I don't have the years of experience that most of the guys on here have - I got started REALLY late in life with trad archery.
FWIW, I've been through 20 - 25 bows right handed and now I'm starting the search for lefties. I've found that, for me, a long longbow feels more comfortable than a short one and when I carry it sneaking through the woods, it goes tip-first and the length doesn't bother me. In a blind, it's a bit different story, but not too much. Recurves, on the other hand, can be quite short and still comfortable, depending on the bow. I'm currently shooting a 66" "D" type longbow, a 62" r/d longbow and a 58" RER Retro recurve with static tips and all draw comfortably to well beyond my normal draw length of around 29.5". If I boost the draw weight a bit too much, then I start struggling with any length bow. I tried shooting a friend's 66" longbow last night. It's only 6 pounds heavier than mine but I couldn't comfortably reach anchor and shot lousy when I strained for that last 1/2".
I think the best advice given above and repeated often on many posts is to get your hands on as many different bows as possible. I've never had anyone refuse a request to try his bow unless it was a self bow, or obviously, grossly mis-matched.