for places that would have boots this time of year will be better NOW than at the beginning of next season... usually, the stuff left over is odd sized or stuff that didn't sell for one reason or another. I picked up 2 sets for my daugter at Zummies, they were brand new in the box, but they were 06/07 season. I paid $20 for a pair of 32's and $30 for DC's. I picked up a pair of 07/08Burton's at REI for $80. Like I said.. the further away from this season, the harder it will be to find 07/08 (or older) anything (but especially boots).
for places that have already packed up their seasonal stuff, they sometimes have pre season sales or even mid summer sales (for example, SNIAGRAB here in CO) to get rid of old inventory.
you might check your local Craigs List and see what's available there, you never know what you'll find.