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Holiday Party Dresses

The Cutest Holiday Party Dresses For Every Occasion (And They're All Under $300!)

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There’s nothing more daunting than receiving a party invite and subsequently feeling like you don’t have anything to wear. But equally as daunting is the overwhelming number of party-ready pieces retailers and brands are releasing just in time for the celebratory gatherings to commence. Whether it’s a mini dress or an evening gown, when it comes to holiday dressing, a dress is the easiest solution to answering the age-old question, “What am I going to wear?”

The great thing about a holiday dress is that there aren’t really any rules. Fun, festive dresses come in all styles, textures, and silhouettes. On this list, our product experts made sure to include a little bit of everything, from off-the-shoulder necklines and puff sleeves to on-trend details like ruching, cutouts, sequins, and bows.

Ahead, we’re sharing a collection of the most popular holiday dresses on the internet right now, all of which ring up under $300. There's an option below for all winter occasions on your calendar, whether they're holiday parties, weddings, or work events. Keep scrolling for the full list, and grab your favorites while they’re still in stock.

All products and deals are sourced by the Rank & Style team using data and expert insights. If you shop through our links, we may earn a commission—at no extra cost to you.

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December 2, 2025

Written By:Beth Zerdecki

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anthropologie

Maeve Sleeveless Embellished Midi Dress

$168

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The Tobie Satin Shirt Dress by Exquise

$198

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By Anthropologie Long-Sleeve Metallic Babydoll Midi Dress

$268

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Saylor Square-Neck Tiered Maxi Dress

$297

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Bardot Brooklyn Diamante Sleeveless Sheath Dress

$159

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Pomander Place Tweed Ophelia Dress

$168

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Bardot NIKKI STRAPLESS MIDI DRESS

$149

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Tuckernuck Cape Leah Dress

$228

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Hyacinth House Velvet Bow Jaclyn Mini Dress

$158

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Tuckernuck Crepe Helen Dress

$228

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Hyacinth House Embellished Agnes Maxi Dress

$198

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Hyacinth House Shimmer Boucle Pinot Midi Dress

$158

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Hyacinth House Meredith Blake Dress

$158

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WAYF Ivy Sequin Mock Neck Sleeveless Sheath Cocktail Dress

$128

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Petal & Pup Pontee Plissé One-Shoulder Midi Dress

$109

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Hyacinth House Open Back Bow Ambrose Midi Dress

$168

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Norma Kamali Cayla Side Drape Gown

$195

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Michael Costello x REVOLVE Anjelique Velvet Gown

$299

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ASTR the Label Ambria Dress

$148

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Elodie the Label Sandra Sequin Dress

$148

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Show Me Your Mumu Ricci Midi Dress

$278

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L'Academie by Marianna Dinara Midi Dress

$248

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