In the last few weeks, my calendar has started to fill up with events. After a long time dressing pretty casually—and a wardrobe now heavily stocked with sweatpants, bike shorts, and slouchy jeans—I’ve had to remind myself about how to get dressed up again. It turns out I’m not alone because recently, I’ve had friends texting me about the holiday parties and weddings on their calendars, and asking about which dresses I’d recommend adding to their carts.
With that in mind, I put together a list of the best pieces to order, ranging from designer cocktail dresses to affordable finds that are primed for party season. Whether you’re after a classic satin slip, a feather-adorned piece, or a barely-there dress finished with cutouts or floss straps, I’ve got you covered. Ahead, shop the best holiday dresses of the season—I promise, it’s a good time.
Just gonna stare at this neckline.
Holiday parties are the best time to break out the feathers.
The Réalisation dress that went viral on Instagram.
A showstopper.
I ordered this dress and can't recommend it enough.
The Attico knows how to party.
One of my favorite dresses now comes in this stunning ivory shade.
The bow detail, though.
Fashion girls can't get enough of this brand.
All the shiny things, please and thank you.
To wear with boots or heels.
Holiday parties are a great moment for all things '80s-inspired.
For a subtle take on cutouts.
Wear this with or without the straps.
Just beyond.
Jacquemus can do no wrong in my book.
Dream dress.
The most stunning Tove dress just went on sale.
The color of the year.
It doesn't get more classic than this.
A stunner from Dion Lee.
The '80s are calling.
Just add sparkly heels.
I'm picturing this dress for NYE.
Same here.
Bring on the velvet.
The Skims dress that keeps selling out.
Style this with sheer tights.
Plissé pleats, please.
Miaou always wins for the coolest prints.
The perfect mini.
To wear with heeled boots.
I'm here for this ruffle situation.
Aje does it again.
Next, shop the cool fashion finds I'm obsessing over right now.
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Strong, Feminine, and Red Carpet Ready: Sarah Burton Has Hit Her Stride at GivenchyThe designer's sophomore collection is already a hit in Hollywood.
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I Know I'm Going to See This Specific Parisian Outfit All Over NYC and L.A. This FallExpect to see everyone wearing some variation of this easy, cool look.
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Taylor Swift Just Matched Her Engagement Ring to the Glitziest Going-Out Dress Trend in All of LondonHurry, her exact dress is still in stock.
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5 Street Style Trends From Milan Fashion Week That Will Be Everywhere This FallTake notes.
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This Dated Denim Pairing Is Suddenly the Chicest Way to Wear Jeans for Fall 2025Easy and stylish.
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EverythingBest Knockoff Luxury Clothing Editors Saw, Wore, Did, and Ate During NYFWLet's dive in, shall we?
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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.
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This Simple Fashion Person Approved Layering Technique Changed the Way I Wear My BasicsEffortlessly cool.
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I Haven't Worn a Dress in a Year, But These 37 From Reformation Are Making Me Want to Change ThatJust slip these on.
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If You're Anti-Jeans, TheseReplica Store Skirts, Dresses, and Pants Will Make You GiddyStylish bottoms to the front!
