Depends. Some places have killer pre-season sales. Some places have awesome sales after the season is over. Still others have great sales that pop up mid-late season. If you plan to go up more this year, then def buy sooner than later. You'll get some use out of it this season, instead of borrowing/renting until next season.
16 NS West . 15 NS Snowtrooper BIA . 13 Salomon Pow Snake
15 Now Drive . 14 Burton Genesis
14 Flow Hylite