Date-night ensembles can be tricky in the wintertime. Last week, one of my friends jokingly asked me, "How do you look hot but stay warm all at the same time?" And to that I say, don't worry. I've got you covered—literally and figuratively.
In the warmer months, you can toss on an easy dress or top and skirt and be on your way, but when temperatures drop, it takes a lot more to layer up for practicality and still feel cute. Cutout knits and bodysuits, faux-leather pieces, and body-hugging dresses are on my list of subtle ways to nail date night while staying pragmatic. Finish the ensemble off with a classic longline coat and heeled boots for function and fashion. Although these night-out pieces make a statement, they are also a variation of multifunctional items that can be styled for many occasions, so they are definitely worth the investment.
Below, I've picked the pieces that will have you planning a date or a night around town in no time.
Skims
Lounge Ribbed Long Sleeve Maxi Dress
The viral Skims dress but in a shimmery material.
We the Free
Fuji Off the Shoulder Thermal Top
A thermal top with a hint of skin.
Open Edit
Sheer Button-Up Shirt
Completely covered pieces in sheer fabrics are a top 2023 trend.
Topshop
Faux Leather Straight Leg Trousers
Faux-leather pants are one of my most reliable ways to keep warm and chic.
Good American
Scuba Corset Bodysuit
Schutz
Ashlee Slouch Pointed Toe Boot
Boots are a foolproof way to wear heels yet stay warm.
Topshop
Twist Front Faux Leather Midi Skirt
A midi skirt with tall boots underneath is on my list for my next date night.
Astr the Label
One-Shoulder Satin Long Sleeve Top
Show shoulder in a long-sleeve satin top.
Bardot
Rosario Long Sleeve Cutout Dress
This is the perfect winter-date dress in a ribbed fabric with a small cutout.
Good American
Better Than Leather Faux Leather Good Icon Pants
These faux-leather pants will update any top for nighttime.
Free People
Gold Rush Sequin Top
For a fancier evening, opt for a long-sleeve sequin top.
Jessica Rich
Ankle Tie Pointed Toe Pump
These closed-toe pumps make a date-night statement.
Astr the Label
Shannon Ruched Satin Blouse
Soft ruching and luxe black satin give this winter top an evening feel.
Brother Vellies
Nile Feather Handbag
A fun bag is my favorite way to dress up a simpler look.
Topshop
Ruched Side Slim Fit Satin Button-Up Shirt
Style this satin top with faux-leather trousers.
Nadri
Leah Statement Hoop Earrings
Elevate your traditional hoops with sparkle.
Halogen
Faux Leather Shirt Jacket
Put this leather shacket over one of your go-to sleeveless date-night tops for added warmth.
Anima Iris
Mini Zaria Croc Embossed Metallic Leather Handbag
Metallic handbags are my winter night-out staple.
Other Stories
Ruched Long Sleeve Top
Pretty ruching makes this long-sleeve top dressy.
Jenny Bird
Faye Hoop Earrings
Two-tone earrings are as versatile as they are on-trend.
River Island
Pinstripe Corset Crop Top
Layer this corset top over a sheer long-sleeve top or under a leather jacket.
River Island
Pinstripe Pleated Paperbag Waist Wide Leg Trousers
Wear this with the matching top or with a dressy bodysuit.
Schutz
Maryana Pointed Toe Boot
Winter white boots make the best statement.
Reformation
Benton Long Sleeve Knit Dress
Add sheer tights and tall boots to make a minidress work for winter.
Reformation
Belmont Knit Midi Dress
A high slit on an otherwise covered-up dress is date-night perfection.
Reformation
Cutout Long Sleeve Bodysuit
The cutout detail on this bodysuit elevates it for the evening.
Topshop
High Waist Trousers
Choose a slate tone for a change in your faux leather.
Skims
Disco Mock Neck Sleeveless Thong Bodysuit
The sheen on this comfortable bodysuit is elevated and cool.
Open Edit
Split Hem Leggings
The fancy way to wear leggings on a date? A split hem.
Copelyn is a freelance fashion and accessory editor who formerly worked forBest Knockoff Luxury Clothing
as an associate shopping editor. Before her time atBest Knockoff Luxury Clothing
, Copelyn was at Bustle Digital Group, working on the accessory market for cover shoots and fashion features across Nylon, The Zoe Report, Bustle, Romper, and Elite Daily. Copelyn also previously worked at InStyle and Cosmopolitan in the fashion departments. Copelyn has a journalism degree from the University of North Carolina at Chapel Hill. In her spare time, she freelances in graphic and web design in the fashion space and loves to upcycle clothing, home décor, and sneakers.