Literally millions of happy hours are taking place around Seattle RIGHT NOW. One is highly likely right under your all-too-sober nose: Find out where it is here (for iPhone users) or here (for Luddites). Food! Drinks! Cheapness! Yes! CHEAP!.
European Vine Selections, aka "the wine shop on 15th," has been an unintimidating resource for good wine (with lots of bottles under $10) on Capitol Hill for 25 years, and every Friday they host a free wine tasting from a different region. One person you may find pouring is EVS partner Doug Nufer, who is a civic treasure of both friendly, low-key wine knowledge and experimental writing. Free.