Cortona Old Town Holidays

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
1 Oct - 6 Oct
found 8 hours ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Air conditioner was excellent!!!

Reviewed on 11 Aug 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
1 Oct - 6 Oct
found 8 hours ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
8.6/10 Excellent! (468 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on 6 Aug 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (388 reviews)
Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on 31 Jul 2025

Villa Olmi Firenze

Villa Olmi Firenze

4 out of 5
Save 100% on your flight
per person
16 Sept - 21 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (736 reviews)
Beautiful property & amazing staff

Reviewed on 8 Jul 2025

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Save 100% on your flight
per person
1 Oct - 6 Oct
found 8 hours ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
9.4/10 Exceptional! (569 reviews)
Everything about the property was wonderful from the cleanliness to the staff's helpfulness. The only thing that could be improved is the gym area, it only contains a treadmill, ab machine, and three sets of dumbbells that range in weight from 3-10lbs.

Reviewed on 10 Aug 2025

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 €297 per night from 24 Aug to 25 Aug
€297
24 Aug - 25 Aug
includes taxes & fees
9.8/10 Exceptional! (228 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on 7 Aug 2025

Monastero di Cortona Hotel & Spa
Hotel Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13, Cortona, AR
Fully refundableReserve now, pay when you stay
9.8/10 Exceptional! (303 reviews)
"This hotel is wonderful! The staff is so inviting and friendly! It is in a perfect location. Very close to the city center. Highly recommend!"

Reviewed on 8 Aug 2025

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Hotel Villa Marsili
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15, Cortona, AR
Fully refundable
9/10 Wonderful! (265 reviews)
"Very conveniently located in the heart of Cortona."

Reviewed on 20 May 2025

Get rates
Hotel San Michele
See all 5,241 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 €606. 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 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.

Things to do

Cortona

Cortona Private Guided Tour

€260
per traveller
Cortona Private Guided Tour
For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

€265
per adult
Amazing four courses cooking class in Tuscany
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

€52
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
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.