How to Make Your Winter Outfits Look More Stylish (Without Trying Too Hard)
I’ll be honest—winter dressing can feel like a chore. Once the temperature drops, I find myself relying on the same cozy sweaters and neutral coats, and my outfits start to feel, well...boring. But here’s the thing: I’ve realized that the right accessories can completely change the game.
This year, I’m all about adding statement pieces to my winter wardrobe. Bold scarves that brighten up a grey Chicago day, cozy yet stylish hats for those inevitable bad hair days, and boots that make me feel like I’ve got it together (even if I don’t). These small touches make even my most casual outfits feel polished and fun.
If you’re like me and your go-to winter outfit could use a little spark, these must-have accessories will add the perfect finishing touch to your looks all season long. Let’s dive into the best ways to refresh your style for the colder months without overhauling your whole closet.
1. Luxe Gloves for a Touch of Glamour
Quince
Cashmere-Lined Leather Gloves
$39
These leather gloves are the perfect addition to any winter ensemble. The cashmere lining brings extra warmth, while the sleek design adds a touch of glamour to both casual and dressy winter outfits.
Why You’ll Love Them: They’re a must-have accessory for battling the winter chill without sacrificing style.
Bow Gloves by Kate Spade
$79
For a fun twist on a classic style, these bow gloves bring just the right pop of colour to a neutral color palette. Perfect for adding personality to an oversized scarf and trench coat combination.
Why You’ll Love Them: The bow detail gives them a playful edge while staying functional for colder days.
Anthropologie Studded Fuzzy Earmuffs
$34.00
Perfect for bad hair days or when you just want to feel cozy, these earmuffs mix warm materials with fun studded details to create a statement accessory you’ll actually want to wear.
Why You’ll Love Them: They’re the perfect way to stay warm and stylish during the colder months.
Acne Studios
Pansy ribbed-knit wool beanie
$ 190
This classic beanie combines high-quality materials with minimalist style, making it a popular choice for those looking to embrace the latest accessory trends.
Why You’ll Love It: A trendy beanie that works with everything from casual outfits to monochromatic looks.
3. Bold Boots for a Standout Winter Ensemble
DSW
Betsey Johnson Kyla Bootie
$80.98
These sparkly ankle boots are the perfect finishing touch for a winter outfit that’s ready for the dance floor. They’re the kind of statement piece that instantly levels up a simple outfit.
Why You’ll Love Them: They’re not just shoes—they’re a bold statement that works for any social event.
Sam Edelman Penny Knee-High Boots
$200
These knee-high boots bring a timeless vibe to winter fashion. Their sleek design makes them a great option for pairing with both oversized sweaters and flowy skirts.
Why You’ll Love Them: The sturdy sole ensures you’re ready for any terrain, whether it’s snowy streets or holiday shopping sprees.
4. Jewelry That Stands Out Against Layers
Eloquii Felt Bow Earrings
$16.46
These earrings make a fashion statement while adding a playful twist to your winter ensemble. They’re bold enough to pop against chunky layers and cozy sweaters.
Why You’ll Love Them: A statement jewelry piece that’s perfect for casual days or formal evenings.
J.Crew Statement Crystal Bracelet
$45.50
This bracelet adds the perfect touch of elegance to any winter wardrobe. Whether you’re dressing up for a special occasion or just need a little sparkle, it’s a go-to for winter layering.
Why You’ll Love It: It’s an easy way to elevate a simple outfit into something memorable.
5. Oversized Scarves and Cozy Layers
ACNE STUDIOS
Fringed houndstooth alpaca-blend bouclé scarf
$210
This classic winter scarf is oversized for maximum coziness and comes in neutral colors that go with everything. Whether you’re wrapping it over a trench coat or throwing it on for extra warmth, it’s the definition of effortless winter style.
Why You’ll Love It: A winter wardrobe essential that adds both function and flair.
Disclaimer: This blogpost was originally published November 3, 2023 and was updated November 20, 2024
