Cortona Old Town Holidays

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Your Cortona Old Town Holiday

Reserving a Cortona Old Town holiday package is a good way to become acquainted with this unique neighbourhood. From its well-known places to its lesser-known gems, there's a lot to delve into. Eager to sightsee during your trip to Cortona Old Town? Be sure to check out nearby attractions like Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica. Expedia can help you turn your ideal Cortona Old Town holiday into reality, no matter your budget or travel plans.

Our pick of the best Cortona Old Town Hotel Deals

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 AU$512 per night from 16 Nov to 17 Nov
AU$512
16 Nov - 17 Nov
includes taxes & fees
9.8/10 Exceptional! (244 reviews)
"fabulous hotel with the most beautiful aperol spritz I have ever had served by the pool, and that was only one of the wonderful things I have to say about this beautiful hotel. The staff were helpful and accomodating, breakfast in the courtyard outstanding and our room was divine. Cant recommend ..."

Reviewed on 9 Oct 2025

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15, Cortona, AR
Fully refundable
The price is AU$349 per night from 19 Oct to 20 Oct
AU$349
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (267 reviews)
"Very friendly and helpful staff. Nice rooms"

Reviewed on 7 Sept 2025

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
8.6/10 Excellent! (416 reviews)
An Amazing Hotel
"I attended a wedding in Tuscany. I spent two nights in San Luca Hotel; about 30min from the site. A good number of us stayed at San Luca, an absolute 4* and a very comfortable hotel in everyway. I will absolutely recommend San Luca Hotel..."

Reviewed on 5 May 2025

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Hotel San Luca
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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 1 000 000 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 homes 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.

Activities

WELCOME!

Private visit to the House of Grand Duke Leopold of Tuscany with invitation

AU$71
per adult
Private visit to the House of Grand Duke Leopold of Tuscany with invitation
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

AU$92
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
Cortona

Cortona Private Guided Tour

AU$459
per traveller
Cortona Private Guided Tour
See all activities in Cortona
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.