Love me some food and wine pairings, but I've never found wine to go well with a pipe. The tannins in the reds and acid in the whites just seemed exacerbate any lingering tongue bite and drowned out any nuance in the tobacco.
Now a nice Ruby, Vintage or Tawny Port is a completely different story. Those seem to work well with a myriad of different tobaccos. I think its the sweetness and the viscosity that help carry the tobcacco flavors.
I've also read that Sherries (both dry and sweet) can work well with pipe tobacco because of the nuttiness found in most of them, but I have not tried this out yet.
Me personally, I stick with some type of brown spirit usually. A good Scotch with English blends or a Bourbon or Cognac with Virginia-based blends. But I do like a good IPA with some Va/Per blends.
Otherwise, a good cup of coffee or tea always compliments my blends.
YMMV.