Kent Wang tells me that he doesn't give discounts for larger orders, or I personally would have gone with him. I like the idea of purchasing fabric and turning it into a square. I know a girl who can sew some edges for me. J
i've done pretty good at Neiman Marcus Last Call and Nordstrom Rack... also, i just found a few nice ones on sale at Banana Republic that i really like.. guess it depends on what you're looking for.. if it's brand names.. NMLC was selling Charvet, Dunhill, Brioni, ect... not very cheap but much les than retail.
jumping on the Kent Wang bandwagon. I've ordered a couple from Kent and they are excellent quality squares. I've also hit up places like JCrew, Banana Republic, and BB during their sale seasons. You can buy squares for cheap from them.
You can find pocket squares all over the place. The better department stores and men's specialty shops will carry them locally. Brooks Brothers, Paul Stuart, and J. Press all sell them online and in stores. Some discounters, such as Syms, will regularly have them.
Some squares just feel cheap. I have two Kent Wang squares, one linen one cotton. They both have a much more subtantial feel than my other cotton ones. I'm not an expert by any means, but you can tell the difference.
FWIW, I'm comparing them to the squares you get from places like Mens Wearhouse, Macy's, and the like. Usually they sell those packeged squares for the cotten variety and some cheap silk solid color squares.