When you think of Italian ski resorts, Bormio is usually one of the first to spring to mind. The irony is that the skiing isn't all that amazing. So what is it that attracts people to Bormio? This is a really Italian resort, with off-snow activities just as important as the skiing. You'll experience the traditional early evening promenade through the lovely town centre, with loads of shops, cafés, bars and restaurants from which to watch the world pass by. Eating here is a major attraction, both on and off the pistes. Surprisingly quiet during the week, Bormio really comes to life at the weekends, as people pour in from the major north Italian cities. They have to hike quite a distance, as Bergamo is the nearest airport (three and a half hours away). But Bormio keeps its charm, even though the old centre is surrounded by more modern developments. It also offers consistently reliable snow.
Now for the disadvantages… The skiing is fairly limited, with only 39km of runs. Most of the skiing caters for beginners and lower intermediates (ski schools are well respected). There are few challenges for experts, apart from some off-piste. The lift pass does include Livigno and Santa Caterina (one hour away) for more variety. You'll have to take a bus from the town to the lifts, which will need upgrading to cope with the busier periods.
Overall, Bormio is distinctly Italian, but rather upmarket. It's a good resort where the skiing takes a backseat to off-snow activities.