Cortina d'Ampezzo has changed hands more often than most Alpine towns. Venice took the valley in 1420, the Habsburgs in 1511, and it stayed Austrian until after World War I, when it was ceded to Italy in 1920 and moved to the province of Belluno in 1923. Most people here still speak Ampezzano, a local Ladin dialect, and in October 2007 the town even voted to leave Veneto for the neighboring Trentino-Alto Adige region, a non-binding vote that changed nothing but says plenty. It hosted the Winter Olympics in 1956, and again in 2026 together with Milan.
The reputation is easy to find: la Regina delle Dolomiti, the Queen of the Dolomites, a jet-set aprรจs-ski scene and prices to match. The skiing deserves a more honest description. It is red-run country spread over three areas that don't join into one map, with some of the best Olympic and World Cup courses in the Alps and a handful of long cruising runs. Five days is the right length for four ski days, one in each sector and one that crosses into Alta Badia, and a fifth on the valley floor with museums, pastry and the Olympic venues.
The plan goes sector by sector: day one Tofana and the women's Olympic course, day two Faloria and Cristallo, day three Cinque Torri and the Skyline, day four the Lagazuoi cable car and the Hidden Valley run to Alta Badia, day five the town. Each day says what changes in summer. Start on a Monday: the Baita Piรจ Tofana dinner lands on day five, a Friday, and that restaurant is closed on Mondays. For the bigger picture, see Italy. If the Sellaronda is the real goal, the Val Gardena guide does the full lap.