How much does a Cortona vacation package cost?

You'll find cheap prices from $690 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 2025/2026 from $783

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 Firenze

Historic Centre of Florence

Save 100% on your flight

$690

per person

Nov 8 - Nov 15

found 11 hours ago

Roundtrip flight included

New York (NYC) to Florence (FLR)

7.8/10 Good! (1,005 reviews)

Great location. Few minutes away from train station. Not so quiet. You could hear people from outside even the windows closed. If you are staying for a few days, it’s a great location.

Reviewed on Aug 14, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

$783

per person

Oct 30 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.6/10 Exceptional! (469 reviews)

The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug 13, 2025

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$703

per person

Nov 12 - Nov 18

found 20 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,005 reviews)

Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on Aug 19, 2025

Collegio alla Querce - Auberge Resorts

Le Cure

Save 100% on your flight

$4,368

per person

Oct 25 - Oct 31

found 17 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

10/10 Exceptional! (2 reviews)

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence

Save 100% on your flight

$1,407

per person

Oct 30 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (230 reviews)

Gorgeous boutique hotel, like museum Beautiful rooms!!! Thank you Giovanni for all ur help and knowledge organizing everything for us, and breakfast waiters were great!!!

Reviewed on Aug 21, 2025

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Cortona Hotel Deals

Monastero di Cortona Hotel & Spa

Via del Salvatore, Cortona, AR

Fully refundableReserve now, pay when you stay

$304 nightly

$344 total

Aug 24 - Aug 25

Total with taxes and fees

9.8/10 Exceptional! (230 reviews)

"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on Aug 7, 2025

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6, Cortona, AR

Fully refundableReserve now, pay when you stay

$605 nightly

$675 total

Aug 31 - Sep 1

Total with taxes and fees

9.6/10 Exceptional! (219 reviews)

"AMAZING! Gorgeous! I would recommend to everyone!"

Reviewed on Jul 29, 2025

Il Falconiere - Relais e Chateaux

Localita San Martino 370, Cortona, AR

Fully refundableReserve now, pay when you stay

9.2/10 Wonderful! (113 reviews)

"The propriety is one of the nicest I’ve stayed at. Very relaxing atmosphere, comfortable large pool area. Breakfast and lunch options are delicious. Room was very comfortable and spacious. The only problem I experienced was both adjacent rooms were smokers and did so on their patios. We couldn’t ..."

Reviewed on Aug 14, 2025

Get rates

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, Tuscany, is perfect for outdoor adventures, romantic getaways, and cultural experiences. Visitors can indulge in spa treatments, enjoy local theater, and embark on memorable day trips. Highlights include exploring art in the charming streets, taking a private tour, and visiting nearby gems like Orvieto and Pienza. Whether you're seeking relaxation or cultural immersion, Cortona offers a delightful blend of activities for every traveler.

Shopping

Cortona offers a charming shopping experience with local boutiques and artisan shops. For a larger selection, visit Valdichiana Outlet Village, located 10 miles away. If you're up for a drive, check out RI Crea RE, 21 miles away, and Sambuco Ceramics Store, 30 miles away for unique gifts.

Recreation

The Signorelli Theatre offers a charming blend of culture and entertainment, perfect for a romantic night out. For luxury, visit the Tennis Club Castiglionese, where you can indulge in upscale amenities. Meanwhile, the Golf Club Valdichiana provides a stunning outdoor setting for sports enthusiasts to enjoy a round of golf.

Adventure

Embark on Hannibal's Journey, a scenic hiking trail where you can immerse yourself in nature's beauty, located 5 miles from Cortona. For adrenaline enthusiasts, the Magione Racetrack, 16 miles away, offers thrilling motor racing experiences. Don't miss the Tavernelle Aquatic Park, 20 miles from Cortona, perfect for family fun and water adventures.

Nightlife

Cortona's nightlife offers a charming mix of cozy wine bars and lively piazzas. Enjoy a glass of local vino at Bar La Dolce Vita or savor artisanal cocktails at Caffe Tuscher. For a fun evening, join locals at Piazza della Repubblica, where music and laughter fill the 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 is perfect for a romantic, culture-focused vacation, offering a blend of outdoor activities and rich history. Explore charming churches, vibrant piazzas, and fascinating museums that showcase the area's culture and heritage. Whether you're seeking a scenic outdoor experience or an immersive city journey, Cortona's attractions cater to all types of travelers looking to enjoy this beautiful Tuscan town.

Lake Trasimeno: Located 11 miles from Cortona, Lake Trasimeno is a serene escape known for its picturesque beaches and stunning scenery. Enjoy outdoor activities like hiking and picnicking, or indulge in a romantic sunset by the water's edge.
Villa Bramasole: Nestled within Cortona, Villa Bramasole is a historic gem that reflects the rich cultural heritage of the region. Explore its beautiful architecture and lush gardens that inspired the book Under the Tuscan Sun.
Santa Maria delle Grazie: This charming church, also located in Cortona, showcases remarkable artistic and architectural features. Its peaceful ambiance makes it a perfect spot for quiet reflection and appreciation of local culture.

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 with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.2°F (4.0°C)	Light Rain	Mostly	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.