Much depends on where and when you are in the neighborhood. At our cabin which is in an open area with light wind, there are few skeeters. Take a walk down our shaded driveway and you'll be swarmed if you stop for a second. On a cool morning, nothing is active. Before a rain, egads, they're bloodthirsty.
In the city (Whitehorse) I haven't seen one yet.
Lots hit my windshield on the way home though. I admit to not feeling remorse with a bug gets in the way of my car.
For the dogs, Advantix or Frontline will help a lot. Tends to keep the skeeters from swarming them. For my short-haired dog, it saves him. The long-haired dog gets swarmed but they can bite only her muzzle area.