The Best Clothes to Wear During the Holiday Season
15 Holiday Outfit Makers, According to Our Editors
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Our winter fashion staples often end up being the basics we repurpose at holiday parties, and more often than not, they're noticed by fellow guests. From standout pieces like gold, architectural drop earrings or that snazzy silk dress to more tried-and-true clothing (think: lug-sole boots and leather pants), we consider them all seasonal essentials. Some of these picks were definitely splurge-worthy, like our fashion director's luxe Manolo Blahnik mules or style director's eye-catching Wandler bag, but as our editors promise ahead, they'll get the most wear this time of year, and they never fail to instill a little boost of confidence.
While these pieces are less trendy than some of the other ones we own, we don't know what we'd do without them. Ahead, shop our most valued purchases at a range of price points, and decide what's missing from your wardrobe.
Manolo Blahnik Hangisimu Satin Mules
"As far as splurges go, this one is up there, but I've never regretted my purchase. These Manolo Blahnik Hangisimu Satin Mules ($955) have been the thing that's dressed up my basic jeans and T-shirt for a holiday dinner party at a moment's notice. They've also been the perfect accompaniment to my more playful looks, like feather-trimmed pajamas. In every single case, they're my favourite part of the outfit and the piece that earns the most compliments whenever I slip them on." — Hannah Weil McKinley, director, Fashion
The Drop Satin Knotted Handle Bag
"This Amazon purchase still might be one of my most sensible ones yet. I have gotten so much wear out of this The Drop Satin Knotted Handle Bag ($40), which feels both fancy and casual at the same time and dresses up absolutely any holiday-party outfit. The best part is, it was under $50, and the purse still has yet to let me down." — Sarah Wasilak, senior editor, Fashion
Vince Draped Beads V-Neck Slip Dress
"This Vince Draped Beads V-Neck Slip Dress ($695) is my dream slip dress. It conjures up images of the 1920s (that beading work is impeccable), but the colour and silhouette are decidedly modern. I feel like today's flapper when I slip into it, but if I'd like to keep things somewhat casual, I have the option of tucking it into my go-to jeans." — Shelcy Joseph, assistant editor, Commerce
Agmes Mini Calla Earrings
"My Agmes Mini Calla Earrings ($250-$320) continue to cap off all my holiday-party looks with that little extra sparkle they call for. The price point is feasible for quality statement jewellery that still hasn't tarnished two years in." — SW
Wilfred Vegan Leather Melina Pant
"I've been wearing Aritzia's Wilfred Vegan Leather Melina Pant ($148) for two holiday seasons now, collecting them in almost every colour. I swear I've never gotten so many compliments on a pair of pants. These are perfect for that in-between party look, when I want to look chic but not too fancy-shmancy." — SW
AGL Sandy Nero Wedge Platform Booties
"Chunkier boots are a must have. The AGL Sandy Nero Wedge Platform Booties ($480) make any winter look fresh and new. I wear mine with knit dresses and oversize coats." — Dana Avidan Cohn, executive style director
Le Specs Grass Band Khaki Sunglasses
"Sunglasses in nontraditional colours really stand out. The brand's sustainable line has a deep-green Le Specs Grass Band Khaki Sunglasses ($89) made of meadow grass and recycled plastic that work perfectly with luxe neutrals." — DAC
Vintage Gucci Mother of Pearl Watch
"My grandmother gifted me a thin, gold Gucci watch with a round face, just like this Vintage Gucci Mother of Pearl Watch ($335) from Fashionphile. It's so delicate that at first glance, it looks like a bracelet. But once someone sees the unique piece from all angles, it becomes an instant conversation starter. It's also the only watch I own that looks really seamless with eveningwear." — SW
Roxanne Assoulin Multi Beaded Necklace
"I wear a lot of simple gold jewellery, but I like to layer in something playful and bright to change it up. The combo of beads and metal makes this Roxanne Assoulin Multi Beaded Necklace ($180) perfect year-round." — DAC
Wandler Lois Bag
"A bag in an unexpected shape makes even the simplest outfit more interesting. This Wandler Lois Bag ($668, originally $954) has been one of my fall/winter favourites." — DAC
Salvatore Ferragamo Gancini Pump Shoe
"My future husband gifted me the signature Salvatore Ferragamo Gancini Pump Shoe ($650) in black leather one year. Not one for a tall heel, I was excited by the height but also wary about a pump silhouette since my foot is so wide. Turns out, these are more comfortable than my block heels, and they go with absolutely everything. They're perfect to have on hand for events." — SW
Agolde Recycled Leather 90's Pinch Waist Pant
"I just splurged on the Agolde Recycled Leather 90's Pinch Waist Pant ($298) because I know I'll be wearing them all holiday season long. I love dressing up any T-shirt or sweater with leather pants, and the fit on these is so flattering." — Yerin Kim, associate editor, Trending and Viral Features
Tory Burch Kira Rectangular Sunglasses
"These polished Tory Burch Kira Rectangular Sunglasses ($215) have a retro and cool look that will add instant sophistication to any look. The contrasting lens definitely sets them apart." — SJ
Satin Padded Headband
"It's simple, but slipping on this oversize Satin Padded Headband ($9) makes anything I'm wearing more interesting. It is chic, goes with everything, and looks just a little bit styled and fancy. Might be the best $9 I've ever spent." — HWM
Apparis Striped Faux Fur Jacket
"With so many gatherings happening outside this year, you really just need a great piece of outerwear. This Apparis Striped Faux Fur Jacket ($295) has never failed me. I've tossed it on with jeans and a T-shirt and worn it over the prettiest kinds of black-tie party dresses, too. It goes with everything and makes it all look just a little more luxe." — HWM
