What to Wear to an Upscale Christmas or Holiday Party β€” Men's Complete Guide

From private country club galas to sophisticated penthouse gatherings, upscale holiday parties celebrate the warmth and splendor of the winter season. With roaring fireplaces, evergreen garlands, and holiday cocktails setting the backdrop, you want to dress with festive cheer while maintaining razor-sharp sartorial discipline.

The art of upscale holiday dressing lies in subtle seasonal cues: rich textured wools, deep holiday jewel tones like bottle green and cranberry, tasteful Black Watch tartan accents, and tactile velvet. You want to honor the festive spirit without looking like a Christmas novelty costume.

Here is how to incorporate festive colors, select luxurious winter fabrics, and curate an unforgettable holiday party ensemble.

Outfits that work

Do

  • βœ“Incorporate festive winter shades like bottle green, deep crimson, midnight navy, and rich gold.
  • βœ“Wear a textured blazer in velvet, Black Watch tartan, or heavy brushed wool flannel.
  • βœ“Pair with tailored black or charcoal dress trousers with clean modern hems.
  • βœ“Layer with a fine-gauge cashmere crewneck, turtleneck, or crisp spread-collar dress shirt.
  • βœ“Step into gleaming black leather oxfords, wholecuts, or dark cordovan monk straps.
  • βœ“Add a rich silk pocket square or tasteful holiday-themed cufflink set.

Don't

  • βœ—Don't wear tacky, garish novelty sweaters with flashing LEDs to high-end holiday galas.
  • βœ—Avoid head-to-toe bright red or green outfits that make you look like Santa's elf.
  • βœ—Don't wear casual sneakers, distressed denim, or athletic outerwear.
  • βœ—Avoid unironed, rumpled dress shirts that detract from rich holiday textures.
  • βœ—Don't forget warm, elegant outerwear like a tailored camel or black wool topcoat.
Men's Dress Trousers

Style tips

The Black Watch Tartan Elegance

A tailored sports jacket or trousers in subdued Black Watch tartan (deep navy and dark green) provides timeless Scottish heritage and holiday sophistication.

Rich Bottle Green Velvet

A deep bottle green velvet blazer worn over a crisp white shirt and black trousers is the quintessential holiday look that commands immediate admiration.

Cashmere Knitwear Warmth

Swapping a shirt and tie for a fine-gauge black or cream cashmere turtleneck under a tailored jacket creates an effortlessly chic European silhouette.

Men's Black Watches
Men's Green Velvet Blazers
Men's Jackets

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