‘Decade’ the Halls: Timeless Holiday Dresses & Looks

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The holiday season is upon us, and that means our calendars are filling up with festive gatherings, galas, and get-togethers. Looking for a way to add some classic charm and standout style to your party ensembles? Take a few cues from some of the most iconic eras in fashion with these decades-in-the-making styling ideas:


Pictured: Extravagant Evening Dress, Gleams the World to Me Earrings, Best of Luxe to You Jacket, Architectural Tour Heel in Cement

It’s easy to revel in the golden era glam of 1920s fashion without having to revert to an overly costume-like, fringy flapper dress. Try a shimmery cocktail dress with intricate beadwork and a longer hem. Add a layer of luxe with a shrug or shawl, and complete the look with a strappy mid-heel. Bolster the sparkle-factor with shiny button earrings and some romantic waves.


Pictured: Sheath a Lady Dress in Navy, Darling Detective Work Cape in Paprika, Sweetest Spread Fascinator in Ecru, I’m Glossy! Heel in Garnet

Classic 1940s style consists of sophisticated, streamlined silhouettes and demure details. Try a fitted dress with a pencil skirt, and add a little contrast with an oversized cape or a longer jacket. Patent leather pumps pull it the look together, and all that’s left are the finishing touches: if a fascinator isn’t your thing, go for some dainty gloves or a simple strand of pearls.


Pictured: Party Prep Dress, A Light in the Arc Earrings, Bloodstone Boot in Black, Spot of Spontaneity Tights in Taupe, Glow My Cover Coat

If you’re inspired by the styles of the 1960s, try a totally twirl-worthy trapeze dress, playfully patterned tights, and some absolutely fabulous knee-high boots.  Tease your tresses into an up-do to draw attention to some darling dangle earrings. A swing coat makes the perfect cozy covering.


Pictured: Midnight Merriment Dress, Cicerone Confidence Necklace, Flute Heel in Black, Chic to Chic Clutch in Wine

A little nod to boho, 1970s-inspired style makes for a happenin’ holiday look. A flouncy dress with bell sleeves — along with a lengthy pendant necklace and some some pointed heels — is all it takes to embrace that 70’s spirit. Add a few braids in your hair, or just go with a naturally wavy look to finish it all off.

+Will your holiday ensembles be inspired by any of these eras? For more style inspiration, check out our wide selection of holiday dresses.

About Cindy

Pun intended. Cindy loves dreaming up witty quips and groan-worthy wordplay. In fact, you could say this girl just wants to have puns. As an avid fan of the written word and a librarian at heart, she also loves used bookstores, especially ones that harbor cats. A lover of all things old, she takes every opportunity to nerd out on nostalgia.

3 Responses to ‘Decade’ the Halls: Timeless Holiday Dresses & Looks

  1. Summer 11/06/2015 at 5:02 am #

    These are all cute looks. But, I am in love with the 1940s look.


  2. Toni 11/08/2015 at 10:03 am #

    I’m loving them all, most especially the ’20s look!

  3. Aanama 11/09/2015 at 4:56 am #

    All looks are so good, they are perfect according their age. But I like !970’s look.

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