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I agree on Milk Pail, although it does have the drawback of being all pre-cut, so you can't choose sizes or, more importantly, taste before you buy.
If you're further north on the Peninsula, Stangelini's in San Mateo has maybe 15 or 20 different imported Italian cheeses. Some of it is pre-cut, but they've always been willing to cut larger or smaller pieces on request and give tastes. They don't have a huge selection, but both their Asiago and imported Provolone are much better than the stuff they sell at Whole Foods. (I haven't actually bought cheese at Draeger's so I can't tell you how it compares other than by its $$$$iness.)
If you want Italian cheese, it's worth a stop at Stangelini's. You can pick up a sandwich and some soup, some bulk polenta and a bottle of just about any flavor of Torani syrup while you're there. (I really love this place -- can you tell?) It's on San Mateo Drive, just north of Poplar, a few minutes from the Peninsula Ave exit on 101.
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I know you don't want gourmet markets, but whole foods palo alto has the most knowledgeable and friendly cheese people, plus at any of the wf markets you can have them cut the cheese! Sigona's in redwood city has a fair selection, though, not extensive. I'll have to go to Milk Pail, sounds good...
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You might try the Milk Pail on California Street in Mountain View. Wide variety of choices, very good prices
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