Howard Yount, from $145
"Why should an umbrella be disposable?" asks Jamison Stoltz, the founder and designer of Howard Yount, the three-year-old label that has a reputation for stylish, quality goods at attainable price points. "You wouldn't buy disposable suits or shoes—a well made umbrella, in my experience, brings a little pleasure into an otherwise drab day." After finding a family-owned Italian company that could make them to his specs, Stotlz says that the brollies have become one of the most popular items he sells. After all, a cheap umbrella is a false economy. How many corner drugstore umbrellas do you go through before investing in one that will last more than a few storms, open and close consistently and (bonus!) add some smart style to your inclement weather wardrobe? Howard Yount currently has two dozen patterns available. London Undercover recently made a black watch plaid and blaze orange option for ACL & Co. that's sure to brighten a dark day. And for something a tad more subtle, but no less sturdy, Filson covered its canopy in oil-finish cotton, guaranteed to repel rain, snow and hail.