Five Elite Clothing Combinations to Wear this Fall and Winter

If you’re anything like us — scrolling and pinning cute fall and winter outfits on Pinterest in hopes of recreating them, only to end up wearing the same basic look — you’ve come to the right place.

This fall and winter, we’re holding ourselves accountable for recreating the outfits we pin. No more waking up and throwing on the same long-sleeve shirt and jeans. It’s time to have fun with our style without breaking the bank.

Buying new clothes every season can be expensive and wasteful, so investing in long-lasting, neutral-colored pieces allows you to wear them year-round. But you might not need to buy anything new at all — the clothes already in your closet can work perfectly with these outfit combinations. And the best part? It doesn’t take much effort to elevate a basic look. It’s all in the details.

1. Scarf and Beanie Combo

Bundling up in a coat keeps your torso and legs warm, but on windy days, your neck and ears need extra protection. That’s where a scarf and beanie come to the rescue.

This combo not only keeps you warm but also adds flair to any outfit. If your wardrobe leans neutral, buy a matching set in a fun color. Cool tones like blue and green pair beautifully with dark browns or charcoal gray outfits.

If your closet is already colorful, opt for neutral scarves and beanies to balance the look. Mixing colors can also work when you choose complementary tones — for example, a navy blue coat pairs well with an orange or green scarf and beanie, while a crimson coat looks great with pink or green accessories.

Although green is typically seen as a cool tone, it can act as a neutral shade since it pairs well with almost any color.

2. Long Gingham Dresses With Flats or Loafers

Dressing stylishly in cold weather can be a challenge, but longer dresses are a great way to stay warm while looking put together. They cover your legs and allow you to wear long socks underneath for extra comfort.

A gingham dress paired with flats or loafers is a timeless combination that’s both chic and cozy. Swap gingham for a solid color or seasonal print to suit your personal style.

Layer with a cardigan or knitted sweater to stay warm, and add a beanie for a casual, cutesy touch.

3. Cozy Sweat Set

We know what you’re thinking — a sweat set isn’t exactly new or exciting. But with a few tweaks, it can go from basic to stylish.

First, pick a color that fits both fall and winter. It doesn’t have to be neutral like gray or black; try navy blue, deep green or crimson red. These shades complement many others, giving you more outfit options.

Most people go for a classic pullover hoodie and sweatpants, but consider switching things up with a full-zip hoodie — cropped or full-length. It’s ideal for layering over long sleeves or baby tees for a more intentional look.

Second, accessorize. Add earrings, necklaces or a beanie to instantly elevate your sweat set from casual to effortlessly chic.

4. Skirt and Tall Boots

Just like long dresses and flats, skirts and tall boots make for a perfect fall or winter outfit.

Mini skirts aren’t just for summer — pair them with tall boots and knee-high socks (or swap for tights on colder days) for a cozy yet stylish look. For a more western-inspired outfit, try a longer skirt with tall boots and finish the look with an oversized sweater or coat.

5. Long Sleeves and Tall Socks

Long sleeves and tall socks are cold-weather staples, but when styled thoughtfully, they can also add elegance and dimension to any outfit.

Let your long sleeves peek out from underneath sweaters, vests or coats for a layered look. Don’t be afraid to experiment — choose tops with ruffles, contrast stitching or mock necks for added detail.

Tall socks are just as versatile. They come in countless colors, fabrics and patterns and can be styled with boots, sneakers, flats or loafers.

For a soft, academia-inspired outfit, pair a long skirt with ruffle-trimmed socks, loafers, a long-sleeve top and a cozy cardigan. Swap out pieces as needed to fit your personal taste and create your perfect fall-winter look.