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I complain about how hard it is to get dressed in the summer when it’s 1,000 degrees outside, but getting dressed when it’s cold out can be just as tricky. Sometimes, all I want to do is wrap myself in a blanket and call it a day.
And while I tend to rotate between the same sundress or pair of shorts all summer long, fall and wintertime open up a whole new world of outfit possibilities: chunky sweaters, tailored blazers, cozy ponchos, wrap coats, and even heated layers. The materials you choose can make a difference, too. Wool is great for holding in warmth, while knits offer a soft, cozy feel when temperatures drop. The goal is to find pieces that keep you warm without making you feel like you’ve sacrificed your entire outfit for the sake of not freezing.
To make getting dressed on chilly mornings a little easier, I’ve rounded up five cute, cozy finds that will help you stay warm all fall and winter long. Because if we’re going to bundle up, we might as well look good doing it!
VMPUNEC Boho Plaid Poncho ($24.98)
If your personal style leans boho, you’ll want to make room in your closet for this poncho. It’s like wrapping yourself in a colorful blanket, except you’ll look ridiculously cute doing it. The classic plaid pattern and fringe trim give it a laid-back, free-spirited feel. Think Serena van der Woodsen in those iconic Gossip Girl Thanksgiving episodes, when her whole personality was looking stylish and cozy.
I love that this poncho looks just as good layered over a dress with tights and ankle boots as it does thrown over jeans and a tee for a casual day out. It’s an easy way to add flair to just about any cold-weather outfit!
Wit & Wisdom Plaid Military Blazer ($148)
A good blazer can make even your most basic outfit look thoughtful, and this one is such a cute option for fall.
With its plaid pattern and oversized cargo-style pockets, it has a slightly preppy, borrowed-from-the-boys feel without looking too corporate. It’s perfect to wear with jeans and loafers when you need an office outfit that means business. Or, you can toss it over a dress with ankle boots for dinner plans. It’s polished without being precious, which is generally what I want from my fall outerwear.
CiCiBird Chunky Plaid Sweater ($36.47)
Some days call for a cute outfit, and other days call for (the fashion equivalent of) a hug.
This chunky plaid sweater gives you a little of both, thanks to its fuzzy texture and classic plaid pattern. It’s just the thing to throw on for a coffee run, a weekend spent browsing your favorite shops, or a low-key holiday gathering where you plan to eat your weight in snacks (been there, done that). I’d wear it with leggings or jeans for an easy, cute fall staple—either way, you’ll have a hard time convincing yourself to take it off!
Glaais Quilted Heated Vest ($99.99)
Are you the person in your friend group who’s always cold? Are you going somewhere freezing? If you answered ‘yes’ and ‘yes,’ this heated vest is for you.
It takes layering to the next level with built-in heating across eight zones, including the collar, shoulders, back, and abdomen. It comes with a rechargeable battery, three heat settings, and separate front and back controls, so you can adjust the warmth to suit the weather. And with its classic diamond quilting, it looks like a pretty standard vest, just leveled up a little.
Bernardo Wool Blend Wrap Coat ($250)
Beyond function, this coat is chic enough to make a whole outfit.
With its elegant, asymmetrical design, hidden buttons, and removable tie belt, it’s timeless and polished. I’d wear it over a chic dress for an evening event, or layer it over pants and a blouse for a workday. Bonus: because it’s made with 60% wool, it brings some much-needed warmth to all that sophistication.
Staying warm when temperatures drop doesn’t mean you have to sacrifice your personal style. Whether you’re drawn to statement-making layers or classic outerwear, these finds make bundling up something to look forward to!
