At the beginning of each season, I take a good, hard look at what I already own and decide which pieces are due for an update. These are the kind of pieces that my winter wardrobe is built on: a few pairs of jeans, a few chunky knits, and other layer-ready pieces that will keep me warm. And when it comes to finding the perfect basics to replace my old versions, I obviously head to Madewell.
What was once just my favorite spot for jeans has become one of my go-to destinations when I need to add a few new wear-everywhere pieces into my collection, and this season is no different. I was on the hunt for a turtleneck and ended up finding 30 of the best updated basics that I can't wait to live in this season.
If you, too, are in the mood to shop for a few new elevated winter basics from Madewell, keep scrolling. I have my eye on every single one of the pieces on this list, from a bunch of holiday party ready dresses to some seriously amazing knits.
Love the colors on this pick.
A wardrobe staple.
Quarter-zips are seriously everywhere right now.
These sleeves!
Flannels are always a good choice in the winter.
Wide-leg jeans are an all-time favorite.
This sweaterdress is so cozy.
The ideal layering piece.
Sweater-vests are back in a big way this season.
Cable-knits have been my go-to forever.
It's time to update your denim drawer.
Oh, look—it's your new favorite sweatshirt.
I'm loving anything with a square neckline this year.
It looks like everything is quilted in 2021—even the blazers.
Long live fuzzy coats.
These are a great way to transition out of wearing exclusively leggings.
These high-rise jeans have a slim, relaxed leg for optimum comfort.
Boilersuits are the key to looking put-together in under five minutes.
Another great reason to expand your sweater collection.
Finally, a sweatshirt that you can totally wear to work.
Silk pants are the best party pants.
This cashmere dress is so easy to style.
It's never a bad time to stock up on your basic T-shirts.
I own this, and I never take it off.
Swap your blue jeans for this pair of rose-toned cords.
Perfect for layering.
The crossover detail updates this otherwise simple pair of jeans.
I have been living in shackets lately, and this one is my new favorite.
This color!
These are best sellers for a reason.
Next Up, I'm Planning My 2022 Wardrobe and Already Want to Wear These 6 Pieces
-
I've Had My Eye on These Madewell Pieces for Months—and Now They're Majorly Reduced for Cyber MondayUp to 40% off.
-
If Chic Jeans-and-Boots Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, andReplica StoreBring on a stylish fall-and-winter closet.
-
Fashion Insiders Are Carrying Handbags From These Brands In 2026—I Like These 15 Styles Starting At $69The only handbag guide you need for the new year.
-
I Write About Fashion and Found the Chicest Basics on Sale for Cyber Week at Reformation, Gap, and MadewellPrepare your shopping carts.
-
This Denim Wash Will Have You Looking Like a Fashion Person This WinterThese jeans make any outfit look more expensive.
-
Let Me Tell You A Secret—29 Madewell Sale Styles Fashion People Will Be Eyeing Ahead Of Black FridayGet these discounted buys now before they're gone.
-
I'll Let You In on a Secret: By Mid-Month, These 4 Shoes From Madewell Will Be Completely Sold OutRun.
-
Sorry, Crewneck Tees—in 2026, Everyone With Taste Will Be Layering Sweaters Like ThisThe recipe for a perfect winter outfit.
