Heh... the project's getting more and more complicateder
I've been doing a matrix of emulators, ROM versions, hardware and OS versions... once I'm done that, I plan to stick the software on the systems that most closely match the copyright/publish date of the software.
Some neat things have happened... the latest builds of Mini vMac allow you to build-in the images and ROMs by default, and have 128k through Classic plus the Mac II emulation with dodgy color and no audio support

There's drag-and-drop between the emulator desktop and host system with many goodies
There's also a drag-and-drop sheepshaver with updates that does a similar thing; the OS X build is really snappy now! I've got system 7.5.1 through 9.0.4 working flawlessly under this now, with ROMs appropriate to the OS era.
Basilisk II's a bit behind the ball; I'm finding that the Windows JIT inside Wineskin works the best, but I'm having option key binding problems and networking's a bit flaky. I'll get there though.
1984 - Mac System Software 0.0 - Mac 128K.app/ 1999 Mac OS 8.6 Veronica - PM 9500.app/
1984 - Mac System Software 0.1 - Mac 512K.app/ 1999-2000 Mac OS 9.0.4 Minuet - PM 9500.app/
1986 - Mac System Software 0.7 - Mac 512Ke.app/ 2001 Mac OS 9.2.2 LU1 - PM 9500.app/
1986 - Mac System Software 1.1 - Mac Plus r3.app/ 2001-2 Mac OS X 10.1.5 Puma.app/
1987 - System Software 2.0 - Mac SE.app/ 2002-3 Mac OS X 10.2.8 Jaguar.app/
1987 - System Software 2.0.1 - Mac II.app/ 2003-5 Mac OS X 10.3.9 Panther.app/
1987 - System Software 5.1 - Mac Plus r3.app/ 2005-7 Mac OS X 10.4.11 Tiger (PPC).app/
1988 - System Software 6.0.3 - Mac SE FDHD.app/ 2006-7 Mac OS X 10.4.11 Tiger (Intel)
1990 - System Software 6.0.7 - Mac Classic.app/ 2007-9 Mac OS X 10.5.8 Leopard
1990 - System Software 6.0.8 Terminator - Mac II.app/ 2009-11 Mac OS X 10.6.8 Snow Leopard
1990 - System Software 6.0.8L - Mac Classic.app/ 2011-2 Mac OS X 10.7.5 Lion
1991 Macintosh System 7.0.1* Blue - Mac IIci.app/ 2012- OS X 10.8.3 Mountain Lion
1991-4 Macintosh System 7.1.2 (Pro) I Tripoli - Mac IIci.app/
1994-6 Macintosh System 7.5.5 Mozart - Mac IIci.app/
1996 Macintosh System 7.5.5 Mozart - PM 5260 .app/
1997 Mac OS 7.6.1 Harmony - Mac IIci.app/
1997-8 Mac OS 8.1 Tempo (pimped) - Mac IIci.app/
There's my current set; I may end up using Fusion PC for some systems, as it appears to handle some 040 hardware better than BII.
Keep the software suggestions coming; I'd like to have the common "this is the impressive stuff my mac can do!" software loaded for each target, appropriate to the period