Cortona Old Town Holidays from £365
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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.
Eden Rock Resort
£613
per person
12 Oct - 16 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on 18 Jul 2026
Top hotels in Cortona Old Town
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
£270
3 Sept - 4 Sept
includes taxes & fees
10/10 Exceptional! (315 reviews)
"Amazing!!!! Very well kept place, the staff treats you like family. Room was cleaned fast in the morning. Restaurant and bar staff as well were amazing. The pool area is good vibes and the drinks and really good too 👍👍 I would definitely come back."
Reviewed on 21 Aug 2026
Hotel San Luca
Piazza Garibaldi 1 Cortona AR
Fully refundableReserve now, pay when you stay
£87
23 Sept - 24 Sept
includes taxes & fees
8.6/10 Excellent! (437 reviews)
"Wonderful place to stay in Cortona Great breakfast"
Reviewed on 23 Jul 2026
Hotel San Michele
Via Guelfa 15 Cortona AR
Fully refundableReserve now, pay when you stay
£120
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (288 reviews)
"Reception staff were extremely helpful when we were unloading and loading a great deal of wedding paraphernalia from the car before it went into the public carpark."
Reviewed on 22 Aug 2026
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 travel package cost?
From just £365. 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
Cortona Cathedral
9.4/10 (77 reviews)
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.
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.
Fortress of Girifalco
8.8/10 (25 reviews)
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.
Santa Margherita Basilica
9.2/10 (30 reviews)
You can learn about the history of Cortona when you stop by Santa Margherita Basilica. Discover the area's museums and cathedral.
Palazzo Comunale
9.2/10 (44 reviews)
Palazzo Comunale 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.
Museum of the Etruscan Academy
8.8/10 (18 reviews)
You can browse the exhibits at Museum of the Etruscan Academy, a museum with a storied past, during your holiday in Cortona. Experience the area's museums and musical theatre.
Casali Palace
8.6/10 (7 reviews)
You can study the exhibits at Casali Palace, a museum with a storied past, during your travels to Cortona. Make time to visit the cathedral and monuments while you're in the area.
Signorelli Theatre
9.2/10 (14 reviews)
You can enjoy a show at Signorelli Theatre on your trip to Cortona. Discover the area's countryside and monuments.
Things to do
Cortona: Tagliatelle, Ravioli, and Tiramisu Cooking Class
£124
per adult
Pasta or Pizza cooking class in Cortona, vegetarian and vegan
£102
per adult
* 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.