Book Exclusive Cortona Vacation Packages

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Cortona flight + hotel packages

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Hotel Villa Liana

Hotel Villa Liana

3 out of 5
Historic Centre of Florence
Price was CA $1,647, price is now CA $1,300 per person
CA $1,300
per person
Nov 14 - Nov 20
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
Alfieri9

Alfieri9

3 out of 5
Historic Centre of Florence
Price was CA $1,765, price is now CA $1,394 per person
CA $1,394
per person
Nov 14 - Nov 20
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.
Hotel Palazzo Benci

Hotel Palazzo Benci

3 out of 5
Historic Centre of Florence
Price was CA $1,645, price is now CA $1,360 per person
CA $1,360
per person
Nov 14 - Nov 20
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free breakfast, free WiFi, and room service. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was CA $2,095, price is now CA $1,768 per person
CA $1,768
per person
Nov 14 - Nov 20
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
Book a stay at this family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza della Signoria are located nearby.
The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was CA $1,911, price is now CA $1,616 per person
CA $1,616
per person
Nov 14 - Nov 20
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.

Top Cortona hotels deals

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
The price is CA $901 per night
CA $901
CA $1,004 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Battle of Lake Trasimene Monument and Parterre Garden are located nearby.
Pool
Parking included
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Free cancellation
Reserve now, pay when you stay
The price is CA $354 per night
CA $354
CA $403 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this 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

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370 Cortona AR
The price is CA $535 per night
CA $535
CA $601 total
Oct 29 - Oct 30
includes taxes & fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museo Diocesano and Santa Maria Nuova are located nearby.
Pool
Hot tub
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
Free cancellation
Reserve now, pay when you stay
The price is CA $216 per night
CA $216
CA $251 total
Oct 29 - Oct 30
includes taxes & fees
Book a stay at this business-friendly hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza della Repubblica and Casali Palace are located nearby.
Pet-friendly
Free WiFi
Relais Villa Baldelli

Relais Villa Baldelli

4 out of 5
San Pietro A Cegliolo 420 Cortona AR
Free cancellation
Reserve now, pay when you stay
The price is CA $171 per night
CA $171
CA $201 total
Sep 30 - Oct 1
includes taxes & fees
Book a stay at this business-friendly hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museo Diocesano and Signorelli Theatre are located nearby.
Pool
Breakfast included
Hotel San Luca

Hotel San Luca

4 out of 5
Piazza Garibaldi 1 Cortona AR
Free cancellation
Reserve now, pay when you stay
The price is CA $114 per night
CA $114
CA $139 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Giuseppe Garibaldi Memorial and Piazza della Repubblica are located nearby.
Pet-friendly
Free WiFi
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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.

Stay near popular Cortona attractions

Villa Bramasole

9.2/10 (20 reviews)
You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.
See properties

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 $1,300. 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.

Photos of local treasures

Browse Cortona vacation photos for more inspiration

A hillside town with historic buildings, a church, and vineyards.
Olive groves and stone buildings with arched windows.
A historic European town square with stone buildings, green shutters, and outdoor seating areas.
A historic stone building with a bell tower, surrounded by lush greenery and olive trees.
A street with a shop selling jewelry and a signboard.

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