we tried it out, I took a look. His LOTR1 is windows. and LOTR2 while is dos the expansion isn't. Unfortunately there isn't a dos version of this AFAIK. hence why the mac version uses wineskin.

What HereComeThe2000 says is true. After buying Lords 2 from GOG, I loved it so much, that I bought the Royal Edition on CD from Amazon (new and factory sealed for like $100) as a collector's item. That's when we found out Sierra Entertainment skimped out on us. Only the LOTR 2 CD contains the DOS executables. The LOTR 1 CD does not, nor does the LOTR 2 expansion pack (in fact, after doing some research, I found out that the expansion pack was indeed never released for DOS, only Win95).

You'd actually have to buy the floppy disc versions to get the DOS executables, but the problem with that is you have lower sound and graphics quality with some features missing (like the German map missing from LOTR 1. Sadly, only the CD version for Win95 contains the extra maps and features. The DOS version does not).

If your only concern is indeed Full Screen, my advice is installing VirtualBox (free and open source) and installing an older Windows OS (95, 98, 2000, XP) as a "Guest System". Then you could put the VirtualBox screen itself in Windowed Mode thus allowing your game to do the same.

Correct. After our little escapade, I went and did some extensive research about the game. I found that all CD versions of LOTR 1 are for Windows. Only the floppy disc versions are for DOS. The advantage of the CD version, though, is that it comes with more maps and features; in addition to the better graphics and sound.

Due to the popularity of LOTR 2, the DOS executables were included on the disc. Despite this, an expansion pack was never made for DOS. Only for Windows was the expansion Siege Pack ever released.

Thanks for the research Matt. I've already got VirtuaBox with Win95 or XP around here somewhere... I'll give it a try. Always left this as a last resort option, since virtualizing an OS can be really resource-consuming, and my notebook isn't exactly top-end for a few years now =p