Cortona Old Town Holidays

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Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was S$1,304, price is now S$814 per person
S$814
per person
28 Apr - 1 May
found 8 hours ago
Return direct flight included
Stockholm (STO) to Florence (FLR)
9.6/10 Exceptional! (512 reviews)
Staff excellent, room very good, food good. Facilities and location all good. Would be happy return and to recommend to family and friends. Thank you for such a pleasant stay

Reviewed on 17 Mar, 2026

Hotel Santa Maria Novella

Hotel Santa Maria Novella

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was S$1,568, price is now S$1,084 per person
S$1,084
per person
28 Apr - 1 May
found 8 hours ago
Return direct flight included
Stockholm (STO) to Florence (FLR)
9.6/10 Exceptional! (1,011 reviews)
Room was gorgeous and very large and spacious. Had mini bar and safe was very clean and beautifully decorated. Staff were incredibly helpful and accommodating. Restaurant and breakfast was great and lots to choose from. Close to shopping and meals ke to lots of markets cafes restaurants and sites like Uffizi gallery Pont vecheccio bridge walkable to Santa Croce. Great location and very close to train station but would not know that .

Reviewed on 23 Mar, 2026

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was S$1,464, price is now S$1,020 per person
S$1,020
per person
28 Apr - 1 May
found 8 hours ago
Return direct flight included
Stockholm (STO) to Florence (FLR)
9.6/10 Exceptional! (1,008 reviews)
Excellent location and staff

Reviewed on 13 Mar, 2026

Hotel Garibaldi Blu

Hotel Garibaldi Blu

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was S$1,443, price is now S$1,007 per person
S$1,007
per person
28 Apr - 1 May
found 8 hours ago
Return direct flight included
Stockholm (STO) to Florence (FLR)
9.2/10 Wonderful! (839 reviews)
The staff was helpful and kind, they offered to store our luggage until check in and then when it was check in time, they already had put the luggage in our room. The breakfast was very well stocked and tasty. The staff made recommendations of food places to eat at. They were very kind and attentive and the whole experience was enjoyable.

Reviewed on 14 Mar, 2026

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was S$1,345, price is now S$943 per person
S$943
per person
28 Apr - 1 May
found 8 hours ago
Return direct flight included
Stockholm (STO) to Florence (FLR)
9.2/10 Wonderful! (1,005 reviews)
Beautiful hotel in quieter area away from crowds but still just a few blocks from most major attractions. My only disappointment is we booked two identical rooms (Deluxe Double or Twin Room, River View) and one was a big bright corner room on the top floor while the other was small and dark and directly above lobby bar and music was loud. Aside from that everything was wonderful.

Reviewed on 25 Mar, 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 S$486 per night from 10 Apr to 11 Apr
S$486
10 Apr - 11 Apr
includes taxes & fees
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 S$205 per night from 30 Mar to 31 Mar
S$205
30 Mar - 31 Mar
includes taxes & fees
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 S$201 per night from 30 Mar to 31 Mar
S$201
30 Mar - 31 Mar
includes taxes & fees
10/10 Exceptional! (323 reviews)
The hotel is nicely situated, and staff was ready and helpful in securing parking. The public spaces are welcoming, spacious and cosy. The breakfast alone is worth staying here--unbelievable. We stayed in many similar hotels during our visit of Tuscany, and this breakfast is EPIC. What a lovely way ...

Reviewed on 13 Mar, 2026

Hotel Villa Marsili
See all 5,043 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 S$814. 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.

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

Things to do

Cortona: Pasta and Pizza Cooking Class

Cortona: Pasta and Pizza Cooking Class

S$163
per adult
100% of travellers recommend
Cortona: Pasta and Pizza Cooking Class
Wine Tasting: a SYRAH that makes you fall in love

Wine Tasting: a SYRAH that makes you fall in love

S$45
per adult
Wine Tasting: a SYRAH that makes you fall in love
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

S$78
per traveller
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.