Cortona Old Town Holidays from £291

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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.
Giovanni Rooms Manarola

Giovanni Rooms Manarola

1 out of 5
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
London (LON) to Pisa (PSA)
8/10 Very Good! (86 reviews)
This property is in the centre of Manarola. A lovely, well-looked-after place. If you want to experience waking up in this amazing part of the world, we recommend this location.

Reviewed on 26 Apr 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
16 Sept - 23 Sept
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Perfect stay for family

Reviewed on 9 Aug 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
16 Sept - 23 Sept
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Save 100% on your flight
per person
10 Oct - 17 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
10/10 Exceptional! (1 review)
Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
18 Oct - 22 Oct
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.6/10 Excellent! (43 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on 12 Jun 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 £266 per night from 20 Aug to 21 Aug
£266
20 Aug - 21 Aug
includes taxes & fees
9.8/10 Exceptional! (227 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! (302 reviews)
Il migliore!!!
"No other hotel in Cortona will do!"

Reviewed on 13 Jul 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
The price is £134 per night from 10 Aug to 11 Aug
£134
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (265 reviews)
"Very conveniently located in the heart of Cortona."

Reviewed on 20 May 2025

Hotel San Michele
See all 5,250 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
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cortona Old Town travel package cost?
From just £291. 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.

Popular places to visit

Palazzo Comunale

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.

Palazzo Comunale

San Domenico Church

You can learn about the history of Cortona with a stop at San Domenico Church. Experience the area's museums and musical theatre.

San Domenico Church

Things to do

WELCOME!

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

£35
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

£45
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

£232
per adult
Amazing four courses cooking class in Tuscany
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.