Exterior outlets - simply run conduit?

I need to run two new exterior outlets; one to the back of my house and the other to the side (side deck).

My electrical panel is in the front of my house (basement) and it might be a little challenging to fish wire to the back of the house. The side might be doable.

I'm wondering if I could just make one hole out the side of my house and run conduit to the back? If I were to do that, could I simply make a "T" turn and run conduit to the side, too? I'd prefer to avoid drilling into my walls and drywall.