Thanks again to all for your feedback. I'll try not to worry about the
voltage drop but I just want to make sure I do this right! :-) I will
be living with it for a long time. :-)

See the image below for a rough drawing of my layout. The outlets are
spaced so that they meet the spacing required by code with a couple
extra thrown in just for convenient locations.

http://img77.imageshack.us/img77/6990/layout27yn.jpg

My current plan is to separate the circuits at the 125ft corner rather
than have one big 240v split circuit with alternating outlets that I
have to balance. If anybody else has feedback I'd love to hear it.
Specifically, is there any way to reduce voltage drop on a long run
other than to use super high gage wire that is a PITA to work with?