I just got my car and am getting between 450 Wh/mile and 400 Wh/mile on my normal driving trips. This is much more than I expected also. I have noticed that hills are much rougher on energy usage than I imagined, and I do not have the hang of gauging my regen properly yet.
I don't think hills are as big a deal as I originally expected. My daily drive involves climbing 1500ft and descending again, both to and from work, plus incidental hills. It's not a high speed drive, so I manage to achieve better-than-EPA-rated efficiency on a frequent basis. My drive in this morning averaged 274wH/mi, which is even better than "ideal." I was using seat heat rather than forced air, and I almost never used the brake. Learning to rely on standard regen to slow the car is one key, but I also found turning off creep made a surprisingly large difference.
And apparently driving 85 sucks down 400+wH/mile even on flat stretches.
Air resistance increases with the square of velocity, so the amount of energy you use per mile overcoming air resistance has a linear relationship with speed. Tesla's 300mi ideal range represents about 283wH/mi at 55mph, so I'd expect numbers in the low 400s at 85mph.