Just a few steps down from Umberto is the La Bocca restaurant and bar which serves fusion cuisine fusion cuisine with East and West flavors. It also has a large outside patio area where you can continue drinking at night. When we walked by on a Sunday night, the place was bumping.
Across from La Bocca is Citta, and we advise you to skip it. Despite the airy second floor seating area and an outdoor patio, the food is terrible. Stick to drinks only here.
If you want a more low-key scene, we have to recommend the Four Seasons Fifty Two 80 Bar, above. Named for the the number of feet that can be skied on Blackcomb Mountain's vertical mile, it's a classy place that feels like a rich uncle's den with refreshing cocktails and high-end comfort food. Of course, the prices are typical of hotel fare like $18 for a pastrami sandwich--but we would pay that much again to slump into the plush leather chairs and watch the hockey game on the flat-screen TV. Also when we were there, Aussies Hugh Jackman and Eric Bana dined with their families.
Whistler has several bars that play live music and there are a few nightclubs too. Whatever scene you are looking for, you can find it here. Remember, the drinking age in Canada varies across the provinces, and in British Columbia, you have to 19 to chug any Labatts. Also, if you are staying in the Village, there's no need to drive. But to get from the upper to lower village and nearby areas, the Whistler Direct Shuttle runs until midnight.
For a more up-to-date look at what's going on in Whislter when you are there hit up the Pique News Magazine.
Insider Tip: Where to meet Australians in Whistler: The answer is everywhere. The place is full of Aussies, thanks to a holiday work program, so you should have no problem making out with one if you so desire.