If you played on the juniors tournament circuit when you were younger, you should probably self-rate at 3.5. Otherwise, 3.0. As for leagues, now is a good time to ask, because the season starts pretty early in the year and if you wait till February or March, you've missed out on the spring season. Season's are:
Spring - Men's leagues with everyone playing at their level. This is the main season.
Summer - Combo mixed doubles (for example, I played on a 7.0 team which means you can either play a 3.5 man with a 3.5 woman or you can play a 4.0 with a 2.5 either way).
Fall - Combo men's doubles (I played on a 6.5 team where we played a 3.5 player with a 3.0)
Late fall / early winter - Singles
The spring season is 2 singlescourts and 3 doublescourts for each match. The other seasons are just 3 doubles courts. All matches are best 2-of-3 sets with a tiebreaker to 10 being played instead of a full 3rd set.
Contact Lesley Moseby and let her know you want to play. Her e-mail is
[email protected].
Also, the USTA website is
http://tennislink.usta.com/LEAGUES/Common/Default.aspx.
If you have any more questions or need any help, send mea PM.