A lot of this depends on your body shape/size. Back when you were a top collegiate athlete.
Now? If you have the trim shape to wear standard off-the rack, go to the Bay - they have the whole gamut of brands from Calvin Klein at the cheaper end to Strelson/Ted Baker at the higher. And they have fantastic sales almost constantly. I picked up 5 pairs of Lagerfeld pants for basically nothing (it was some sort of a sale on top of a sale, so 67% off in the end), including 2 of the very lawyerly pinstriped. However, if you have migrated to the middle-aged pear-shaped man club, I would follow the advice above about getting something nice tailored to fit you perfectly. Depending on how much you want to buy, it's almost worth it to look for a sale and fly to Vietnam or Shanghai to get outfitted.
As far as shirts/ties, definitely the Bay - you can stock up for $15/20 per item with Hillfiger/CK type of stuff, which is perfectly fine. Also, Costco, but you need to know your size.