Honestly, I remember them being fairly similar. I think the shrooms may have been a bit more euphoric/social compared with LSD, which I felt like was less predictable, or more affected by set and setting. I distinctly remember intense bouts of giggling while coming up on shrooms. It's like an emotional reaction to the most hilarious thing you've ever heard, but there wasn't really anything funny to begin with. Both LSD and shrooms I would say are both very sensory trips; on shrooms, and perhaps to a slightly lesser degree, LSD, I really wanted to and enjoyed interacting with the world around me. Supposedly there are differences between the variety of psilocybin mushrooms, but I've only tried a few varieties and I can't say I'm enough of a connoisseur to tell them apart.

DMT, on the other hand had a much higher body load, which I always kind of felt like was your sense of touch or feeling having hallucinations in a weird way. There was also a lot more vomiting involved, but truth be told, tripping balls while vomiting is crazy in and of itself. That kind of experience was much less visual, and more introspective. The DMT I took was oral (pill/powder form), and I never tried smoking it, but I did, and this is a little embarrassing, do it anally. . . which I do not recommended. The process of coming up was so much faster and more intense; I could best describe it as my intestines tripping, and it was not a pleasant experience.

Edit: Just to add, I think that's one of the reasons I liked 2C-E the best. It had slightly less of the body load associated with DMT, although there could still be quite a bit of vomiting, internal/introspective perspective shifts, but it also had a lot of sensory effects as well.