Hi Cyndi. I think it’s a great time to purchase a dress for a May wedding if you’re the kind of woman to stick with your choice for that long. You could probably find some beautiful spring styles on sale right now for end-of-the-season sales. Plus, it may be difficult to find something for a May wedding in, say, February or March. Is this for a guest dress or a Mother of the Bride or Groom dress? If it’s a formal dress, I’d definitely purchase now so you can have alterations if needed. But if it’s a guest dress, you don’t have to purchase as far in advance. So it just really depends on whether or not you’ll stick with your choice.