The holiday season is here, and with it comes a lineup of festive gatherings — from office parties and family dinners to New Year’s Eve celebrations. Each one calls for a little more style than your everyday jeans-and-sweater combo, but not so much that you look like you wandered out of a black-tie gala.
That’s where smart casual holiday style comes in. It strikes the balance between laid-back and polished — the kind of outfits that feel at home around a dinner table, under string lights, or clinking glasses at midnight.
Our buddies at Huckberry have put together three holiday smart casual looks to keep you covered for every event on the calendar. Each outfit blends seasonal texture and warmth with timeless pieces you’ll wear long after the decorations come down.
Check out Huckberry’s full lineup of holiday smart casual gear in their Smart Casual Shop.
The Office Party
For a holiday office party, start with a khaki blazer. It keeps things professional without feeling stuffy. Pair it with pleated cords for warmth and texture, and a brushed shirt for a soft, relaxed feel. The braided belt and loafers add polish, while the watch gives it just enough edge to feel festive without trying too hard. If your office leans formal, the blazer has you covered; if it’s more casual, lose the jacket.
- Wills Classic Blazer
- Wills Brushed Woven Dress Shirt
- Wills Pleated Cord Trouser
- Flint and Tinder Braided Leather Belt
- Huckberry x Citizen Promaster Tough Watch
- Jacques Soloviere Alexis Loafer
Thanksgiving or Christmas Dinner
A cable-knit sweater is cozy, classic, and built for seconds (and thirds). Layer it over an Oxford shirt for a bit of structure, and pair with green 365 Pants for some festive pop. The scarf looks good for family photos, and the chukka boots keep things grounded and sharp.
- Wills Easycash Cable Knit Sweater
- Flint and Tinder Oxford Draftsman Shirt
- Flint and Tinder 365 Pant
- Flint and Tinder 365 Core Belt
- Howlin’ College Fun Scarf
- Luca Moc Toe Chukka Boot
New Year’s Eve Party
For a refined New Year’s look, pair a tailored blazer with matching trousers — it’s elevated without going full tux. Swap the dress shirt for a cashmere polo to keep things relaxed but polished. A clean leather belt and Derby shoes finish it off, giving you a sharp, modern outfit that moves easily from dinner to midnight toast.
- Wills Classic Blazer
- Wills Easycash Long Sleeve Polo
- Wills Rosedale Trouser
- Flint and Tinder 365 Core Belt
- Timex Marlin Manual Watch
- Sanders Athens Plan Gibson Derby
