Cortona Old Town Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Cortona Old Town

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is 7.737.803 ₫ per night from 21 Dec to 22 Dec
7.737.803 ₫
8.754.383 ₫ total
21 Dec - 22 Dec
includes taxes & fees
9.8/10 Exceptional! (251 reviews)
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.

Reviewed on 4 Nov 2025

Monastero di Cortona Hotel & Spa
Hotel Italia

Hotel Italia

3 out of 5
Via Ghibellina 5/7 Cortona AR
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (277 reviews)
The personnel were warm and accommodating. The breakfast was amazing! The views were wonderful!

Reviewed on 14 Nov 2025

Get rates
Hotel Italia
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
9/10 Wonderful! (270 reviews)
Very friendly and helpful staff. Nice rooms

Reviewed on 7 Sept 2025

Get rates
Hotel San Michele
See all 5,147 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.

Frequently asked questions

How much does a Cortona Old Town holiday package cost?
From as little as . 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 1null000null000 hotel options globally, your Cortona Old Town holiday 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 holiday in Cortona Old Town is much closer than you thought!
Where should I stay in Cortona Old Town?
A holiday 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 Centre 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 holiday?
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 holiday!
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 holiday rentals such as beachside villas and serviced residences. The list is almost endless!
Can I choose my airline with a Cortona Old Town Expedia holiday 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 holiday 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.

Popular places to visit

Cortona showing heritage architecture

Piazza della Repubblica

Find out about the history of Cortona when you take a trip to Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

Piazza della Repubblica

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 theatre.

Cortona Cathedral

Fortress of Girifalco

You can find out about the history of Cortona with a trip to Fortress of Girifalco. You can enjoy the wineries while in the area.

Fortress of Girifalco