Cortona Old Town Vacation Packages 2025/2026 from $1,147

Cortona Old Town flight + hotel vacation packages

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

LHP River Club

Santa Croce

Save 100% on your flight

per person

Sep 29 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

An outdoor pool, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. A communal living room and luggage storage are also provided.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

per person

Oct 12 - Oct 18

found 6 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.

Tenuta di Artimino Member of Meliá Collection

Save 100% on your flight

per person

Sep 13 - Sep 19

found 3 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This Tuscan-style hotel features an attached winery, a full-service spa, and 2 restaurants. Families will appreciate the playground, picnic area, and babysitting. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.

Aurum Firenze

Historic Centre of Florence

per person

Sep 15 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Villa Tolomei Hotel & Resort

Oltrarno

Save 100% on your flight

per person

Oct 12 - Oct 18

found 6 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

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.

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.

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.

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

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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.

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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 $1,147, 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.