How much does a Cortona vacation package cost?

You'll find cheap prices from $605 on Expedia for your Cortona break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cortona costs.

What are the cheapest months to go to Cortona?

October, November and December are the best times to search for cheap Cortona vacation packages. Traveling in less busy months means you can typically find lower prices on hotels and flights.

How many days is enough for Cortona?

Cortona vacations come in many shapes and sizes, but to really sink your teeth into this destination, we'd suggest 3 days is a good ballpark. In this timeframe, you can fit in headline attractions like Palazzo Comunale and Museum of the Etruscan Academy and track down some hidden gems. Don't skip neighborhoods such as Cortona Old Town and Sodo either. If you're smart with your time, you can even allow for a day trip outside of Cortona too.

Is it worth booking a vacation package to Cortona?

Whether you want to visit major attractions like Villa Bramasole and Cathedral of Cortona on your Cortona vacation, or coming for its excellent nature, views and dining, there's something for everyone here. With so much to experience, you'll soon find out why so many travelers think Cortona is a good vacation destination.

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 vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customize 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 vacation package to Cortona?

If you're considering an impromptu Cortona vacation, 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?

Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Cortona. Set your budget: Factor in costs such as flights, meals and transportation when working out how much to set aside for your trip to Cortona. Then, pick a property that fits your budget, whether that's a low-cost option or a deluxe getaway. Discover Cortona with our trip planning tool : Gain insights into the most popular attractions and best properties for your trip to Cortona. You can also save your must-visit places, collaborate with your group and arrange all your plans in one place. Work out your trip length: Consider how much time you want to spend discovering Cortona. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the ideal Cortona vacation package for you. Book any activities or excursions: Now to the fun part — locking in everything you want to see and do. Check out some of the exciting things to do in Cortona and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Cortona vacation packages?

Your Cortona getaway should be an escape from your daily routine, not a reason for money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

Cortona Vacation Packages 2026 from $605

Your Cortona Vacation

With plenty of highlights as well as hidden gems, this city is best experienced with a Cortona vacation 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 vacation is only clicks away with Expedia.

The Latest Cortona vacation packages

Price found within the past 48 hours. Click for updated prices.

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$605

per person

Feb 19 - Feb 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

Great Locations walkable to all the placese.

Reviewed on Dec 15, 2025

Villa Cora

Oltrarno

$2,024

per person

Mar 10 - Mar 13

found 12 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9.8/10 Exceptional! (467 reviews)

Nice property and staff.

Reviewed on Nov 13, 2025

Grand Hotel Baglioni

Historic Centre of Florence

$1,493

per person

Mar 10 - Mar 13

found 12 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9/10 Wonderful! (1,002 reviews)

Very good hotel in a fantastic location. Meters from all the sites. Rooms and service excellent. Best breakfast in Italy.

Reviewed on Jan 7, 2026

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Cortona Hotel Deals

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

9.8/10 Exceptional! (258 reviews)

Everything was great! Lovely hotel

Reviewed on Jan 4, 2026

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Il Falconiere - Relais e Chateaux

Localita San Martino 370 Cortona AR

9.2/10 Wonderful! (122 reviews)

Excellent staff and experiences! We had a wonderful time.

Reviewed on Nov 29, 2025

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Borgo Il Melone

Case Sparse, 38 Cortona AR

Not to be missed!

We were initially uncertain about booking here due to some negative online comments; however, very happy we did! it would be difficult to pristinely maintain the property as it is historic and quite large, so if you’re looking for something with every modern amenity, this is not the stay for you. ...

Reviewed on Sep 19, 2024

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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.

Things to do in and around Cortona

Cortona is perfect for a romantic getaway, offering stunning outdoor scenery and a range of activities. Visitors can indulge in spa treatments, enjoy theatrical performances, and embark on memorable day trips. Don't miss the chance to explore local art, take a private tour of the charming town, and visit nearby attractions like Orvieto and Pienza for a taste of Tuscany's rich culture and beauty.

Shopping

Cortona offers charming shopping experiences with local boutiques and artisan shops. For a wider selection, visit Valdichiana Outlet Village, located 10 miles away, featuring various brands and family-friendly amenities. If you're up for a drive, check out RI Crea RE and Maioliche Nulli, 21 and 29 miles away, respectively.

Recreation

Experience the charm of the Signorelli Theatre, where culture and romance meet in vibrant performances. Unwind at the Tennis Club Castiglionese, enjoying luxury amidst scenic views. For outdoor enthusiasts, the Golf Club Valdichiana offers a perfect blend of sport and nature, just a short drive from Cortona.

Adventure

Embark on Hannibal's Journey, a thrilling 5-mile hiking trail near Cortona that offers breathtaking scenery and outdoor adventure. For adrenaline junkies, the Magione Racetrack, 16 miles away, provides high-speed motor racing excitement. Lastly, enjoy family fun at Tavernelle Aquatic Park, located 20 miles from Cortona, with exhilarating water attractions.

Nightlife

Cortona's nightlife offers a charming blend of rustic bars and vibrant taverns. Enjoy local wines at Enoteca Vigna del Sole or dance to live music at Bar L'Incontro. For a cozy atmosphere, visit Caffè degli Artisti, where you can unwind with friends after a day of exploring.

*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 offers a perfect blend of romance and outdoor beauty, making it an ideal vacation spot. Explore the charming churches, lively piazzas, and captivating museums that showcase the town's rich culture and history. Whether you're seeking a cultural experience, scenic views, or a taste of city life, Cortona has something for every traveler looking to immerse themselves in the heart of Tuscany.

Lake Trasimeno: Experience the serene beauty of Lake Trasimeno, located 11 miles from Cortona. Enjoy its picturesque beaches and breathtaking scenery, perfect for outdoor activities or a romantic day by the water.
Villa Bramasole: Explore the historic Villa Bramasole, nestled in Cortona. This charming site offers a glimpse into the rich culture of the area and is famously known for its stunning architecture and connection to the book Under the Tuscan Sun.
Piazza della Repubblica: Immerse yourself in the vibrant atmosphere of Piazza della Repubblica, a cultural hub in Cortona. Enjoy the lively ambiance, local shops, and exquisite architecture that reflect the city's history and charm.

Best time to go to Cortona

The best time to visit Cortona is dependent 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 cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.2°F (4.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	41.2°F (5.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	52.7°F (11.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	59.5°F (15.3°C)	Light Rain	Mostly Sunny	Average	Average
June	69.1°F (20.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	74.8°F (23.8°C)	No Rain	Sunny	Slightly High	Slightly High
August	74.5°F (23.6°C)	No Rain	Sunny	Slightly High	Slightly High
September	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Average
November	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Average	Average
December	41.7°F (5.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average

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.

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Population	2,200
Max Temp Winter	45ºF
Max Temp Summer	80ºF
Top Sights	Signorelli Theatre, Cathedral of Cortona and San Luciano Winery

Language

Italian

Currency

Euros

Local Welcome

Ciao

Local Goodbye

Ciao

Population

2,200

Max Temp Winter

45ºF