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 $1,660, price is now $1,106 per person
$1,106
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,259, price is now $1,460 per person
$1,460
per person
Oct 12 - Oct 18
just found
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.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,385, price is now $1,572 per person
$1,572
per person
Oct 8 - Oct 14
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
Price was $1,994, price is now $1,343 per person
$1,343
per person
Oct 8 - Oct 14
found 1 day 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.
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $6,353, price is now $4,329 per person
$4,329
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

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
$288 nightly
The price is $326 total per night
$326 total
Aug 16 - Aug 17
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 Luca

Hotel San Luca

4 out of 5
Piazza Garibaldi 1 Cortona AR
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $110 total per night
$110 total
Jul 28 - Jul 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.
Pet friendly
Free WiFi
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $159 total per night
$159 total
Jul 26 - Jul 27
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 Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13 Cortona AR
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $172 total per night
$172 total
Aug 5 - Aug 6
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
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Free Cancellation
Reserve now, pay when you stay
$535 nightly
The price is $595 total per night
$595 total
Aug 5 - Aug 6
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. Enjoy the 24-hour gym and free perks like buffet breakfast and WiFi in public areas.
Pool
Breakfast included
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
$631 nightly
The price is $704 total per night
$704 total
Jul 24 - Jul 25
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.
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.

Stay near popular Cortona Old Town attractions

Cortona Cathedral

9.4/10 (77 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Cortona Old Town?
With vacation packages on offer from just $1,106, 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.