Yep, GOG made lot's of DOS game enjoyable at newest WIndows (7 and maybe 8), for example Pirates! Gold Plus: Includes the 1987 original Sid Meier's Pirates! and 1993's Pirates! Gold.
But really, really get retro mood, when you play on old machine. Emulators and GOG games good to, but best playing on real old computer these games.

Looks awesome!  I remember spending days in the early 2000's trying to get some games to work.  Of course I just bought most of them on sale @ GOG.  To me it is worth the $3 or so to go back and look at all the old instruction manuals.