Cortona Holidays

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Cortona Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Villa Tolomei Hotel & Resort
The Moon Boutique Hotel & Spa
The Hoxton, Florence
Dimora Palanca Boutique & SPA
Plaza Hotel Lucchesi

Things to do in and around Cortona

Cortona is ideal for a romantic getaway, offering stunning scenery and outdoor adventures. Explore popular activities such as indulging in spa treatments, enjoying local theatre performances, and embarking on custom tours. Don't miss the chance to discover charming tourist destinations and take delightful day trips, making the most of your time in this enchanting Tuscan town.

Shopping

Cortona offers delightful shopping experiences, with the Valdichiana Outlet Village nearby, featuring a mix of brands and entertainment vibes. If you're up for a drive, RI Crea RE and Maioliche Nulli, located 21 and 46.7km away respectively, provide unique gifts and souvenirs for a perfect memento of your visit.

Recreation

Experience luxury at Tennis Club Castiglionese, where you can indulge in tennis surrounded by stunning countryside. For a cultural evening, enjoy a performance at the romantic Signorelli Theatre. If you're a golf enthusiast, the scenic Golf Club Valdichiana offers a perfect outdoor retreat just 14.5km away.

Adventure

Embark on Hannibal's Journey, a captivating hiking trail located 8.0km from Cortona, offering stunning outdoor scenery and adventure vibes. For adrenaline enthusiasts, the Magione Racetrack, 25.7km away, provides thrilling motor racing experiences. Families can enjoy the fun at Tavernelle Aquatic Park, situated 32.2km from Cortona.

Nightlife

Cortona's nightlife offers a charming atmosphere with quaint bars and vibrant music. Enjoy a glass of local wine at Bar Milla in the town centre, or dance to live music at La Saletta, where the energy keeps you entertained all night long.

*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 perfect blend of romance, outdoor activities, and picturesque scenery. Visitors can explore its captivating churches, lively piazzas, and serene lakes, catering to those seeking cultural enrichment and vibrant city experiences. With numerous attractions to discover, Cortona promises a delightful getaway for those eager to immerse themselves in the enchanting beauty of this historic town.

  • Isola Maggiore: A charming island located 14.5km from Cortona, Isola Maggiore offers a serene escape with its beautiful outdoor spaces and beach vibes. Stroll along the picturesque shores, enjoy local cuisine, and immerse yourself in the tranquil atmosphere of this enchanting island.
  • Palazzo Comunale: Situated in the heart of Cortona, the Palazzo Comunale is a historic palace that embodies the rich culture of the region. Admire its stunning architecture, explore the galleries, and take in the vibrant local art scene that brings the building to life.
  • Lake Trasimeno: Just 17.7km from Cortona, Lake Trasimeno captivates with its romantic scenery and outdoor activities. Enjoy leisurely walks along the lakeshores, indulge in water sports, or relax on the beach while soaking up the breathtaking views.

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 to Cortona during the low season (January to March) for more affordable options.
  • 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
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 S$370 per night from 29 Nov to 30 Nov
S$370
29 Nov - 30 Nov
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is S$520 per night from 18 Nov to 19 Nov
S$520
18 Nov - 19 Nov
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 S$1,138 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.