Men’s Holiday Clothing Guide: What to Wear This Season

Quick Answer: What Should Men Wear for the Holidays?

  • Office parties: a suit or sport jacket in a rich colour, with a dress shirt.
  • Festive dinners: a sport jacket over a dress shirt or quarter-zip.
  • Casual gatherings: a sweater over a sport shirt with casual pants.
  • Finishing touches: a festive tie, pocket square or patterned socks.

The holiday season brings a full calendar, and each event calls for a slightly different outfit. This guide covers the pieces that get you through all of it, from family brunches to New Year's Eve. For formal parties specifically, see what to wear to a Christmas party.

Pieces Every Holiday Wardrobe Needs

Warm layers

A quarter-zip or full-zip sweater in burgundy, olive or navy works for daytime events and layers under a jacket in the evening.

A festive jacket

A velvet-look plaid or herringbone sport jacket instantly makes an outfit feel seasonal.

Shirts with personality

A sateen dress shirt has a soft sheen that looks great under holiday lights. Plaid long-sleeve shirts suit casual gatherings.

Bottoms

Dark dress pants for parties, stretch 5-pocket pants for everything else.

Accessories

Festive ties, pocket squares and patterned socks add colour. A scarf finishes your coat.

Holiday Outfit Ideas

Office holiday party

Navy suit, white dress shirt, burgundy tie, cognac oxfords.

Festive dinner

Velvet-look sport jacket, black sateen shirt, dark trousers, black oxfords.

Daytime family events

Quarter-zip sweater over a plaid shirt, casual pants, clean sneakers.

New Year's Eve

All black: a black suit or tuxedo with a black dress shirt and a silver lapel pin.

Colours That Feel Festive

Burgundy, dark green, navy and black, with touches of silver or gold.

Dressing for a winter wedding too? See winter wedding attire.

FAQ

What should I wear to a holiday party?

A suit or sport jacket, with a festive tie or pocket square.

What colours feel festive?

Burgundy, dark green, navy and black, with touches of silver or gold.

What's a good holiday gift for a man?

Ties, pocket squares, socks, scarves or a quality dress shirt.

Shop Holiday Looks at Tip Top

Explore holiday picks, sport jackets and accessories, or visit one of our 80+ locations across Canada.

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