With the holidays comes a social calling from friends and family that requires some more carefully thought out ’fits than your everyday get-up. Whether you're reigning it in with a look that'll get grandma smiling on December 25, optimizing your coziness when the hangover hits, sourcing the perfect New Year's Eve aesthetic, or redefining your style for 2019, we're here to help.

The stylish minds of Highsnobiety have compiled a failsafe ’fit for every occasion on your social calendar this holiday season. Outlining several pieces that form the makings of a perfect look for the upcoming festivities, we've shared everything you'll need for smarter aesthetics on Christmas Day right up to the elevated staples that'll be the talk of your New Year's Eve party.

And, if you're still looking to get some last minute shopping in the bag ahead of the holidays, we've curated some product highlights for each event, many of which have already hit the winter sales for some discounted shopping.

Scroll on for your most stylish festive ’fits to date.

Christmas Day

Shop Our Selection

Keep it classy this December 25 with a ’fit that'll stunt on all the family members who think you can only do casualwear. A luxury knit is both festive and impressive, and if you're still in search of the one that hits the balance between holiday sweater and winter go-to, the Prada turtleneck in our selection is our solution, having recently hit the Farfetch sale with 50 percent off.

Pair with a smart pair of straight legged navy trousers — an essential to any grown-up wardrobe that's well worth a designer price tag— and go for a pair of chunky derbys over garish kicks, such as this fashion-forward pair by Marni.

The Cozy Morning After

Shop Our Selection

You're going to want to optimize your time in front of that holiday programming when that hangover hits, an activity best done dressed as comfortably as possible. With leftovers flowing and polite family etiquette out of the window, this is the day to upgrade your loungewear and kick back in relaxed style.

Maximize this day with the full set: PJs, slippers, and a robe for when the chill sets in. Zimerelli's silk set is peak sleepy decadence in a classic design, given that extra cozy warmth when layered with a terry cloth robe by loungewear specialists Sleepy Jones. For the slippers, flex hard around the house in this NY Yankees-branded Gucci pair. Cost-per-wear, it's probably the best investment you'll ever make.

New Year's Eve

Shop Our Selection

Just as the pressure to finish the year on a social high is real, so too is the need to see it out in style. You can do this by adding that little something extra to a few choice pieces — and this ’fit is all about elevating those classic menswear items with something that gives them an edge.

Rock a white shirt, but make sure there's some kind of print or material twist involved — this one from Warren Lotas has both (signature barbed wire print on sheer silk organza construction). For the bottom half, think about the cut and the quality — our choice is these made-in-Japan UNDERCOVER pants, paired with these stand-out Toga Virilis loafers which will have necks breaking thanks to their opulent silver-tone hardware.

New Year, New You

Shop Our Selection

A new year is a perfect opportunity to reinvent your style. Now's the time to think less about those impulse hype buys and more about cohesive looks and quality purchases that will carve out your own signature aesthetic.

Of course, this is going to vary from person to person, but above we've outlined some things we'd think about when reinventing your look. Think about things like tactile fabrics to add an extra dimension to your style — these wide-legged drawstring corduroy pants by YMC instantly shout louder than standard cotton trousers.

Another thing to think about is your palette. You could go in the direction of distressed dystopia or all-black-everything, but our recommendation for kicking off the early 2019 chill is to embrace warm, neutral colors in a cohesive tonal look. Finish with a pair of luxury sneakers that'll pair nicely with every new piece you buy next year.

To stay up to date with more Shopping content from Highsnobiety, follow @Highsnobietyshopping on Instagram and @Highsnobdrops on Twitter.

Our designated shopping section features products that we love and want to share with you. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

What To Read Next