Here in California we get a good deal on these wines during the 5-cent wine sales every quarter: basically buy 1 bottle get the other for 5 cents. As it turns out though, these two wines are always on sale at Bevmo:
http://www.bevmo.com/ranch-32-pinot-noir--750-ml-.html
http://www.bevmo.com/catalog/product/view/id/1589
You might be able to order a case from Bevmo on-line. Shipping might be pricey though. Vineyards in Napa, Russian River, Sonoma, Monterrey, and Santa Barbara, the Willamette Valley in Oregon usually offer deals on both wines and shipping. Some vineyards have flat rate deals with UPS, FedEx, etc...
As for pairing, I find Pinot Noirs to be the best for my tastes (and I am absolutely no connoisseur). The reason for me is simple: Pinot Noirs are lighter-bodied reds that won't overpower your palate when smoking. Cabs are very good wines for sure, but they tend to be too rich and heavy for me when smoking. The nuances of the cigar typically get drowned out and over-powered by Cabs, Syrahs, Malbecs, Merlots, and Burgundys in my opinion. From noticing your cigar tastes through Today's Smoke thread, you seem to like full-bodied cigars. If you pair them with those heavy wine types listed above, your palate might get blown away and the cigar might get lost. At least that has been my experience. Someone who has been pairing wines and cigars for many years probably won't have that problem. But for me, heavy reds mute out the flavors of a good cigar.
Pinot Noirs from Napa, Russian River, Monterrey, the Willamette Valley region in Oregon are all very good. Prices range anywhere from $8 to $32. I would not go any higher than that range for newb purposes. Wines are like cigars, you have to develop your palate before you can really appreciate the $50 to $250 wines. I've been told by experienced wine drinkers that cheap Napa and Sonoma Pinot Noirs are the best way to start out and train your palate for the price range.
So in a nutshell, I would start with Pinot Noirs from the regions I listed above, and I would not stray out of $8 to $32 price range. But like I said, I am no connoisseur.