Holiday Outfit Ideas

‘Tis the season of many a holiday party. From Thanksgiving dinner at your significant others’ to work events, your calendar is probably jam packed for the next few months. And one of the questions plaguing women often can be, “what should I wear?” I’m going to suggest some ideas for you all depending on what sort of celebration it is. Here we go!


Work Party

Cocktail attire is often appropriate for a holiday work event. That said, there’s a fine balance; you want something festive, but not too sexy. There are plenty of cocktail dresses that are either too short or too revealing and you don’t want to be distracting for this reason.

Eliza J Fit & Flare Sweater Dress in Aubergine | $118

White House Black Market Soft Tipped Ruffled Blouse in Ecru/Black | $89

Lauren Ralph Lauren Bell-Sleeve Velvet Dress in Green | $160 

Banana Republic Bi-Stretch Short-Sleeve Sheath Dress | $139

Prologue Women’s Long Sleeve Button-Up Blouse in Black | $24.99

Rebecca Taylor Speckled Tweed Dress in Grey Combo | $495

Gap Sequin Pencil Skirt in Dark Night | $98


Thanksgiving Dinner

Thanksgiving dinner can often allow for more casual outfits because you’re eating at 4pm and are usually surrounded by close family and friends. You also may be planning to pass out watching the football game from a food coma and so wearing anything tight would be no bueno. Stay cozy, yet stylish with these ideas.

Banana Republic Luxespun Ribbed Turtleneck Dress in Black | $118

Urban Outfitters Austin Mock-Neck Cable Knit Sweater in Maroon | $49

J.Crew Wide-leg Crop Pant in 365 Crepe in Navy | $89.50

Old Navy Relaxed Velvet Tee for Women in Tobacco Leaf | $22.99

Express Sexy Stretch Full Length Leggings in Black | $17.94

Lou & Grey Turtleneck Sweater Dress in Toasty Camel | $89.50

Madewell The High-Rise Slim Boyjean: Corduroy Edition in British Surplus | $130

Old Navy Waist-Defined Poet-Sleeve Midi for Women in Burgundy Floral | $49.99


Christmas Dinner

J.Crew Cinched-waist Dress in Black Watch Plaid Chiffon | $138

A.L.C. Bobby Blue Metallic Pleated Skirt | $595

Gap Long Sleeve Knit Wrap Midi Dress in Red Delicious | $79.95

Bevello Out To Lunch Sweater in White | $90

1901 Jacquard Fit & Flare Dress in Red-Navy Plaid | $89.40

Express Polka Dot Surplice Fit And Flare Dress in Black and White | $41.94

Free People For the Love of Cables Dress in Vetiver Shade | $168


At The Ballet

Are you seeing The Nutcracker this season? Or going to a musical? Maybe you’re seeing the Rockettes at the Radio City Music Hall. Regardless of what show you’re attending this holiday season, it’s important not to look like a total schlub even if it isn’t you on the stage.

Gal Meets Glam Collection Beatrix Sequin Crush Fit & Flare Dress in Pink | $230

Anthropologie Lincoln Center Dress in Red | $168

Diane Von Furstenberg Ballerina Cashmere Wrap Sweater in Candy Red | $178.80

Express Cut-Out Side Jumpsuit in Deep Teal |$52.80

Kate Spade New York Floral Park Jacquard Dress in Black | $428

Topshop Satin Tie Sleeve Blouse in Green | $75

Alice & Olivia Delora Fitted Mini Dress in Textured Leopard | $330


Holiday Wedding

Got New Year’s Eve plans? One of the most beautiful weddings I attended was on New Year’s Eve, which seems to be the most popular date for weddings over the holiday season. Now this is a great opportunity to go over the top glitz and glam, shiny and sequins, faux fur and high heels. Anything goes on New Year’s Eve!

Eliza J Sequin Embellished A-Line Skirt | $188

Tadashi Shoji Lace Midi Dress | $378

Express Multicolor Sequin Jumpsuit | $88.80

SAU LEE Bianca Sequined Midi Dress | $520

Nanette Lepore Provocative Dress in Fuschia | $428 

Anthropologie Pont Neuf Jumpsuit in Bronze | $168

Milly Misha Open-Back Top in Black | $395

Jill Jill Stuart Faux Wrap Dress in Royal Blue | $220.80

Free People Twist of Gold Mini Dress | $128


Just Jammies!

Here’s the thing. The holidays are fun and it’s nice to go out in style, but let’s not neglect the low key comfort of being a slug at home. Whether you’re watching A Christmas Story over and over again on TBS, or you’re opening gifts with family, stay warm and fuzzy in these warm and fuzzy pajamas!

Xhilaration Women’s Cozy Pajama Set in Green | $20

Old Navy Sherpa Tie-Belt Robe for Women in Red Buffalo Plaid | $39.99

Gap Cozy Flannel PJ Set with Eye Mask in Holiday Multi Plaid | $69.95

Nordstrom Lingerie Sleepyhead Thermal Nightshirt in Ivory Egret Fairisle Sketch | $39

Madewell Bedtime Nightshirt in Cranberry Shadow Gingham | $59.90

J.Crew Factory Printed Flannel Pajama Pant in Just Cactus Lights | $29.50


Hopefully this helped generate some outfit ideas! As you can tell, velour, velvet, sequins, plaid, and jewel tones are in. Happy shopping, happy holidays, all!


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