With major winter sport events scheduled to take place in Italy in February 2026, there has never been a better time to plan a ski break in Italy! With lots of incredible options when it comes to destinations from buzzy resorts with a big après ski culture, to scenic Alpine villages that look like gingerbread villages, to major winter sports destinations, as well as destinations with slopes for those at all experience levels, there truly is something for everyone. So, whether you’re a regular when it comes to ski breaks or you’ve always wanted to try one out for yourself, allow us to help you plan the perfect ski holiday in Italy. Have specific requirements or need some extra help to find the rental and destination that is exactly the right fit? Then just contact us and our team of seasoned villa experts will be more than happy to help you out. Or, simply, read on to our guide to skiing in Italy in 2025 and 2026...
Trentino
For those after slopes that offer serious thrills and excitement, Trentino is an ideal option. With a long list of ski resorts in the area at all kinds of price points and a good range of slopes for those at all levels of experience, Trentino is an area of Italy that should suit almost anyone looking to plan a perfect ski holiday in Italy. Of course, ski vacations are not just about the actual sport but about the lifestyle, culture, and experience around it as well. Combining Alpine charm and dramatically scenic backdrops with Italian traditions and delights, you’re sure to enjoy every part of a ski break in the area if you book a vacation rental in Trentino.
Veneto’s Cortina D’Ampezzo
Combining days in Venice with days on the slopes – the best of both worlds! – this is a specific resort and not just a ski area that is located in the Veneto region of Italy. Just a two-hour drive from the city, for those who base themselves in a holiday rental in Veneto, it is the ski resort to visit on some days while you spend others in Venice and the other famously charming towns in the region. Sip the region’s beloved Prosecco in Italy’s most fashionable ski resort, the so-called “Queen of the Dolomites” while also enjoying the incredible sports facilities on offer in this ski area that has been popular since the 1930s and which has hosted major winter sports events.
Tuscany
Skiing in Tuscany is certainly less renowned than her Alpine counterparts in Italy but for those who love Tuscany – her food, culture, and famous destinations – combining skiing with days exploring Florence, visiting the Leaning Tower of Pisa, wandering historic old towns like Lucca, and touring wineries in Chianti is very much possible! To really get the most bang for your buck from a winter vacation in Italy, this is a great way to go. You might not have as prestigious ski resorts to choose between but there are skiing options for everyone from kids and absolute beginners to experienced skiers alike plus some rather pretty ski towns to enjoy if you book a holiday rental in Tuscany. So, maybe this might be a good fit for your needs!
Lombardy’s Bormio
Another specific resort, this one more ancient and with more rustic charm, Bormio also has Roman baths and natural thermal springs. So, you can not only enjoy the high snow-sure and lower wooded slopes well suited to intermediate skiers but you can also eat well, enjoy pretty surroundings, and warm your cold and tired bones in the rich therapeutic waters of the area! An ideal combo of culinary delights, ski thrills, and a spa break, there are plenty of great reasons as to why this is the ski resort that we would highlight - book a villa in Bormio and ski there this winter season!
