking a holiday package to Cortona?
Popular for its views, dining and walking trails, a Cortona holiday is a hit with all kinds of visitors. Be sure to check out top sights like Villa Bramasole and Piazza della Repubblica, and consider renting a set of wheels for day trips to discover even more.
How to find the best Cortona package deals?
Start your search for a Cortona package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Cortona package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cortona escape underway.
Is it cheaper to book a Cortona holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customise your Cortona trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Cortona?
If you're considering an impromptu Cortona holiday, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Cortona?

  1. Choose when to go: Check your calendar and get packing. Your favourite season and the type of activities available will also help you decide when to escape to Cortona.
  2. Budget wisely: Besides the price of your stay, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Cortona.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Cortona. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your accommodation and airfare: Once you've nailed down your dates and duration, book the right Cortona holiday package for you.

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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.