Cortona Old Town Vacation Packages 2026 from $956

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

$956

per person

Apr 25 - Apr 28

found 1 day 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.

Aurum Uffizi

Historic Centre of Florence

$1,403

per person

Apr 22 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Grand Hotel Cavour

Historic Centre of Florence

Save 100% on your flight

$3,162

per person

Apr 30 - May 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Eurostars Florence Boutique

Historic Centre of Florence

$1,706

per person

May 18 - May 23

found 9 hours ago

Roundtrip flight included

Denver (DEN) to Florence (FLR)

This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$1,539

per person

May 28 - Jun 2

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Top Cortona Old Town hotels deals

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Free Cancellation

Reserve now, pay when you stay

$284 nightly

$317 total

Mar 29 - Mar 30

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

Via Guelfa 15 Cortona AR

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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

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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

Hotel Italia

Via Ghibellina 5/7 Cortona AR

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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

Villa Santa Margherita

Viale Cesare Battisti 17 Cortona AR

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This hotel features self parking and free WiFi in public areas. Enjoy the free buffet breakfast each morning. A garden and luggage storage are also provided.

Breakfast included

Free WiFi

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI

$195 nightly

$219 total

Mar 5 - Mar 6

Total with taxes and fees

An attached winery and an outdoor pool are featured at this smoke-free country house. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Pool

Parking included

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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

Cortona Cathedral

Cortona Cathedral is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theater.

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.

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 $956, 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.