Man wearing black tux holding disco ball

Holiday Outfit Inspiration Spread some holiday cheer with these dapper outfits

The holidays are officially in full swing. The gatherings, carols, snow, and gingerbread, are just a fact of the season. You already have enough to worry about, and standing in front of your closet wondering what outfit to wear to your office party, family gathering, or other social events shouldn’t be among these. We’ve put together a variety of outfit inspirations to satisfy any occasion you might find yourself invited to.

Table of Contents

Holiday Outfit Inspiration: Office Party

The Office Party

Everyone’s seen your everyday look. Step it up a bit for the office party and dress to impress!  After all, why would you do otherwise?

  1. Blazer, Knowledge Cotton,  $299.95
  2. Pants, Band of Outsiders, $545.00
  3. Shirt, Gitman, $170.00
  4. Tie,, $20.00
  5. Loafers, Jay Butler, $145.00
  6. Pocket Square,, $10.00

Holiday Outfit Inspiration: Family Party

The Family Party

No need to suit up for this occasion, but you must always be presentable. Add a blazer or cardigan to bring your seasonal look together.

  1. Cardigan, Uniqlo, $49.90
  2. OR Blazer, Express, $198.00
  3. Oxford Shirt, Bonobos, $78.00.
  4. Brogues, Aldo, $160.00
  5. Tie,, $20.00
  6. Tie Bar, $25.00

Holiday Outfit Inspiration: Cocktail Party

The Cocktail Party

You can take this outfit in any direction depending on the theme or  location. Friend’s party? Go with a nice cardigan. A night out? Bring out the blazer in a festive color.

  1. Fair Isle Cardigan, Marine Layer, $185.00
  2. Shirt, Taylor Stitch, $125.00
  3. Tie,, $20.00
  4. Pants, Asos, $41.69
  5. Dress Boot, Just A Men Shoe, $225.00
  6. Tie Bar,, $15.00

Holiday Outfit Inspiration: Ugly Sweater Party

The Ugly Sweater Party

No one ever said that just because the sweater is ugly the rest of your outfit had to be too. Go ahead, grab the ugliest sweater you can find. Just make sure the rest of your outfit makes up for it.

  1. Sweater, Tommy Hilfiger, $64.99
  2. Chinos, Nau, $98.00
  3. Chukka Boots, Just A Men Shoe, $205.00
  4. Henley, GAP, $34.95
  5. Socks,, $10.00

Holiday Outfit Inspiration: New Year's Eve Party

The NYE Party

This is the time to truly look your best and sport a tuxedo. Stand out in the crowd by ditching the classic black and white for some color and texture.

  1. Tuxedo Suit, Asos, $123.18
  2. Shoes, Clarks, $164.99
  3. Tie,, $20.00
  4. Shirt, Express, $29.90
  5. Pocket Square, $10.00
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