10 Ways To Style Your Shorts for Colder Weather

Shorts might seem like a summer wardrobe staple, but that doesn’t mean this is a hard fashion rule. Keep your beloved shorts out for longer by following these styling tips to keep them around even when it’s cold outside. This blog will have you rethinking how you style your clothes throughout the year.
We’re dedicated to showing you creative and chic ways to style your shorts for colder weather so you can flaunt your favorite pieces while staying snug and stylish. From choosing the right shorts to adding a little faux fur, you can master the art of wearing shorts even when the sun isn’t out.
Opt for Shorts in Heavier Fabrics
First things first, ditch the lightweight twill and linen you wore all summer, and consider shorts in heavier fabrics. Wool, tweed, velvet, and leather are your best friends in the cold months. These will add texture to your outfit while also providing additional warmth.
For example, a pair of woolen plaid shorts paired with a turtleneck and tights exudes a polished, preppy vibe. Leather shorts, on the other hand, add an edgy sense of sophistication when paired with chunky sweaters or tailored blazers.
Tips for Choosing Shorts in Cooler Weather
Choosing the perfect pair of shorts to rock during cooler weather involves more than just picking warmer fabric. It’s also all about practicality and comfort while coordinating your overall outfit.
Below are some handy tips to keep in mind while shopping for new pairs of shorts:
- Go for darker colors: Deep shades such as navy, burgundy, or black bring a cozy vibe to your look.
- Look for tailored cuts: Shorts with clean lines and structured shapes give off a polished, put-together appearance.
- Prioritize layering options: Choose shorts that work well with tights or leggings underneath for added warmth.
- Mind the length: Mid-length or longer shorts offer more coverage, making them ideal for chillier days.
- Experiment with textures: Corduroy or quilted designs can add an extra dimension to your cold-weather wardrobe.
If you’re shopping for the perfect winter-friendly pair, check out ladies’ shorts online from Arrow 22 for a variety of curated styles to warm up your wardrobe without sacrificing flair.
Layer With Tights
A reliable pair of tights transforms summer shorts into an autumn or winter staple. Opaque black tights are a classic choice, but don’t stop there. Experiment with fleece-lined, patterned, or even bold-colored tights to add personality to your outfit. Whether paired with wool shorts or structured ones, tights ensure you stay warm while giving your look that added flair.

Pair With Ankle Booties or Over-The-Knee Boots
It should go without saying, but opened-toed shoes are not your friend during this time of year. Pair your shorts with ankle booties for a modern, easygoing vibe, or go bold with over-the-knee boots to maximize warmth. Either way, the right footwear can take your look from casual to catwalk-ready while keeping you warm.
Get Cozy With Thermal Socks
Never underestimate the power of thermal socks. For those frostier days, thermal socks peeking out from beneath your boots will keep you toasty but also add layers of interest to your outfit.
Look for socks in rich hues of burgundy, hunter green, or mustard yellow for a pop of color, or try on thick neutral knits to keep your look classic and subdued.
Wear a Bodysuit or Turtleneck
Remember, the secret to staying warm while wearing shorts in the cold is layering—and a snug bodysuit or turtleneck is a great choice to go on top. These items hug your body and act as a base layer to seal in warmth.
For a sleek look, pair a fitted turtleneck with leather or suede shorts. If you prefer a more playful vibe, choose a patterned bodysuit, and balance things out with neutral accessories.
Add a Chunky Knit Sweater
When in doubt, you can never go wrong with throwing on a chunky knit sweater. This versatile piece adds texture and warmth to your ensemble.
Oversized crewnecks look fantastic with high-waisted shorts, especially when slightly tucked at the front to create a flattering silhouette. Aim for knits in soft shades such as cream, blush, or camel for an effortless, layered winter look.

Experiment With Sweater Vests
If you love layering but still want to show off your statement shorts, sweater vests are a good alternative. Layer them over a crisp white button-down or a slim, long-sleeve bodysuit. Add a beret or headband for extra charm, and you’ve got yourself an Instagram-worthy look.
Consider a Blazer
Nothing elevates an outfit like a tailored blazer. This classic piece adds structure and polish, making it perfect for casual brunches or even a semiformal event.
Go for an oversized blazer worn open, or belt it at the waist for a more feminine silhouette. Pair it with matching shorts for a sleek combo set, or mix patterns such as plaid and herringbone for a fashion-forward aesthetic.
Style With a Long Coat
Create contrasting lengths by layering a coat that falls mid-calf over mid-thigh shorts, or go for a more dramatic full-length coat.
Wool coats in neutral shades such as beige, black, or gray pair effortlessly with any outfit, while bold check patterns can add personality.
Infuse a Pop of Faux Fur
When the temps drop, nothing says luxury like faux fur. From a fuzzy scarf to a fur-trimmed jacket, this detail instantly upgrades any cold-weather look.
For instance, a coat with a faux fur collar layered over a bodysuit, high-waisted shorts, and tights makes for a standout ensemble. If you want to add just a hint of fur, try a cozy pair of earmuffs or a furry crossbody bag.
Winter might not seem like the ideal time for shorts, but with these styling tips, you can rock them all year long. By experimenting with the pieces you have in your closet and knowing how to combine and layer your favorite ones, you can create looks that are both fashionable and functional. Remember, there are no hard rules in fashion. Now that you know the ultimate ways to style your shorts for colder weather, it’s time to step outside and show the world how it’s done.
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