Welcome Alex,
I think a good place to start would be to purchase a Dr. Graybow pipe, one that catches your eye. (I prefer unfiltered pipes) A good starter tobacco would be Captain Black in the White package, or Paladin's Black Cherry. They have a good "room note" (smell nice) and taste good. They are good honest smokes, and won't bite (burn your tongue), but the Paladin may be a bit too sweet to start with. Some members will recommend a "cob" pipe. A cob will be the least expensive route, but you may not have a quality experience with them as a beginner.
Or another strategy would be to visit a good pipe store in your area, and ask the tobacconist any questions you might have. Handle a few pipes and see what fits not only your hand, but your personality. You can get a good smoking pipe for $60 and up. From the local B&M pipe store you can get a blend called "1Q". As has been pointed out recently it has a few "colloquial" names, e.g. Wilshire, Yorkshire and other names. All are the 1Q blend. Reasonable cost and is a good smoke.
Again let me say welcome and don't be afraid to ask questions, you will receive good advice and answers here.