Both are top notch companies. There are subtle differences in their product lines, but it's pretty much a wash as to which one is "better". Landpride (and parent company GREAT PLAINS) does have a more extensive product line, however. Blades, boxes, finish mowers, and bush hogs are comparable. Their seeders are different as night and day. (I give the nod to Landpride there)
Woods is probably a more common brand, so dealer support would likely be more extensive. (But only by the slimmest of margin)