Cortona Old Town Vacation Packages 2025/2026 from $943

Cortona Old Town flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

Save 100% on your flight

per person

Oct 14 - Oct 20

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Bagni di Pisa Palace & Thermal Spa

Save 100% on your flight

per person

Sep 1 - Sep 8

found 5 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

Hot springs, 2 restaurants, and 4 indoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the 3 hot tubs and free perks like continental breakfast and free self parking.

Grand Hotel Cavour

Historic Centre of Florence

Save 100% on your flight

per person

Sep 25 - Oct 1

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a gym and a rooftop terrace. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at the bar/lounge and enjoy perks like free WiFi.

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence

Save 100% on your flight

per person

Sep 25 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

Sep 8 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) 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

$291 nightly

$329 total

Jul 27 - Jul 28

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 Villa Marsili

Viale Cesare Battisti 13, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

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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 San Michele

Via Guelfa 15, Cortona, AR

Free Cancellation

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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

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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

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

Hotel Italia

Via Ghibellina 5/7, Cortona, AR

Free Cancellation

Reserve now, pay when you stay

Get rates

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

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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 $943, 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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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.