Cortona Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Cortona Holiday
Our pick of the best Cortona Hotel Deals
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is NZ$864 per night from 20 Oct to 21 Oct
NZ$864
20 Oct - 21 Oct
includes taxes & fees
9.8/10 Exceptional! (222 reviews)
"If you like a peaceful quiet getaway this is the place!"
Reviewed on 9 Sept 2025
Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is NZ$711 per night from 28 Sept to 29 Sept
NZ$711
28 Sept - 29 Sept
includes taxes & fees
9.8/10 Exceptional! (235 reviews)
"Great hotel but room 114 is too close to the bar area and as such very noisy if there are loud guests in there. I’d suggest a room away from the bar if you want a good nights sleep but everything else is fantastic"
Reviewed on 16 Sept 2025
Hotel San Michele
Via Guelfa 15, Cortona, AR
Fully refundable
The price is NZ$367 per night from 22 Sept to 23 Sept
NZ$367
22 Sept - 23 Sept
includes taxes & fees
9/10 Wonderful! (267 reviews)
"Very friendly and helpful staff. Nice rooms"
Reviewed on 7 Sept 2025
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.
Discover the most popular places to visit in Cortona
Villa Bramasole
You can learn about the history of Cortona with a stop at Villa Bramasole. You can enjoy the wineries while in the area.
Casali Palace
4/5(1 review)
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.
What to do in Cortona
Amazing four courses cooking class in Tuscany
NZ$436
per adult
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
NZ$226
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
NZ$103
per adult
100% of travellers recommend
More holiday ideas
Expedia's Latest Trends
Hotels
Flights
Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
