You’ve finally decided on your New Year’s Eve plans—now, what to wear? Whether you’re spending the last night of 2014 bar-hopping with your boys, sipping wine with your main squeeze, or impressing your boss at a black-tie event, we’ve got you covered on attire with expert suggestions from menswear brand Ledbury’s retail manager Audie McDougall.

Busy night ahead? Don’t let constricting suit pants or a heavy overcoat get in your way. Keep it cool and effortless, but show personality with funky patterns and fabrics.
The Navy Shelby shirt ($145) at Ledbury, Truman pant ($384) at Gentry, Fillson Bell bomber jacket ($320) at Federal, Marc Jacobs ankle boots ($705) at Common Projects, Borsalino fedora hat ($410) at Mr. Porter, Acqua Di Parma Colonia Leather ($210) at Bluemercury.

For an intimate affair, such as a romantic dinner, you don’t need to look too formal, but you don’t want to just throw on blue jeans either. Find a happy medium with this look.
Broken-in chino pant ($75) at J.Crew, Calvert shirt ($147) exclusively at Georgetown Ledbury pop-up store, Garrick Chelsea boot ($170) at Wolverine, indigo Melton Chesterfield coat ($613) at Gentry, Ralph Lauren Polo Blue ($78) at Macy’s.

At a black-tie affair it can be hard to stand out without looking over-the-top. An easy solution? Add pop of color or a fun patterned tie to your classic tuxedo. You’ll look just as polished, but your personality will come through, too.
White pocket square ($20) at Bull + Moose, velvet bow tie ($45) at Bull + Moose, tuxedo shirt ($165) at Ledbury, navy plain velvet dinner jacket ($399) at SuitSupply, Runwell Chrono 47mm watch ($750) at Shinola, black tuxedo shoe ($299) at SuitSupply.