Really depends on the shape of your head, not necessarily the size. I went to a shop and tried on every single helmet they had (a couple dozen) and ended up getting the Salomon Ranger Custom Air because it was the ONLY one that fit me well. Awesome helmet, by the way.
As for goggles......depends how picky you are, and also if you want lenses for varying light conditions or one all-purpose lens. You may want to consider buying slightly used. I'd highly recommend the Smith I/O but it's above your budget, though you do get 2 lenses. Oakley A-frame will be too small, something like an Oakley Crowbar or Splice would be more your size. But again, budget may be an issue. If you can spend a bit of extra, you won't be disappointed. Better to spend more (the cost of a few pizzas extra) than settle for something half-@$$ed in my opinion (no offense, but I'm talking about the crappy goggles).
There are some great deals on slightly used goggles though that would fit your budget. If you chose to go that route, grab the Smith I/O. NOT the I/Os, those are the small version.