12 Ways to Style an Evening Maxi Skirt for the Holiday Season and Beyond

Maxi skirts have been making waves in the fashion-space for quite a few seasons now, and the trend shows no signs of slowing down. As we make our way through the holiday season, the floor-grazing style has become a surprisingly versatile hero item in our winter wardrobes—especially in the realm of evening wear. Long skirts encapsulate polished elegance and—most importantly— provide coverage and warmth, in one easy piece. Plus, the silhouette can quickly be dressed up or down depending on the event and the time of day. 

Take Veronica Beard’s classic, black, satin maxi. The fluid style is given edge when styled with a white T-shirt from Leset (a Vogue editor-favorite) and a classic blue button-up from The Frankie Shop, but it would look just as much at home with a simple black cashmere sweater. Meanwhile, a sequin separate like that of Saks Potts feels fresh when paired with a chunky turtleneck and sheer socks. Explore more avenues of the eveningwear staple with our maxi skirt edit, below.

Vogue’s Favorite Evening Maxi Skirts: 


The Statement Bow 

Take a bow, or two, with Bernadette’s wrap maxi skirt and Sandy Liang’s oversized hair clip. A metallic turtleneck from Joseph will balance the proportions of this look, while a storybook clutch from Olympia Le-Tan adds a touch of whimsy.

Joseph

metallic knitted turtleneck top

Le Monde Béryl

velvet Mary Jane ballet flats

Olympia Le-Tan

the Wonderful Game of Oz clutch

Lele Sadoughi

pearl Jackie drop earrings

The Slinky Silhouette

Veronica Beard’s fluid black maxi takes on an air of casual ease when paired with classic, menswear staples on top. Bottega Veneta’s chic leather sandal balances out this look, and simple gold accessories are the perfect finishing touch.

The All-Over Embellishment 

This look takes its cue from Miu Miu’s Fall/Winter 2023 collection, pairing sequins with a heavy knit and baroque pearls, à la Mrs. Prada herself. Black strappy kitten heels and a patent bag anchor the look.

Saks Potts

Lynn embellished midi skirt

Cos

the wool roll-neck sweater

By Far

patent-leather shoulder bag

Jennifer Behr

Moira pearl drop earrings

The Long and Lean

Make Max Mara’s classic black maxi evening-ready by pairing it with a fluid, satin halter from Matteau and The Frankie Shop’s over-the-top faux fur coat. Finish the look with sharp kitten heels and crystal earrings.

Max Mara

Leisure Duccio maxi skirt

The Frankie Shop

Fallon oversized faux fur coat

The Sultry Satin

Give goddess in J.Crew’s sequined turtleneck, a slinky maxi from Victoria Beckham, and sculptural gold jewelry. Jacquemus’ embellished shoulder bag ties it all together. 

J.Crew

Collection fitted turtleneck top

Ben-Amun

gold electroplated earrings

Jacquemus

Le Bisou Perle shoulder bag

The Winter White

Khaite’s high-waisted, sculpting maxi will look elegant in any scenario. Lean into the look with sleek basics like Reformation’s stretchy heeled boot and Chloe’s smart leather bomber.

Chloé

embellished leather jacket

The Sumptuous Velvet

Try a dressed-down maxi look by pairing a satin skirt with heavy combat boots. Everlane’s versatile sweater set adds to the ’90s minimalism of it all, while a chunky black scarf—an essential cold-weather accessory!—ties it all together.

Everlane

the Ultrafine merino ribbed shell tank

Everlane

the Ultrafine merino ribbed cardigan

St. Agni

small crescent shoulder bag

The Pleated and Polkadotted 

Balance the femininity of Altuzarra’s printed, pleated maxi with a cozy bomber from Mango, Rag & Bone’s sharp spaghetti strap tank and even sharper kitten heels from Miu Miu. Khaite’s oversized earrings are just the right amount of unexpected.

Miu Miu

patent leather slingbacks

The Sequin Stunner

Pair Self-Portrait’s sequined maxi with Everlane’s chunky gray knit and sleek, silver jewelry for a chic party look.

Self-Portrait

sequined ruched maxi skirt

Everlane

the cashmere boxy crew sweater

Alexander McQueen

silvertone chunky ear cuff

Staud

Shirley convertible clutch

The Charming Accent

Balance out the femininity of Ganni’s velvet bow-adorned maxi by pairing it with an oversized blazer and satin tank. Emme Parson’s gold pumps and a necklace from Mondo Mondo make the look feel festive, yet fashionable.

The Subtle Sparkle  

Up to cool factor of Cos’s sequined set by pairing it with hard-edged accessories like Paola Sighinolfi’s rugged silver earrings and a pointy knee-high boot.

Cos

sparkly ribbed-knit maxi skirt

Cos

sparkly ribbed-knit shirt

Nanushka

the Bar vegan leather clutch

The Floor-Kissing Hem

A hip-hugging take on the maxi by Rick Owens looks right at home with a sculpted bustier top by Tove and a cropped leather jacket from Loulou Studio.

Tove

Agata strapless twill top

Loulou Studio

leather collarless jacket

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