Love the "quiet luxury" aesthetic but not the four-figure price tag? Same, honestly. That's why I've simplified my shopping criteria this season to chic, classic items that will stand the test of time.
Building a smart, simple, and stylish wardrobe is easy when your go-to places for elevated basics are more affordable retailers like H&M, J.Crew, and Madewell. Right now, that looks like quality cashmere, unique necklines, and a bit of sparkle for the holiday season.
But with pages and pages of merchandise, ever-changing inventory, and surprising sale-on-sale deals, shopping smart requires a certain element of speed and style savvy. So, we've selected 36 supremely chic clothing, shoes, and accessories to kick off your pre-holiday shopping spree. Whether it's a new classic coat or the perfect pair of party shoes, we're sure you'll find something to add to your wardrobe that will help elevate any outfit this season.
Shop H&M
An off-the-shoulder top in creamy winter white is basically the definition of chic.
Never underestimate the timelessness of a simple red slip dress.
Wide-leg pants make even the most basic outfit look more buttoned-up.
Smocked detailing and puffy sleeves make this shirt supremely versatile.
A wrap sweater gives off major ballet-core vibes; classic and cozy.
A classic trench is a must for any chic wardrobe.
I missed out on these stylish slingbacks last season; I won't make that mistake again.
Plaid dress pants that are chic and comfortable enough for everyday wear.
Bouclé all day.
Bridgerton vibes, but for 2023.
A houndstooth shopper makes even the most mundane errands more enjoyable.
Gold buttons take this simple striped cardigan to the next level.
Normally I wouldn't include pajamas on a list of chic items to shop now, but this affordable set with overlocked edges is too sweet to pass up.
Shop Madewell
A sequin cami is more versatile than you might think.
The same goes for a sparkly midi skirt. Wear the coordinating pieces together, and get even more use out of them as separates.
It's the sleek satin lapels for me. (It comes in black, too.)
If you haven't already bought into the resurgence of ballet flats, here's your chance to get a great pair at a decent price.
Not black, not brown, but "Chocolate Raisin." The perfect color for an elegant everyday bag.
Don't underestimate the versatility of a great pair of jeans in a super-dark black wash.
Try styling a silky slip skirt with contrasting fabrics like cashmere or leather for a supremely chic but simple look.
Belts don't have to be basic; look for a design with sculptural hardware to pull together any outfit.
A belted blazer always looks more elevated.
Tennis bracelets always look chic. And you don't have to spend a fortune to participate in the timeless trend.
You won't find a better-quality pair of loafers and a more affordable price this season.
Shop J.Crew
J.Crew cashmere is on my shopping list season after season.
Sharply tailored outerwear is an essential element in any classically chic wardrobe.
These sweet slingbacks are flying off shelves; we predict they'll be everywhere this holiday season.
Go ahead; have fun with fuzzy knits.
Denim is at its most elegant in trouser form.
Red accessories add a fun accent color to otherwise simple outfits.
This cotton turtleneck sweater is so good J.Crew brought it back from the archives.
Sweater-jackets are always subtly stylish.
These patent-leather mules are on the pricier side, but so timeless that they're worth the investment.
Note the contrasting lapels on this otherwise classic wrap trench.
A quality pair of gloves is always a welcome gift, but let's face it: You'll want to keep a pair for yourself, too.
Cozy and chic, no notes.
-
My Mom Only Shops Affordable Fashion—I Sent Her These 27 Chic Rich-Looking Pieces for Fall 2025Everything is under $100.
-
Dresses Aren't Only for Summer—These 35 J.Crew, Reformation, and Anthro Fall Styles Prove Just ThatThe best fall dress arrivals.
-
All of the Coolest People I Follow Just Bought Into This New Fall Denim ShapeNo, it's not barrel, wide leg, or bootcut.
-
Wait, J.Crew Is 30% Off Sitewide Right Now—These Are the Chic Fall Pieces in My CartThe fall 2025 collection is so good.
-
Everything Who What Wear Editors Saw, Wore, Did, and Ate During NYFWLet's dive in, shall we?
-
Paris Hilton's World: Her Pink Motorola Razr, Favorite Y2K Looks, and What 11:11 Media Means to HerA glimpse into the life of this savvy entrepreneur.
-
This Just In: The Denim Wash That's About to Dominate Every Cool Outfit This FallWill you love it or hate it?
-
This Classic Shoe Is Every Parisian's Secret to Making Jeans Look Elevated in FallAnd you probably already own it.
