Cortona Old Town Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Cortona Old Town Vacation

Take the hassle out of planning your next break by booking a Cortona Old Town vacation package. Soak in the sounds and sights of this enticing neighborhood and experience what it has to offer. Eager to do some sightseeing during your trip to Cortona Old Town? Make sure you stop by nearby attractions such as Villa Bramasole, Piazza della Repubblica and Signorelli Theatre. Stop daydreaming and start doing. When you're ready to book your next vacation to Cortona Old Town, Expedia will help get you there.

The Latest Cortona Old Town Vacation Packages

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

Aurum Uffizi

4 out of 5
Santa Croce
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8/10 Very Good! (890 reviews)
Great location and staff. The property was very clean. The only gripe I have is the bed is super hard (and I like a firm mattress). The pillows also left much to be desired but the staff happily gave us extra. Overall, a great value. Even with the bed, I’d probably stay here again as the location makes up for everything.

Reviewed on Jun 5, 2024

Relais Santa Croce by Baglioni Hotels

Relais Santa Croce by Baglioni Hotels

5 out of 5
Santa Croce
Save 100% on your flight
per person
Jul 31 - Aug 6
found 4 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (192 reviews)
The property is beautiful. The beds are very comfortable and the staff is wonderful!

Reviewed on May 22, 2024

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

3 out of 5
Oltrarno
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.6/10 Excellent! (622 reviews)
Perfect location. Convenient. Great room. Breakfast terrace has a great view. Breakfast needs some work. They should offer better breakfast.

Reviewed on Jun 5, 2024

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Santa Croce
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Highly recommend, perfect location and amazing staff

Reviewed on Jun 4, 2024

Hotel Balestri

Hotel Balestri

4 out of 5
Santa Croce
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (824 reviews)
Very helpful staff and perfect location. Great communication!

Reviewed on Jun 5, 2024

Cortona Old Town Hotel Deals

Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa
5 out of 5
Via del Salvatore, Cortona
Fully refundableReserve now, pay when you stay
The price is $314 per night from Jul 1 to Jul 2
$314
$355 total
includes taxes & fees
Jul 1 - Jul 2
9.8/10 Exceptional! (167 reviews)
Gorgeous property
"What a beautiful place. Staff was amazing, so helpful in every way. Lovely breakfasts in the garden. Their bartender fixes some incredible cocktails and the one night we had dinner in the hotel restaurant, everything was delicious. A word of advice: If you’re driving, insist on a SMALL rental car. ..."

Reviewed on Jun 1, 2024

Monastero di Cortona Hotel & Spa
Hotel San Michele
Hotel San Michele
4 out of 5
Via Guelfa 15, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is $111 per night from Jul 2 to Jul 3
$111
$131 total
includes taxes & fees
Jul 2 - Jul 3
8.8/10 Excellent! (227 reviews)
"Everything about this stay was amazing. Staff were friendly and helpful, breakfast was delicious, and the room was comfortable! Would definitely stay here again :)"

Reviewed on Jun 3, 2024

Hotel San Michele
Hotel Villa Marsili
Hotel Villa Marsili
4 out of 5
Viale Cesare Battisti 13, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is $128 per night from Jun 12 to Jun 13
$128
$149 total
includes taxes & fees
Jun 12 - Jun 13
9.8/10 Exceptional! (263 reviews)
"Wonderful hotel, short walk to the plaza, delicious breakfast!"

Reviewed on Jun 1, 2024

Hotel Villa Marsili
See all 5,327 properties in Cortona Old Town
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.

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Frequently asked questions

How much does a Cortona Old Town vacation package cost?
From as little as $1,252. Yes, you read that correctly. Our Cortona Old Town packages are the quickest way to make your dollar go further. Combine your preferred hotels, flights and rental car and get out and see this wonderful destination.
How do I get a cheap travel package to Cortona Old Town?
Bundle your flights and hotels with Expedia to save big bucks on your next getaway. With more than 550 partner airlines and 1,000,000 hotel options globally, your Cortona Old Town vacation package can be tailored exactly to suit your travel style. With all that extra money, why not include some exciting activities and tours? It’s an easy way to unlock even more savings. Your dream vacation in Cortona Old Town is much closer than you thought!
Where should I stay in Cortona Old Town?
A vacation in Cortona Old Town isn’t complete without paying a visit to Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Spend your evenings near these attractions and make sightseeing simple.
What are the top hotels in Cortona Old Town?
Elegante Appartamento Nel Centro Storico Di Cortona and Giotto Lovely Apartment In The City Center are a couple of the most sought-after hotels in Cortona Old Town. Why not take a look at the amenities and rates at each and then decide?
How far in advance should I book my Cortona Old Town vacation?
Be rewarded with the widest variety at the lowest prices by booking your adventure to Cortona Old Town early. Air carriers tend to release flight tickets anywhere up to a year before departure, so secure your spot as soon as possible. That being said, Expedia is dedicated to providing you with the best bargains around, so it’s never a bad time to book your dream vacation!
What does an Expedia Cortona Old Town travel package include?
From flights and hotels to car rentals, Expedia can help you create a Cortona Old Town package that’s ideal for you. Heading off for a week or two? Give some thought to a hotel, flight and rental car bundle. If you’re taking a short break, a flight and hotel deal may suit you better. Activities can also be added after you’ve booked. Our packages make it a cinch to save and plan.
What should I know before booking a Cortona Old Town travel package?
Locking in all the parts of your trip together is one of the best ways to save. Bundle car rentals, airfares and hotels into a convenient little package. But you’re not restricted to hotels. Expedia offers all types of properties, including vacation rentals such as beachside villas and serviced residences. The list is almost endless!
Can I choose my airline with a Cortona Old Town Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to select from worldwide. With all that choice at your fingertips, finding the right carrier to whisk you away to Cortona Old Town won’t be difficult.
If I'm not able to travel, can I cancel my Cortona Old Town vacation package?
If your travel plans in Cortona Old Town have changed, it’s a relief to know that you can cancel your booking. If you booked less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. For more details, visit our Customer Service Portal.

Discover the most popular places to visit in Cortona Old Town

Image for Piazza della Repubblica

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.

Piazza della Repubblica
Image for Cathedral of Cortona

Cathedral of Cortona

Find out about the history of Cortona with a stop at Cathedral of Cortona. Make time to visit the cathedral and monuments while you're in the area.

Cathedral of Cortona
Image for Belvedere

Belvedere

4.5/5(3 reviews)

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

Belvedere

Things to do

Image for Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

$487
Per adult
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Image for Walk in the heart of Foiano della Chiana and its surroundings

Walk in the heart of Foiano della Chiana and its surroundings

$34
Per adult
Walk in the heart of Foiano della Chiana and its surroundings
Image for Cortona: Pasta and Pizza Cooking Class

Cortona: Pasta and Pizza Cooking Class

$119
Per adult
100% of travellers recommend
Cortona: Pasta and Pizza Cooking Class
See all activities in Cortona

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.