Vintage Christmas dresses make Christmas even more fun! These vintage-inspired Christmas dresses are perfect for every occasion this holiday season.
Since I was a young child I have loved getting a new dress for the holidays. I always wore a “fancy” dress to church on Christmas Eve and I loved it. I wear dresses and skirts almost every day now but it’s still fun to get a new “fancy” holiday dress.
Check out this awesome holiday dress! I’m the one in the top middle. Don’t you love that my cousin and I have matching dresses? I’m sure we were very excited about it. My brother, top left, however, was likely not happy about having to hold my hand. Let’s also take a moment to enjoy the 90’s fashion. And how cute are my little cousins in their bow ties?!
I love vintage-inspired dresses all year but I especially love vintage-inspired Christmas dresses. They are so much fun. My favorite dresses are Christmas novelty prints. There are so many great options now so you are sure to find one you love.
Vintage-Inspired Christmas Dresses
These are some of my favorite vintage Christmas dresses I've found this year. All of them are adorable and perfect for the holiday season.Â
This lovely 1950's inspired swing dress is crafted in a burgundy woven fabric and features black trim on the sweetheart neckline and short sleeve cuffs. Featuring a black belt and back zipper to cinch the waist and complete with side pockets.
A fantastically faithful mid century silhouette from Unique Vintage, the Devon Dress is a sultry 1950s inspired swing full of unstoppable beauty.
This darling 1940s style swing dress is crafted in a black knit dancing in a red bias plaid. The quarter sleeves frame the belt cinched waist as it drops down to the swing skirt. Complete with a back zipper and side pockets.
With its delightful allover print of festive woodland motifs, this navy swing dress brings a touch of magic to any occasion. The faux folder over collar is framed by short sleeves. Designed with your comfort in mind, it features a back zipper for easy wear and convenient side pockets for keeping essentials close at hand.
A jaw-dropping dress rich in 1950s vintage allure and fresh from Unique Vintage, the Delores Dress is an enchanting mid-century silhouette crafted in exquisite red crushed velvet.
Unique Vintage Emerald Green & Red Ribbon Tulle Cupcake Swing Dress
This heart-stopping 1950s style swing dress is crafted in a soft mesh and sturdy tulle, set in a lovely emerald green clip dot with red ribbons throughout. Outfitted with adjustable spaghetti straps, a boned bodice, a back zipper, and voluminous tulle.
This stunning 1950s style wiggle dress is crafted with a gorgeous red plaid stretch woven and black trim. Outfitted with a black faux button down placket, a high boat neck, and back leg vent. Complete with a back zipper and dual back button closure.
This sweet dress from Retrolicious is crafted in mint green cotton and features a print of cats in holiday sweaters, presents, and stocking throughout. Complete with back zipper, and side pockets!
Unique Vintage Burgundy Velvet & Tulle Silver Stars Swing Dress
This dazzling 1950s style dress is crafted in a fabulous burgundy velvet knit bodice and burgundy tulle skirt complete with glittering silver stars over a matching lining.
This adorable swing dress is crafted in a black satin-like fabric with a skirt that dances with peppermint candy & sprinkles throughout the mesh and candy cane on the border. Complete with a back zipper and elastic short sleeves.
This charming 1950s style swing dress from Retrolicious is set in a brown woven fabric featuring a print of holiday florals throughout. Outfitted with a surplice neckline and pleated waist. Complete with a back zipper and side pockets!
This adorable 1950's style swing dress is cast in a lightweight pink woven fabric dancing with white polka dots and snowflakes and boasting a colorful border with Frosty himself!
This adorable 1960s style fit and flare frock features moose prints throughout the black backdrop that lead to a fair isle moose border print on the flare skirt. The waist is cinched with a matching gold belt. Best of all, the stretch knit fabric and princess seams are both comfortable and flattering.
This enchanting 1950s style forest green swing dress is a feast for the eyes, adorned with an irresistible allover print featuring charming gingerbread men, snowy snowflakes, adorable forest critters, and all your favorite festive elements.
Covered throughout in a red and green menagerie of holly and poinsettias, this vintage-inspired velvet A-line dress is truly timeless!

This cute swing midi dress features Sleeveless, Sweetheart neck, smocked top, A-line silhouette, Concealed zipper at side, Adjustable strap.

This very affordable dress features pockets and is a great dress all winter long.
Jenny says
I love Modcloth but haven’t looked through their site in awhile.
I may have to now because I forgot how cute everything is.
xoxo, Jenny
Allison Jones says
Great holiday dresses! My favorite is the top center one.
LiveLifeWell,
Allison
Shannon says
I can’t wait to start getting dressed up for the holidays! Loving your picks. Modcloth always has great pieces. And loving the little throw back picture!
Shannon
Clothes & Quotes
Katie {Always, Katie} says
The couple dresses I’ve gotten from modcloth have been weird on me. But that Charming Convention is about to tempt me into giving them another shot! <3 <3 <3
Lisa Sharp says
They carry many different brands so just be sure they are different brands than the ones that didn’t work for you. 🙂
Mistle says
Great picks for holiday dresses!
Aishwarya S says
All of them are so pretty. The first one in the middle row reminds me of ‘Let It Snow’ book cover! 🙂
Becky @ Disney in your Day says
I love Modcloth dresses! I actually have one I might use for Christmas this year – and the one I wore for Christmas last year as Modcloth as well!
Tianna says
cute picks! I love ModCloth, but I feel like they’re either hit or miss for me now. I used to be so into retro/vintage style, but these days I find myself drawn more to modern cuts and tulle everything haha
Christine - The Choosy Mommy says
Does ModCloth have baby/toddler sizes too? I’d love to get something that matches what my kids will be wearing for the holidays!
Lisa Sharp says
They don’t but Lindy Bop makes super cute matching vintage inspired dresses for adults and kids.
Keating says
These are super cute! I’m especially loving the first one. I’ll have to check them out 🙂
Emily says
All of those dresses are SO perfect for the holidays! I have to check out Modcloth!
Rachel G says
I’ve never actually gotten a Modcloth dress before, but I’ve browsed the site many times. My sisters have several Modcloth dresses–they are too cute!
Donnica says
These dresses are so cute. I promised myself I wouldn’t buy any new clothes until Black Friday, but ModCloth always has such great stuff. Thanks for shaing!
Alison @ Puppies & Pretties says
I love Modcloth, but it is so dangerous for my wallet ?
Lisa Sharp says
Thankfully they have lots of sales! 🙂
Chelsie says
Mod Cloth seriously has some of the most adorable dresses! I love drooling over them!
Lisa Sharp says
My wish list is SO long!
Adriana says
These are so pretty! I love getting dressed up for the holidays : )
xo Adriana – Daily Dose of Design