Umbrella- Harsh winds and flimsy umbrellas spell disaster.  Frizzy hair and upside-down umbrellas should never be a wardrobe staple.  Fight bad hair days and embarrassing accidents by opting for a sturdy plastic umbrella that will actually keep you dry.   Our favorite?  The Clear Big Bubble Umbrella, ($22, umbrellastand.com) which offers roomy shelter from whatever is lurking outside of your “bubble.”

City Slicker- Vanessa Bruno works her magic again with a gorgeous raincoat in toffee ($550, satineboutiqe.com).  The coat is lightweight and chic and boasts just enough frills to make it interesting, but keeps it classic. With its oversized hood and cinched waist, it’s perfect to wear to the office and out on the town.

Giddy Up!-  It seems there’s room for every type of denim these days. From wide leg to straight leg, there’s a fit to flatter us all. Stirrup jeans, when worn with rain boots or standard tall boots, stay in place without being uncomfortable, which is ideal for muddy days. The result is a clean, sharp look that leaves you thinking about more important things. Like why you didn’t scoop up a pair sooner? (Seven for All Mankind, $168, revolveclothing.com)

Hunt Club- Hunter rain boots ($98, shopbop.com) are downright functional when it comes to torrential downpour. Now available in an array of colors, including some with contrasting soles, they’re just what you need to get through the city while staying dry. Colors such as pumpkin, bright yellow or lipstick red, are much appreciated on a dreary day.

Wet Look-  Distressed patent leather can last for decades, taking heavy wear-and-tear like a pair of Doc Martens in the ‘90s.  For rainy days, pack a bag to the brim with everything from frizz serum to extra cab fare.   Jill Rivington Emelle' Handbag ($525, nordstrom.com) is perfect for stuffing and won’t wilt at the sight of raindrops.