Cortona Vacation Packages from $1,618

Cortona flight + hotel vacation packages

Aurum Uffizi

Santa Croce

per person

Jun 7 - Jun 13

Roundtrip non-stop flight included

San Francisco (SFO) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Hotel Santa Maria Novella

Santa Maria Novella

per person

Jun 7 - Jun 13

Roundtrip non-stop flight included

San Francisco (SFO) to Florence (FLR)

A full-service spa and a gym are featured at this boutique hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Enjoy the a rooftop terrace and free buffet breakfast each morning.

Aurum Firenze

Santa Maria Novella

per person

Jul 14 - Jul 18

Roundtrip non-stop flight included

San Francisco (SFO) to Florence (FLR)

Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Art Hotel Villa Agape

Oltrarno

per person

Jun 7 - Jun 13

Roundtrip non-stop flight included

San Francisco (SFO) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free area shuttle. A coffee shop, a terrace, and a garden are also on offer.

Plaza Hotel Lucchesi

Santa Croce

per person

Jun 7 - Jun 13

Roundtrip non-stop flight included

San Francisco (SFO) to Florence (FLR)

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Prices and availability subject to change. Additional terms may apply.

Top Cortona hotel deals

Villa di Piazzano - Small Luxury Hotel of the World

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

Free Cancellation

Reserve now, pay when you stay

$494

per night

May 13 - May 14

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. There's a poolside bar on site, and concierge services and free newspapers are also provided.

Breakfast available

Pool

Monastero di Cortona Hotel & Spa

Via del Salvatore, Cortona

Free Cancellation

Reserve now, pay when you stay

$307

per night

May 1 - May 2

A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the spa tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Hot Tub

Breakfast included

Borgo Il Melone

Case Sparse, 38, Localita Il Sodo, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$57

per night

May 5 - May 6

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the a rooftop terrace and free perks like buffet breakfast and free self parking.

Pet friendly

Breakfast included

Hotel San Michele

Via Guelfa 15, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$99

per night

May 8 - May 9

An area shuttle and a shopping center shuttle are featured at this hotel, along with a bar/lounge. WiFi in public areas is free. Traveling on business? Take advantage of the express check-in, express check-out, and airport shuttle.

Pet friendly

Free WiFi

Hotel Villa Marsili

Viale Cesare Battisti 13, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$139

per night

May 23 - May 24

This hotel features a bar/lounge, free WiFi in public areas, and a garden. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A lobby fireplace, express check-out, and dry cleaning are also on offer.

Pet friendly

Breakfast available

Hotel Italia

Via Ghibellina 5/7, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$103

per night

Apr 24 - Apr 25

Free WiFi in public areas, express check-in, and express check-out are available at this hotel. Enjoy the free buffet breakfast each morning. Luggage storage and a safe deposit box are also provided.

Pet friendly

Breakfast included

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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.

Popular places to visit

Piazza della Repubblica

5/5(4 reviews)

Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

Villa Bramasole

You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.

Signorelli Theatre

You can make plans for a show at Signorelli Theatre during your stay in Cortona. Discover the area's countryside and monuments.

Frequently asked questions

How much are vacation packages to Cortona?

Travelocity offers great package deals to Cortona, including hotels and flights, starting from as low as $1,618. With all the cash you save, you could purchase some cool tours or even add some extra days to your adventure.

How long should my Cortona vacation be?

The majority of people book a hotel for 3 nights in Cortona. But that doesn’t mean you have to follow their lead. How long you stick around really comes down to what you feel like doing during your vacation. If you’d like to familiarize yourself with every nook and cranny of this remarkable destination, book another night or so (or even an extra week!).

Where can I get the best vacation package deals for Cortona?

Travelocity has endless ways to score a great Cortona package deal. Take your pick of 400 air carriers and 1,000,000 properties around the world and create a travel itinerary that’s right for you. With so many options, it’s time to start planning your next great escape.

Why should I purchase my Cortona vacation bundle with Travelocity?

From amazing destinations to memorable experiences, we have everything you need to satisfy your love for travel. Our friendly 24/7 customer support will also ensure you’re being taken care of during your getaway. And don’t panic if you notice a cheaper price on your reservation, we’ll match it. That’s our Price Match Guarantee.

Can I save money on my Cortona car rental if I combine it with hotels and flights?

Bundling your car, hotel and flight into a Cortona vacation package is a surefire way to score an amazing deal. Plus, having your own car rental gives you absolute freedom to make your way to all those big sights you’d like to explore. Situated 100 mi from Cortona, St. Peters Basilica is one attraction that should have a place on your itinerary. Fill up the tank and make a day trip of it.

What is the best time of year to go to Cortona?

If you prefer to wander wisely, is one of the best times to do it. That’s when room rates tumble. By way of comparison, prices are at their highest around . April, May and June are the most popular times for a vacation in Cortona, so expect long lines for major attractions. Hoping to travel outside high season? You’ll find smaller crowds during October, November and December.

Which airport is best for Cortona?

There are two options for flying to Cortona, the first one being Peretola Airport (FLR). It’s 55 mi from the city center, while Federico Fellini Intl. Airport (RMI) is 60 mi away from central Cortona.

What is there to do in Cortona?

Cortona is overflowing with places to discover, such as Villa Bramasole and Piazza della Repubblica. These two impressive attractions top most visitors’ must-see lists.

Where should I stay when visiting Cortona?

The Villa di Piazzano - Small Luxury Hotel of the World is the number one choice of many visitors. Book now to avoid missing out.

Where to stay in Cortona: Best areas for travelers

Cortona Old Town: With its artistic vibe, this destination attracts creative types like bees to a honey pot. Find some inspiration at Museo Diocesano before hitting up the rest of what this leading neighborhood has to offer. The Hotel San Luca, the Hotel Villa Marsili, BW Signature Collection and the Monastero di Cortona Hotel & Spa are some options if you want to stay here.
San Pietro a Cegliolo: For a comfy place to stay, many travelers recommend the Relais Il Falconiere or the Holiday Apartment Agriturismo Borgo Elena. If you've got a bit of extra time, spend a few hours exploring the local sights.