Cortona Old Town Holidays from £256

Book a Hotel + Flight or Car together to unlock savings

Your Cortona Old Town Holiday

Take the hassle out of planning your next break by booking a Cortona Old Town holiday package. Soak in the sounds and sights of this enticing neighbourhood 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 holiday to Cortona Old Town, Expedia will help get you there.

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £462, price is now £256 per person
£256
per person
6 Sept - 8 Sept
found 23 hours ago
Return flight included
Edinburgh (EDI) to Florence (FLR)
7.4/10 Good! (1,014 reviews)
Honest review. The pros, the hotel location is great, near the station and all the attractions, the staff were super helpful and friendly, our room was on the small side but the bed was comfy and the bathroom nice. The breakfast was OK. The main con for us and I will qualify it by saying that we were at the hotel during a heat was that the aircon in our room wasn't great, only touched the edges of reducing the temperature and was noisy. There was also some noise from within the hotel. Overall a good hotel though and we enjoyed our stay.

Reviewed on 30 Jun 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £999, price is now £473 per person
£473
per person
11 Sept - 15 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
Highly recommended

Reviewed on 30 Jun 2026

Alfieri9

Alfieri9

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £613, price is now £361 per person
£361
per person
4 Sept - 7 Sept
found 1 day ago
Return direct flight included
London (LGW) to Florence (FLR)
9.6/10 Exceptional! (167 reviews)
Beautiful place and the staff was very helpful

Reviewed on 29 Jun 2026

Il Malaspina

Il Malaspina

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,675, price is now £1,010 per person
£1,010
per person
14 Sept - 20 Sept
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.8/10 Exceptional! (139 reviews)
Every staff member was so helpful, kind, insightful

Reviewed on 29 Jun 2026

LHP Certaldo Resort

LHP Certaldo Resort

5 out of 5
Save 100% on your flight
Price was £859, price is now £521 per person
£521
per person
16 Sept - 23 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (532 reviews)
nice property

Reviewed on 30 Jun 2026

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 £302 per night from 14 Jul to 15 Jul
£302
14 Jul - 15 Jul
includes taxes & fees
10/10 Exceptional! (290 reviews)
"This is an excellent hotel, great staff, great location and great food. The breakfast is a really nice experience and the courtyard swimming pool is so peaceful."

Reviewed on 29 Jun 2026

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 £122 per night from 6 Jul to 7 Jul
£122
6 Jul - 7 Jul
includes taxes & fees
Hotel San Michele
Hotel San Luca

Hotel San Luca

4 out of 5
Piazza Garibaldi 1 Cortona AR
The price is £74 per night from 27 Jul to 28 Jul
£74
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (433 reviews)
"Wonderful hotel with great view for Tuscany, good breakfast, perfect location to visit Cortona"

Reviewed on 30 Jun 2026

Hotel San Luca
See all 5,123 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Cortona Old Town travel package cost?
From just £256. Yes, you read that right. Our Cortona Old Town travel packages are the best way to make your dollar go further. Combine your flights, hotels and rental car and discover this lively destination.
If I'm not able to travel, can I cancel my Cortona Old Town travel package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Cortona Old Town travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for further details.
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 big adventure. With over 550 air carriers and 1,000,000 hotels around the globe, your Cortona Old Town travel package can be tailored exactly to suit your budget. With all those extra dollars, why not include a few awesome experiences and tours? It's an easy way to unlock even more bargains. That dream holiday to Cortona Old Town is much closer than you thought!
Does Expedia offer Book Now, Pay Later Cortona Old Town holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a dream getaway without making a dent in your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that work for all budgets, so you can have that well-deserved holiday now.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this plan. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Cortona Old Town?
A getaway to Cortona Old Town isn't complete without checking out Cathedral of Cortona, Piazza della Repubblica and Fortress of Girifalco. Spend your nights close to these popular sights and make sightseeing simple.
What are the top hotels in Cortona Old Town?
Hotel Italia and Relais Villa Petrischio are a couple of the most sought-after hotels in Cortona Old Town. Why not check out the amenities and facilities at each and then decide?
How far in advance should I book my Cortona Old Town holiday?
It can be difficult to know exactly when is the perfect time to book your Cortona Old Town holiday. But usually the earlier you book, the more affordable the prices. In some cases, you can reserve your flights and hotels up to a year before your departure date. If you're thinking of a last-minute getaway, no need to fret! There are fabulous deals featured on Expedia all the time.
What does an Expedia Cortona Old Town travel package include?
It comes down to what sort of getaway you have in mind. Cortona Old Town holiday deals can include hotels, car rentals and flights. You can mix and match to find the travel package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Cortona Old Town travel package?
A travel package can be customized for your budget and is an easy way to make your budget go further. How much you include is totally up to you. Hotels, rental cars and flights — come up with a combination that suits your plans.
Can I choose my airline with a Cortona Old Town Expedia travel package?
The choice is all yours! We have access to over 550 airlines throughout the world, so you can design your Cortona Old Town escape according to your travel needs.

Stay near popular Cortona Old Town attractions

Piazza della Repubblica

9.4/10 (95 reviews)
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.
See properties

Things to do

Cortona: Tagliatelle, Ravioli, and Tiramisu Cooking Class

Cortona: Tagliatelle, Ravioli, and Tiramisu Cooking Class

£125
per adult
Cortona: Tagliatelle, Ravioli, and Tiramisu Cooking Class
Pasta or Pizza cooking class in Cortona, vegetarian and vegan

Pasta or Pizza cooking class in Cortona, vegetarian and vegan

£104
per adult
Pasta or Pizza cooking class in Cortona, vegetarian and vegan
Castiglion Fiorentino: Tuscan Guided E-Bike Tour

Castiglion Fiorentino: Tuscan Guided E-Bike Tour

£128
per adult
Castiglion Fiorentino: Tuscan Guided E-Bike 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. Flight-inclusive packages are ATOL protected.