B8/b8.5

[Boy]

I seem to be swapping my B8 S line for a B8.5 Black Edition. Will my Winter Wheels fit?

[warp_speed]

depends on the engine size, larger engine will have larger brakes and hence your existing winter alloys might not fit. Check out the Tyre pressure label stuck on the door frame and see what wheel size you have listed for M+S and compare on both cars, the sticker should take into account what will fit that car.