Cortona Old Town Holidays from £461

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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 Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £865, price is now £461 per person
£461
per person
5 Jul - 10 Jul
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
I had a wonderful stay at Aurum Uffizi. The staff were kind, friendly, and very helpful throughout my stay. The room was clean and comfortable, and the AC worked perfectly. The food was always fresh and enjoyable. Even though the hotel is close to shops, restaurants, and major tourist attractions, the area felt very safe and quiet, making it a perfect place to relax during my holiday. Highly recommended!

Reviewed on 14 May 2026

Park Hotel Villa Ariston

Park Hotel Villa Ariston

4 out of 5
Save 100% on your flight
Price was £2,179, price is now £1,185 per person
£1,185
per person
13 Jun - 20 Jun
found 17 hours ago
Return direct flight included
London (LHR) to Florence (FLR)
8.8/10 Excellent! (128 reviews)
Amazing property with good facilities. Easy access to the beach and local restaurants. Simming pool is excellent and the staff very friendly. You can have a nice and peaceful stay there

Reviewed on 8 Sept 2024

EXE Toscana

EXE Toscana

4 out of 5
Lucca Historical Center
Save 100% on your flight
Price was £1,592, price is now £877 per person
£877
per person
1 Jul - 8 Jul
found 16 hours ago
Return flight included
London (LON) to Florence (FLR)
8.4/10 Very Good! (829 reviews)
Room was run down and the breakfast was included in the past but not now. Staff said that the name change and rebranding was meant to attract business people but there were no working outlets in the room and no usb or other charging outlets apart from one socket in the bathroom. Very inconvenient. The place was much nicer to stay at in the past 15 years but has been let down by its owners sadly.

Reviewed on 14 Apr 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £2,603, price is now £1,454 per person
£1,454
per person
27 Jun - 1 Jul
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.8/10 Exceptional! (61 reviews)
Fabulous old building but fully refurbished with modern suites. Only 12 suites, all unique with 2 on each floor. Loads of room. Staff fabulous. Only minus point is there’s no bar or restaurant, but it is located within an area that has literally hundreds on its doorstep. Would definitely stay there again.

Reviewed on 23 Apr 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £894, price is now £518 per person
£518
per person
30 Jul - 6 Aug
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
8.8/10 Excellent! (994 reviews)
Absolutely perfect hotel - staff was simply amazing and so accommodating. The location was perfect, the room had great character and was very clean. We will certainly visit again.

Reviewed on 9 May 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 £284 per night from 14 Jun to 15 Jun
£284
per night
14 Jun - 15 Jun
10/10 Exceptional! (274 reviews)
Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or ...

Reviewed on 9 May 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 £111 per night from 18 May to 19 May
£111
per night
18 May - 19 May
9/10 Wonderful! (276 reviews)
Great and helpful staff. Room was great

Reviewed on 28 Apr 2026

Hotel San Michele
Hotel Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13 Cortona AR
Fully refundableReserve now, pay when you stay
The price is £140 per night from 29 May to 30 May
£140
per night
29 May - 30 May
10/10 Exceptional! (328 reviews)
Great hotel

Reviewed on 13 May 2026

Hotel Villa Marsili
See all 4,987 properties in Cortona Old Town
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Frequently asked questions

How much does a Cortona Old Town travel package cost?
From just £461. 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.

* 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.