Cortona Vacations 2025 from CA $1,568

Cortona flight + hotel packages

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

La Villa di STR

Siena Historical Center

per person

Jun. 7 - Jun. 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 3-star hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and daily housekeeping. Popular attractions Siena Cathedral and Piazza del Campo are located nearby.

The Moon Boutique Hotel & Spa

Santa Maria Novella

Save 100% on your flight

per person

Jun. 12 - Jun. 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star spa hotel in Florence. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Historic Centre of Florence and Cathedral of Santa Maria del Fiore are located nearby.

Aurum Uffizi

Santa Croce

per person

May 22 - May 26

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Uffizi Gallery and Historic Centre of Florence are located nearby.

Aurum Firenze

Santa Maria Novella

per person

May 22 - May 26

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Historic Centre of Florence are located nearby.

Hotel La Scaletta Al Ponte Vecchio

Oltrarno

Save 100% on your flight

per person

May 10 - May 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Florence (FLR)

Stay at this 3-star hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Uffizi Gallery and Historic Centre of Florence are located nearby.

Top Cortona hotels 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

CA $645

CA $722 total

includes taxes & fees

Apr 6 - Apr 7

Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Hannibal's Journey and Villa Bramasole are located nearby.

Pool

Parking included

Monastero di Cortona Hotel & Spa

Via del Salvatore, Cortona, AR

Free cancellation

Reserve now, pay when you stay

CA $441

CA $497 total

includes taxes & fees

Apr 27 - Apr 28

Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Signorelli Theatre and Museum of the Etruscan Academy are located nearby.

Pool

Hot tub

Il Falconiere - Relais e Chateaux

Localita San Martino 370, Cortona, AR

Free cancellation

Reserve now, pay when you stay

CA $597

CA $670 total

includes taxes & fees

Apr 16 - Apr 17

Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cortona Cathedral and Museo Diocesano are located nearby.

Pool

Hot tub

Hotel San Luca

Piazza Garibaldi 1, Cortona, AR

Free cancellation

Reserve now, pay when you stay

CA $116

CA $140 total

includes taxes & fees

Apr 7 - Apr 8

Stay at this 4-star hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Giuseppe Garibaldi Memorial and San Domenico Church are located nearby.

Pet-friendly

Free WiFi

Hotel San Michele

Via Guelfa 15, Cortona, AR

Free cancellation

CA $176

CA $206 total

includes taxes & fees

Apr 8 - Apr 9

Stay at this 4-star business-friendly hotel in Cortona. Enjoy free WiFi, 24-hour room service, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Piazza della Repubblica and Casali Palace are located nearby.

Pet-friendly

Free WiFi

Hotel Villa Marsili

Viale Cesare Battisti 13, Cortona, AR

Free cancellation

Reserve now, pay when you stay

CA $260

CA $298 total

includes taxes & fees

Apr 11 - Apr 12

Stay at this 4-star family-friendly hotel in Cortona. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions San Domenico Church and Giuseppe Garibaldi Memorial are located nearby.

Pet-friendly

Free WiFi

Don't see what you're looking for?

See all available properties in Cortona

View all properties

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

Cortona which includes heritage architecture

Piazza della Repubblica

5/5(1 review)

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.

Cortona Cathedral

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

Cortona Vacations

You don't have to know everything about the place to have a fabulous time in Cortona, but you should have an idea about a few basic details before you take off.

Cortona is located 100 miles (161 kilometers) north of Rome, a noteworthy city.

It shouldn't be tricky to make new friends in this part of Arezzo. It has a population of around 2,000 locals.

Places to visit in Cortona

If you're in the mood for some spiritual enlightenment, drop by Santa Maria delle Grazie. You never know, you might even find the answers to a few of life's most pressing questions! Want some more options? Public squares tell many stories. Roam over well-trodden walkways and try to sniff out some clues to the region's past at Piazza della Repubblica. And that's not all. Try to picture the secrets and stories hidden in the walls of Palazzo Comunale as you behold its beautiful facade.

Where do you fly into for Cortona?

Get set for some unforgettable experiences! The middle of Cortona is only 30 miles (48 kilometers) northwest of Sant Egidio Airport (PEG).

Frequently asked questions

How much are vacation packages to Cortona?

You might be pleasantly surprised — you can vacation in Cortona for a paltry CA $1,568. Allow Travelocity to save you money and stress with our vacation packages. With flights, hotels and tours all ready to be snapped up, what’s stopping you?

How long should my Cortona vacation be?

Around 3 nights is the average time frame travelers spend in Cortona. But the perfect trip length all depends on how many treasured memories you want to make. Why not stay a couple of extra days and uncover some hidden gems?

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

There’s no need to look any further than Travelocity. With 400 air carriers and 1,000,000 worldwide properties, it’s a breeze to find a Cortona package deal that satisfies your wanderlust.

Why should I purchase my Cortona vacation package via Travelocity?

By booking your hotel, flights, activities and car rental altogether, you’ll save time and money. We offer a professional customer service support team available round-the-clock, and you’ll know that you’ll always be getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book the getaway of your dreams today and get packing!

Can I save money on my Cortona car rental if I book it with my hotel or flight?

Sure can — bundle your hotel, car and flight into a Cortona vacation package and you can save tons. With so much to see in Cortona, that rental car will make it easy to explore. Once you’re behind the wheel, put the stereo on and head to St. Peter’s Basilica, a renowned attraction approximately 161 kilometers from Cortona.

Which airport is best for Cortona?

Many vacationers arrive at Peretola Airport (FLR). Once you’ve disembarked and picked up your bags, set off 88 kilometers southeast to reach central Cortona. Federico Fellini Intl. Airport (RMI) is the other option available, 97 kilometers from the city center.

What is there to do in Cortona?

Cortona is brimming with sights to discover, like Villa Bramasole and Piazza della Repubblica. These two fantastic attractions are at the top of most visitors’ travel itineraries.

Where should I stay when visiting Cortona?

The Hotel Italia is recommended by many visitors. Book as soon as possible to avoid missing out.