Choose the shape of your day
Choose a full town visit before adding the other. Cortona, Arezzo and Brolio Castle on the saved transfer day are choices, not three compulsory visits. [13][8]
Arezzo & Cortona: places & planning
Two distinct historic towns on Tuscany’s eastern side. Choose a full town visit before adding the other. Cortona, Arezzo and Brolio Castle on the saved transfer day are choices, not three compulsory visits.
Compare the choices
Regional choices · Compare local stays
Make the trip fit you
Make the route work for you
Getting there and getting around
Arezzo has a town rail connection. Cortona sits above the valley stations, so plan the final uphill transfer. Rural estate stays need their own arrival arrangements. [13][8]
Compare local bases →EXPLORE THE MAP
Places to shape your trip
Browse the visit guides, or open the map to compare locations.
2 places
01 · Arezzo, TuscanyMake Arezzo a town day for its cathedral, squares and historic streets. It is a different outing from hilltop Cortona; leave time to walk rather than collecting both names between transfers.
Open visit guide Photo by Alexander Henke
02 · Cortona, TuscanyChoose Cortona for a hilltop town visit above the Valdichiana. The railway stations are down in the valley, so include the onward uphill connection when planning a visit without a car.
Open visit guide Photo by Sterlinglanier Lanier
Locations from Fyno’s curated places. Use current road and site guidance for access; pins are not a driving route.
Questions before you go
Where does this collection cover?
Two distinct historic towns on Tuscany’s eastern side. This is Fyno’s curation group, not a municipal boundary.
Sources & planning notes
Fyno’s saved curation and editorial planning notes. Official planning sources checked November 5, 2026 where cited. Recheck admission, transport, seasonal operation and room terms for your dates. Map pins show locations, not a driving route.