With the slush and wet around the corner, a pair of comfortable, trendy lather boots are a must! (Zippered Combat Boot via Oak $249)

Leather is one of the trendiest materials for this Fall, so be sure to on top of your game with a trendy jacket. (Tugboat Jacket via Oak $1190)

A trench coat is an easy way to tay dry in the rainy Fall time. (Diesel Juru Trench via 80's Purple $290)

Fingerless Gloves are an amazing little accessory to have. Another option below. (Fingerless Cashmere Cuffs via Club Monaco $39)

Dunderdon Fingerless Glove via Oak $(restocking)

Wool ties are a great way to switch up a typical suit. No shine and a heavier material, it's a great look for the Fall. (J. Lindeberg Wool Tie via Revolve Clothing $119)

A good beanie is a must for the Fall. I'd prefer cashmere, but a wool one could save you some cash. (Dunderdon Striped Hat via Oak $38)

Last season was live flowers in the pocket of your sport coat. This season I say go with a lapel pin or a brooch to spice up your coat. (Alex+Chloe Zero Carat Brooch via Alex+Chloe $58)

Fedoras are for Summer, so sub one out for a Beaver Skin or wool winter cap. These will not only keep you dry and warm, they will have you looking sophisticated chic. (Brixton Felt Gain via Revolve Clothing $55)

Umbrellas are key. This one's a bit expensive, but if you have to stay dry why not look good. Any umbrella will do though. (Burberry Umbrella via Saks Fifth Ave. $275)