Title: Book the Best HISTORIC Hotels in Cortona in 2026 | Expedia.ca [Cortona Travel Guide](https://expedia.ca/Cortona.dx601360)[Hotels in Cortona](https://expedia.ca/Cortona-Hotels.d601360.Travel-Guide-Hotels)[Vacation Rentals in Cortona](https://expedia.ca/Cortona-Vacation-Rentals.d601360.Travel-Guide-VacationRentals)[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 Car Rentals](https://expedia.ca/Car-Rentals-In-Cortona.d601360.Car-Rental-Guide)[Cortona Vacation Packages](https://expedia.ca/Cortona.d601360.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/601360/f4054673-52dd-4f97-8d57-389d1f349940.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/601360/f4054673-52dd-4f97-8d57-389d1f349940.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cortona Historic Hotels Tonight [Apr 8 - Apr 9](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-08&endDate=2026-04-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 9 - Apr 10](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-09&endDate=2026-04-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cortona historic hotels ![Romantic Double Room | Private spa tub](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/84d3678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, manicures and pedicures](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/99add659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/0ee8c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/c31cb4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Michele [](https://www.expedia.ca/Cortona-Hotels-Hotel-San-Michele.h984435.Hotel-Information) Cortona Old Town 9.0/10 Wonderful (273 reviews) "Very friendly and helpful staff. Nice rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yvonne CA $196 CA $229 total includes taxes & fees Apr 23 - Apr 24 [](https://www.expedia.ca/Cortona-Hotels-Hotel-San-Michele.h984435.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/d0de7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/028e7c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 2 Bedrooms, Terrace](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/4c43baea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/b0e6cf33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Falconiere - Relais e Chateaux [](https://www.expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) Cortona 9.4/10 Exceptional (123 reviews) "Excellent staff and experiences! We had a wonderful time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam CA $608 CA $682 total includes taxes & fees Apr 27 - Apr 28 [](https://www.expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/32000000/31390000/31382100/31382029/ce7588af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/32000000/31390000/31382100/31382029/22d04469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31390000/31382100/31382029/8b679fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/32000000/31390000/31382100/31382029/b0f10fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Finestra sul Teatro [](https://www.expedia.ca/Cortona-Hotels-La-Finestra-Sul-Teatro.h31382029.Hotel-Information) Cortona Old Town 9.8/10 Exceptional (36 reviews) "This was perfectly clean. The host was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle H. CA $210 CA $317 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Cortona-Hotels-La-Finestra-Sul-Teatro.h31382029.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/68000000/67280000/67279100/67279029/2cb64dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/68000000/67280000/67279100/67279029/226d881f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/68000000/67280000/67279100/67279029/be64d1f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67280000/67279100/67279029/637435f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cortona Shabby Chic House
(Independent & balcony) [](https://www.expedia.ca/Cortona-Hotels-Cortona-Shabby-Chic-House.h67279029.Hotel-Information) Cortona Old Town 10/10 Exceptional (3 reviews) "Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin CA $152 CA $185 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Cortona-Hotels-Cortona-Shabby-Chic-House.h67279029.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44310000/44300400/44300337/b2a5b205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44310000/44300400/44300337/a5b563e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/45000000/44310000/44300400/44300337/ec5ccc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44310000/44300400/44300337/8f4d3e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Rocca di Pierle [](https://www.expedia.ca/Cortona-Hotels-Agriturismo-Rocca-Di-Pierle.h44300337.Hotel-Information) Mercatale CA $175 CA $305 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Cortona-Hotels-Agriturismo-Rocca-Di-Pierle.h44300337.Hotel-Information) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/40000000/39930000/39924600/39924533/7e0eaaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39930000/39924600/39924533/bcf3520d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39930000/39924600/39924533/0f7a3ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39930000/39924600/39924533/9394a88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY [](https://www.expedia.ca/Cortona-Hotels-PALAZZO-TOMMASI-LUXURY-BB-CORTONA-AREZZO-ITALY.h39924533.Hotel-Information) Cortona Old Town 7.4/10 Good (3 reviews) "Staying here gives one the feel of how royalty lived hundreds of years ago mixed with the updated decor of the bathrooms. Also, the breakfasts were delicious! Wonderful experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert b. CA $1,092 CA $1,248 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Cortona-Hotels-PALAZZO-TOMMASI-LUXURY-BB-CORTONA-AREZZO-ITALY.h39924533.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/270-76ef295f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/a0548baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/270-561d80d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/4c4cf179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garden of Others [](https://www.expedia.ca/Cortona-Hotels-The-Garden-Of-Others.h27123405.Hotel-Information) Cortona Old Town 10/10 Exceptional (1 review) "Lovely second floor (3rd Floor for Americans) walk up across for a charming Michelin rated restaurant. Quiet location for a city apartment. Our host was very accommodating and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth C. CA $125 CA $154 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Cortona-Hotels-The-Garden-Of-Others.h27123405.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44350000/44343400/44343380/3ac4c6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44350000/44343400/44343380/58f1a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/45000000/44350000/44343400/44343380/470cee14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44350000/44343400/44343380/1b81af82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Rocca di Pierle [](https://www.expedia.ca/Cortona-Hotels-Agriturismo-Rocca-Di-Pierle.h44343380.Hotel-Information) Mercatale CA $223 CA $398 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Cortona-Hotels-Agriturismo-Rocca-Di-Pierle.h44343380.Hotel-Information) ![55-inch Smart TV with satellite channels, TV, Netflix](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/e99138c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Bathroom](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/6b1f2619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/e1f273e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/6770de59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Carletti [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) Montepulciano 9.8/10 Exceptional (241 reviews) "Beautiful hotel in a beautiful little town. Staff was very nice and helpful; breakfast was excellent and check in communication was top notch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $324 CA $363 total includes taxes & fees May 8 - May 9 [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25120000/25110200/25110187/530c4574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25120000/25110200/25110187/e97b1e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/26000000/25120000/25110200/25110187/2759da14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/26000000/25120000/25110200/25110187/e67b20cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country House in the heart of Tuscany, near Terme, free Wifi [](https://www.expedia.ca/Rapolano-Terme-Hotels-Country-House-In-The-Heart-Of-Tuscany.h25110187.Hotel-Information) Armaiolo 10/10 Exceptional (1 review) "Abbiamo passato 3 gg veramente perfetti in questo appartamento davvero molto carino e spazioso in cui non mancava nulla,con una camera decisamente spaziosa e un soggiorno con cucina altrettanto grandi e in perfetto stile rustico rimesso a nuovo. E poi che dire dello spazio esterno e soprattutto della gentilezza e cortesia del proprietario Alessio,che ha fatto di tutto x farci stare al meglio,con un ottimo barbecue compreso!Ci torneremo di sicuro,posto assolutamente consigliato!!! Manuel e Paola." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Manuel D. CA $143 CA $172 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Country-House-In-The-Heart-Of-Tuscany.h25110187.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23®ionId=601360&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Cortona Hotel Reviews ![Hotel San Luca](https://images.trvl-media.com/lodging/3000000/2700000/2691400/2691302/832cd19a_y.jpg) ### Hotel San Luca 10/10 Excellent "Great stay" [](https://expedia.ca/Cortona-Hotels-Hotel-San-Luca.h2691302.Hotel-Information) ![Hotel Villa Marsili](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25_y.jpg) ### Hotel Villa Marsili 10/10 Excellent "Need to take a taxi to hotel or bus and walk several minutes. Bus takes credit card. But hotel is very charming and lots of hospitality " [](https://expedia.ca/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) ![Relais La Corte dei Papi](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/b498b045_y.jpg) ### Relais La Corte dei Papi 10/10 Excellent "Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!" [](https://expedia.ca/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/1ff7f88b_y.jpg) ### Hotel Italia 10/10 Excellent "The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! " [](https://expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) ![Il Falconiere - Relais e Chateaux](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/d0de7308_y.jpg) ### Il Falconiere - Relais e Chateaux 10/10 Excellent "Excellent staff and experiences! We had a wonderful time." [](https://expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Villa Borgo San Pietro](https://images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/975db080_y.jpg) ### Villa Borgo San Pietro 10/10 Excellent "Excellent staff. They went above and beyond. Someone in our party was ill and they suggested they would call a doctor and he would come to the resort. Within an hour the Dr arrived assessed situation provided prescription so our vacation was not disrupted. Excellent. " [](https://expedia.ca/Cortona-Hotels-Villa-Borgo-San-Pietro.h1677691.Hotel-Information) ![Relais Villa Baldelli](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/12e8ca86_y.jpg) ### Relais Villa Baldelli 10/10 Excellent "Beautiful place. Fantastic staff and breakfast. Close to Corrona, Assisi Arezzo. And a great cooking class. You will be glad you stayed here. " [](https://expedia.ca/Cortona-Hotels-Relais-Villa-Baldelli.h921392.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Cortona? ### What's the best place to stay in Cortona that's close to historical sites? ### How many historically relevant hotels will I find in Cortona? ### What are the most important historical sites and other places to visit in Cortona? ### What is a historic hotel like in Cortona? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Cortona have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Acquaviva Hotels ](https://www.expedia.ca/Acquaviva-Hotels.d6047638.Travel-Guide-Hotels) - [Adults Only Resorts & in Arezzo ](https://www.expedia.ca/Arezzo-Hotels-Adults-Only-Resorts.0-0-d11306-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Arezzo ](https://www.expedia.ca/Arezzo-Hotels-All-Inclusive-Hotel.0-0-d11306-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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