Cortona Old Town Vacations

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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.
Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Santa Croce
per person
Jul 21 - Jul 25
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
This was my 5th stay at Hotel Lucchesi and I will always stay here when I am in Florence. It’s a charming old hotel with a fantastic staff, especially Romano and Michele, the concierge. The breakfast is delicious and the rooftop bar offers spectacular views at sunset. Its location is perfect and close to everything you want to experience in Florence.

Reviewed on May 5, 2024

Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
per person
Jul 9 - Jul 14
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8/10 Very Good! (874 reviews)
Dont let the location fool you. It is a great spot with easy walk to uffizi museum and the cathedral duomo.

Reviewed on May 16, 2024

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

3 out of 5
Oltrarno
per person
Jul 9 - Jul 14
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.6/10 Excellent! (610 reviews)
Lovely hotel with a beautiful interior garden. Excellent rooftop dining option with spectacular views and great service.

Reviewed on May 15, 2024

Aurum Firenze

Aurum Firenze

4 out of 5
Santa Maria Novella
per person
Jul 9 - Jul 14
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
Everything was perfect except the space. A bit cramped but overall we will book this place again. 3 mins walk to the centrale train station. Near Mercato. Very good.

Reviewed on May 9, 2024

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Duomo
per person
Jul 27 - Aug 3
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Perfect location a real luxury. I enjoyed the outdoor terrace and the staff was friendly. A beautiful hotel and breakfast in an elegant space & is included. I would love to stay there again.

Reviewed on May 15, 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 $324 per night from May 22 to May 23
$324
$365 total
includes taxes & fees
May 22 - May 23
9.8/10 Exceptional! (166 reviews)
"Excellent experience!!! Very attentive staff in ALL areas. Room was beautiful!! Breakfast was outstanding!!! Spa space was amazing!!!! A few tight corners but well worth the drive!!!! Love, love, loved the stay!"

Reviewed on May 8, 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 $130 per night from Jun 9 to Jun 10
$130
$152 total
includes taxes & fees
Jun 9 - Jun 10
8.8/10 Excellent! (220 reviews)
"Very helpful staff who parked our car in the difficult to manage car park. Great cleaning staff. We had marvelous views from our terrace. The hotel is old, but they have done their best to add modern amenities. We would have liked some warning that the water left in our refrigerator was not complimentary. ..."

Reviewed on May 15, 2024

Hotel San Michele
Hotel San Luca
Hotel San Luca
4 out of 5
Piazza Garibaldi 1, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is $82 per night from May 19 to May 20
$82
$99 total
includes taxes & fees
May 19 - May 20
8.6/10 Excellent! (386 reviews)
"Great location. However parking nearby is payable in cash (coins only), and there was no change to be had at the desk. Lovely breakfast. Luggage can be dropped off at the hotel for a short stay before parking elsewhere."

Reviewed on Nov 1, 2023

Hotel San Luca
See all 5,309 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.

Explore other types of vacation packages

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Frequently asked questions

How much does a Cortona Old Town vacation package cost?
From as little as $1,456. 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 Signorelli Theatre

Signorelli Theatre

You can make plans for a show at Signorelli Theatre during your stay in Cortona. Discover the area's countryside and monuments.

Signorelli Theatre

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 Cortona Private Guided Tour

Cortona Private Guided Tour

$233
Per adult
Cortona Private Guided Tour
Image for Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

$56
Per adult
Montepulciano: Wine Tour and tasting
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.