
Cortona Old Town Holidays
- Plan, book, travel with confidence
Better together
Save up to €185 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
Top hotels in Cortona Old Town

Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is €312 per night from 26 Oct to 27 Oct
€312
26 Oct - 27 Oct
includes taxes & fees
9.8/10 Exceptional! (238 reviews)
"Beautiful property, the staff were really friendly and helpful."
Reviewed on 21 Sept 2025

Hotel San Michele
Via Guelfa 15, Cortona, AR
Fully refundable
9/10 Wonderful! (267 reviews)
"Very friendly and helpful staff. Nice rooms"
Reviewed on 7 Sept 2025

Hotel Villa Marsili
Viale Cesare Battisti 13, Cortona, AR
Fully refundableReserve now, pay when you stay
9.8/10 Exceptional! (310 reviews)
"I can't recommend the Marsili highly enough. The property is perfectly situated just on the outskirts of Cortona center. A 5 minute walk and you are exploring a fascinating, casual, friendly, safe and fun neighborhood. Every member of the staff went out of their way to meet our needs. We loved the ..."
Reviewed on 14 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.
Frequently asked questions
Things to do

Amazing four courses cooking class in Tuscany
€220
per adult

Montepulciano: Wine Tour and tasting
€52
per adult
100% of travellers recommend

Private visit to the House of Grand Duke Leopold of Tuscany with invitation
€40
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.