Cortona Old Town Vacation Packages 2025 from $1,024

Cortona Old Town flight + hotel vacation packages

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

Hotel Franchi

per person

Jul 13 - Jul 20

found 18 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

This hotel features a rooftop terrace and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.

Fattoria il Milione Agriturismo

per person

Jul 13 - Jul 20

found 18 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

This residence features a restaurant, a gym, and a poolside bar. Families will appreciate the playground and barbecue grills. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.

Hotel Villa Kinzica

Pisa City Centre

per person

Jul 13 - Jul 20

found 18 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

A bar/lounge and express check-out are featured at this hotel, along with self parking. WiFi in public areas is free. Luggage storage and a safe deposit box are also provided.

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence

per person

Aug 12 - Aug 17

found 15 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the free buffet breakfast each morning.

Aurum Uffizi

Historic Centre of Florence

per person

Aug 4 - Aug 10

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Top Cortona Old Town hotels deals

Monastero di Cortona Hotel & Spa

Via del Salvatore, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$292 nightly

$331 total

Jun 15 - Jun 16

Total includes 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

Via Guelfa 15, Cortona, AR

Free Cancellation

$138 nightly

$161 total

Jun 9 - Jun 10

Total includes 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

Piazza Garibaldi 1, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$146 total

Jun 4 - Jun 5

Total includes 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.

Pet friendly

Free WiFi

Hotel Villa Marsili

Viale Cesare Battisti 13, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$196 total

Jun 12 - Jun 13

Total includes 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

Hotel Italia

Via Ghibellina 5/7, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$198 total

Jun 4 - Jun 5

Total includes 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

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

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This apartment includes a terrace and laundry facilities.

Kitchen

Washer

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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.

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.

Giuseppe Garibaldi Memorial

4.5/5(3 reviews)

You can learn about the history of Cortona when you stop by Giuseppe Garibaldi Memorial. Experience the area's museums and musical theater.

Frequently asked questions

How much are vacation packages to Cortona Old Town?

With vacation packages on offer from just $1,024, 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?

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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.