Holiday Dressing

The Art of Looking Festive Without Overdoing It

The holidays have a way of arriving all at once. One week you’re layering up for fall, the next your calendar’s filled with dinners, cocktail parties, and New Year’s Eve plans. And with each invitation comes the same question: what are you going to wear?

At Michael Andrews Bespoke, we believe holiday dressing isn’t about loud patterns or novelty sweaters — it’s about intention. The right fabrics, fit, and details let you look festive without ever feeling overdone. Whether you’re attending a black-tie gala or a casual gathering, the goal is the same: refinement that feels effortless.

What Should Men Wear to a Holiday Party?

The key to holiday style is subtlety. Think of it as quiet luxury meets festive charm — rich fabrics, thoughtful textures, and a precise fit that speaks volumes without shouting.

A custom velvet dinner jacket, tartan trouser, or patterned sport coat can each make a statement when paired with timeless pieces like a crisp white shirt or a black cashmere roll-neck. Done right, you’ll look sophisticated, confident, and seasonally appropriate — not seasonal.

Velvet Done Right

Velvet is the fabric of the season — luxurious, tactile, and unmistakably elegant. A bespoke velvet jacket, cut to your frame, instantly elevates your look and adds depth without excess.

Our stylists often recommend deep hues — midnight blue, espresso, forest green — tones that feel refined and versatile. Whether you’re raising a glass at a formal dinner or hosting friends at home, a velvet jacket bridges that gap between effortless comfort and understated glamour.

When velvet is tailored precisely for you, it doesn’t feel like you’re dressing up — it feels like you.

Are Tartan Pants Too Much for the Holidays?

Not when they’re crafted with intent. Tartan trousers are a holiday classic for good reason: they deliver character and color while staying timeless when styled well.

Pair them with something sleek — perhaps a black double-breasted blazer or a fine cashmere crewneck — and let the trousers take center stage. The result is festive, refined, and unmistakably confident.

At Michael Andrews Bespoke, we build each piece to your proportions and lifestyle, so bold details never overpower the look — they enhance it.

How to Make a Statement with a Sport Coat

For the man who wants to make an entrance, a patterned sport coat is the ultimate play. A custom tartan jacket, inspired by the tailoring seen on the streets of Pitti Uomo, captures both personality and precision.

Bold? Yes — but never brash. The lines are clean, the fit impeccable, and the impression immediate. That’s the power of true bespoke tailoring: when every detail is considered, confidence becomes the most visible accessory in the room.

How to Dress Festive Without Overdoing It

Looking festive isn’t about being the loudest in the room — it’s about balance. The interplay of texture, tone, and tailoring does the talking. Consider pairing flannel trousers with a silk-blend shirt, a velvet jacket with wool gabardine pants, or a tartan blazer with crisp white shirting.

These pairings celebrate the season without sacrificing sophistication. After all, the best looks never announce themselves — they invite a closer look.

When Should You Order Custom Holiday Attire?

Bespoke tailoring is an art of precision and time. To ensure your garments are perfected, fitted, and ready for every occasion, we recommend scheduling your appointment early. By the time the first champagne cork pops, you’ll have a wardrobe as ready as you are.

Ready for the Holidays?

Your wardrobe should be as festive as your calendar.

Book an appointment at Michael Andrews Bespoke and let our stylists help you create custom holiday attire designed around you — so every celebration feels like it was tailored just for you.