You'll find TW tower pretty friendly and easy to deal with. They will most likely clear you however you have planned it, whether direct Armidale or up the New England highway.
One thing to watch out for is the terrain. TW is nestled to the south of a (for Aus) pretty high and long east/west'ish mountain range. You will need to climb about 3-3,500 within 10 Nm of departure to get onto the escarpment VFR. Pretty scenery though!
Have fun