Yes. Well, imagine an annulus around the origin being a "race track" for the curve.. You place your pencil on the annulus (say at the positive x-axis, call it the "finish line") and begin going around the race track counter-clockwise. Every time you reach the finish line again a counter goes up by +1. If you were to at any point go backwards through the finish line, it would mean adding a -1 to the counter.
When you're done driving you close the curve up, attaching it back to where it started. The counter gives the winding number of the curve around the origin.