Title: Visit Cortona Old Town: Best of Cortona Old Town, Cortona Travel 2026 | Expedia Tourism - Expedia.ca [Hotels in Cortona Old Town](https://expedia.ca/Cortona-Old-Town-Cortona-Hotels.0-n553248633938945259-0.Travel-Guide-Filter-Hotels)[Flights to Cortona](https://expedia.ca/Cheap-Flights-To-Cortona.d601360.Travel-Guide-Flights)[Things to do in Cortona](https://expedia.ca/Things-To-Do-In-Cortona.d601360.Travel-Guide-Activities)[Cortona Old Town Car Rentals](https://expedia.ca/Car-Rentals-In-Cortona-Old-Town.d553248633938945259.Car-Rental-Guide)[Cortona Old Town Vacations](https://expedia.ca/Cortona-Old-Town.d553248633938945259.Destination-Travel-Guides) # Cortona Old Town ## Cortona ![A cloudy day in Arezzo: a view of the city's bell towers, towers, and roofs from the Confraternita dei Laici tower](https://images.trvl-media.com/place/553248633938945259/3fb98b1b-9c55-4e40-acf1-c91ff07e9fcc.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![A cloudy day in Arezzo: a view of the city's bell towers, towers, and roofs from the Confraternita dei Laici tower](https://images.trvl-media.com/place/553248633938945259/3fb98b1b-9c55-4e40-acf1-c91ff07e9fcc.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cortina, Tuscany, Italy.](https://images.trvl-media.com/place/601360/9b2254bf-cb44-4a87-a58c-dcebb58e384b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cortona - Italy 🇮🇹](https://images.trvl-media.com/place/601360/35247d55-2ef2-48f6-8a7e-347e29e92f3e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![View from our rental... amazing](https://images.trvl-media.com/place/601360/447d41f8-f601-4293-a459-8f2f1b5765d5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Cortona Old Town Things to do Hotels [Cortona travel guide](https://expedia.ca/Cortona.dx601360) --- ### Popular places to visit #### Piazza della Repubblica Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area. [](https://expedia.ca/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) #### Cortona Cathedral 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 theater. [](https://expedia.ca/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction) #### Giuseppe Garibaldi Memorial You can learn about the history of Cortona when you stop by Giuseppe Garibaldi Memorial. Experience the area's museums and musical theater. [](https://expedia.ca/Belvedere-Cortona-Old-Town.d553248621533000990.Vacation-Attraction) #### Signorelli Theatre You can make plans for a show at Signorelli Theatre during your stay in Cortona. Discover the area's countryside and monuments. [](https://expedia.ca/Signorelli-Theatre-Cortona-Old-Town.d645383631929692160.Vacation-Attraction) #### Santa Margherita Basilica You can learn about the history of Cortona when you stop by Santa Margherita Basilica. Discover the area's museums and cathedral. [](https://expedia.ca/Santa-Margherita-Basilica-Cortona-Old-Town.d553248621532500209.Vacation-Attraction) #### Casali Palace You can study the exhibits at Casali Palace, a museum with a storied past, during your trip to Cortona. Make time to visit the cathedral and monuments while you're in the area. [](https://expedia.ca/Casali-Palace-Cortona-Old-Town.d553248621533000992.Vacation-Attraction) ### Things to do ![Tuscany: Sanctuary of La Verna Day Tour Private Tour](https://mediaim.expedia.com/localexpert/4548112/a7b2e7d8-e618-460e-8594-9a1afe7445a8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tuscany: Sanctuary of La Verna Day Tour Private Tour CA $756 per traveller [](https://expedia.ca/things-to-do/tuscany-sanctuary-of-la-verna-day-tour-private-tour.a4548112.activity-details) ![Cortona](https://mediaim.expedia.com/localexpert/3097234/de4aeca7-92fc-4be3-ac46-768cf5199536.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cortona Private Guided Tour CA $419 per traveller [](https://expedia.ca/things-to-do/cortona-private-guided-tour.a3097234.activity-details) ![3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch CA $115 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details) ![Oil museum and oil mill in Tuscany: tour and tasting](https://mediaim.expedia.com/localexpert/47137603/cba72fc6-87d4-4e36-971f-bc6dc0d28c6e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oil museum and oil mill in Tuscany: tour and tasting CA $32 per adult [](https://expedia.ca/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details) ![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montepulciano Wine Tasting in the Tuscan Countryside CA $40 per adult [](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) ![Bottaia](https://mediaim.expedia.com/localexpert/1175608/3e83d505-5c45-4a2c-b4f4-b2f1bc743f59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tasting Tour in One of The Most Beautiful Cellars in the World CA $53 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/tasting-tour-in-one-of-the-most-beautiful-cellars-in-the-world.a1175608.activity-details) [See all activities in Cortona](https://expedia.ca/Things-To-Do-In-Cortona.d601360.Travel-Guide-Activities) --- ## Cortona Old Town Hotel Deals ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Monastero di Cortona Hotel & Spa Via del Salvatore Cortona AR CA $395 CA $441 total Mar 15 - Mar 16 includes taxes & fees Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ... 9.8/10 Exceptional! (260 reviews) Everything was great! Lovely hotel Reviewed on Jan 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=23264410&PinnedHotelID=23264410&HadPinnedHotel=true®ionId=553248633938945259) ![Hotel San Michele](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/cd5b1ca8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel San Michele Via Guelfa 15 Cortona AR Book a stay at this business-friendly hotel in Cortona. Enjoy free WiFi, 24-hour room service, and valet parking (surcharge). Our guests praise the helpful staff ... 9/10 Wonderful! (270 reviews) Very friendly and helpful staff. Nice rooms Reviewed on Sep 7, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=984435&PinnedHotelID=984435&HadPinnedHotel=true®ionId=553248633938945259) [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=984435&PinnedHotelID=984435&HadPinnedHotel=true®ionId=553248633938945259) ![Hotel Italia](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Italia Via Ghibellina 5/7 Cortona AR Stay at this hotel in Cortona. Enjoy free breakfast, free WiFi, and room service. Popular attractions Casali Palace and Piazza della Repubblica are located ... 9/10 Wonderful! (281 reviews) The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! Reviewed on Dec 7, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=1663916&PinnedHotelID=1663916&HadPinnedHotel=true®ionId=553248633938945259) [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=1663916&PinnedHotelID=1663916&HadPinnedHotel=true®ionId=553248633938945259) ![Hotel Villa Marsili](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Villa Marsili Viale Cesare Battisti 13 Cortona AR Book a stay at this family-friendly hotel in Cortona. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff and the property ... 9.8/10 Exceptional! (319 reviews) The hotel is conveniently located just a short distance downhill from Piazza Garibaldi (the entry to the main pedestrian zone of Cortona). However, parking is on-street nearby and arriving on a fine Saturday afternoon, it was challenging to find a space. I had to park in a paid space located a distance ... Reviewed on Dec 27, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=922648&PinnedHotelID=922648&HadPinnedHotel=true®ionId=553248633938945259) [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=922648&PinnedHotelID=922648&HadPinnedHotel=true®ionId=553248633938945259) ![Villa Santa Margherita](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/0897360d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Santa Margherita Viale Cesare Battisti 17 Cortona AR Book a stay at this business-friendly hotel in Cortona. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Giuseppe Garibaldi Memorial ... 9.8/10 Exceptional! (18 reviews) The room was large and very clean. Breakfast was very good. Will stay there if I return to Cortona Reviewed on Dec 6, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=83480427&PinnedHotelID=83480427&HadPinnedHotel=true®ionId=553248633938945259) [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=83480427&PinnedHotelID=83480427&HadPinnedHotel=true®ionId=553248633938945259) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais Villa Grazianella - UNA Esperienze Via Grazianella 5 Montepulciano SI CA $270 CA $303 total Feb 28 - Mar 1 includes taxes & fees Book a stay at this business-friendly country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff ... 9.6/10 Exceptional! (278 reviews) Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended! Reviewed on Dec 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=4310479&PinnedHotelID=4310479&HadPinnedHotel=true®ionId=553248633938945259) [See all 4,897 properties in Cortona Old Town](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=16%2F02%2F2026&endDate=17%2F02%2F2026®ionId=553248633938945259) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX-NH_SPRING_PROMO_553248633938945259) ## Check Cortona Old Town hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248633938945259&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248633938945259&startDate=2026-02-15&endDate=2026-02-16) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248633938945259&startDate=2026-02-16&endDate=2026-02-17)[Feb 16 - Feb 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248633938945259&startDate=2026-02-16&endDate=2026-02-17) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248633938945259&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248633938945259&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) --- --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Cortona Old Town ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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