boboman,
All good advice in the posts above.
One opportunity you might want ot consider is a clinic being held in Wheaton this spring called "Blue School". They run six 3-hour sessions on Sunday afternoons from 3-6PM. Dates this year are 3/8,15,22,29 and 4/5 & 19 (consecutive, but they skip Easter). A bit of a drive from Crestwood, but at least the traffic tends to be pretty light on Sundays.
I have not personally attended (though I may this year), but I have heard very favorable comments from a number of acquaintances who have. The cost is $175 ($150 if you sign up with a "buddy") which strikes me as very reasonable.
In addition to the instruction, you might very well meet some folks from your area who could help you find an association or assignor who can help you get started working games in the spring.
You can read about it and find contact information here:
BlueSchool 2009
Of course if you're
really serious about doing this, just go to the Jim Evans Florida Classic at the end of December:
Umpire Training Conducted by Jim Evans Academy of Professional Umpiring
When I was in your shoes, I went to the Desert Classic and I believe it was the best thing I could have possibly done to get my umpiring career off to a good start.
Regardless, best of luck.
JM