Deals on vacations and trips to Cortona Old Town

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Cortona Old Town flight + hotel vacation packages

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $2,418, price is now $1,843 per person
$1,843
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $2,863, price is now $2,015 per person
$2,015
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.
Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $2,860, price is now $2,120 per person
$2,120
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Historic Centre of Florence
Price was $2,687, price is now $2,010 per person
$2,010
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
The apartment's gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a garden, and a snack bar/deli are also offered.
Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $2,649, price is now $2,060 per person
$2,060
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
This hotel features a rooftop terrace and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a garden, and a snack bar/deli are also on offer.

Top Cortona Old Town hotels deals

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
$241 nightly
The price is $274 total per night
$274 total
Oct 25 - Oct 26
Total with taxes and fees
A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.
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
$120 nightly
The price is $137 total per night
$137 total
Nov 2 - Nov 3
Total with taxes and fees
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 San Luca

Hotel San Luca

4 out of 5
Piazza Garibaldi 1 Cortona AR
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $98 total per night
$98 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a hair salon, and dry cleaning are also offered.
Hotel Italia

Hotel Italia

3 out of 5
Via Ghibellina 5/7 Cortona AR
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $126 total per night
$126 total
Nov 4 - Nov 5
Total with taxes and fees
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.
Breakfast included
Pet friendly
Hotel Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13 Cortona AR
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $189 total per night
$189 total
Oct 10 - Oct 11
Total with taxes and fees
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
Free WiFi
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
$620 nightly
The price is $691 total per night
$691 total
Oct 21 - Oct 22
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
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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 Old Town attractions

Piazza della Repubblica

9.4/10 (95 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.
See properties

Frequently asked questions

How much are vacation packages to Cortona Old Town?
With vacation packages on offer from just $1,843, there's no need to max out the credit card for your getaway to Cortona Old Town. Travelocity can help. Bundle experiences, hotels and flights into a convenient package and score excellent discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Cortona Old Town?
With around 400 partner airlines and 1,000,000 properties around the world, it's tough to beat Travelocity. Make the most of our extensive range and grab an affordable Cortona Old Town vacation package. Doesn't it feel amazing when vacation planning is that easy?
Why should I book my Cortona Old Town vacation bundle with Travelocity?
We offer round-the-clock support, exceptional service and a Price Match Guarantee. Life is all about the journey — and we have alluring destinations for you to journey to in all four corners of the globe. Explore with us and make your hip pocket happy.
Can I save on my Cortona Old Town car rental if I book it with a hotel or flight?
Sure can — and if you also add an activity or experience to your Cortona Old Town vacation package, you'll pick up even greater savings. With a package from Travelocity, you can find things to do in the area that suit you. Then, hop in your rental car and work your way through the list. St. Peter's Basilica is one must-see attraction to take a look at. You'll find it 100 mi from Cortona Old Town.
What is there to do in Cortona Old Town?
Piazza della Repubblica and Signorelli Theatre are loved by many travelers. Cross these popular attractions off your Cortona Old Town itinerary and discover what the buzz is about.

Photos of local treasures

Browse Cortona Old Town vacation photos for more inspiration

A historic town with medieval architecture, including a prominent tower and a church with a bell tower.
A historic square with cobblestone pavement, traditional buildings, and outdoor seating areas.
A panoramic view of a rural landscape with rolling hills, a clear blue sky, and a mix of agricultural fields and scattered buildings.
A church surrounded by a forest and clouds.
A bee on a sunflower.