Super Easy Vintage Style Dress and Accessories #vintage #fashion #retro

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Curious about my vintage style of dress? Read on to learn where to get vintage-inspired clothing easily and affordably!

I regularly get questions about my colorful clothing, accessories, and style of dress. I appreciate all the kind comments and compliments, and I know many of you are interested in learning how you can purchase or make clothing like this yourself. And you can! It’s so much easier than you might think, too! I dress in a mid-century (1950s) vintage style with full skirts, cardigans, fitted aprons, sensible shoes, and lots of hats. And it is FUN! 

How This All Started

I’ve always been fond of skirts and dresses, but up until about 2014, they were just simple long cotton skirts. In 2015, a new trend called “Disneybounding” was becoming popular, and as a frequent Disney traveler, I wanted in on the fun. Disneybounding means to dress up in a way reminiscent of a Disney character without it looking like a costume. When I thought about what I could do, I decided to make a full circle skirt in a red-and-white polka dot pattern a la Minnie Mouse. I made it and fell in love with the swirly skirt. I went on to make many more and wore them nearly all the time.

Super Easy Vintage Style Dress and Accessories #vintage #fashion #retro

Red polka dot circle skirt and black top at Disney

By 2017, this Disneybound trend — along with Disney Dapper Days — had inspired a whole line of retro and vintage-style dresses available for sale at Disney. I bought a ’50s-style dress with a full skirt and a matching sweater, along with a petticoat, and I was hooked.

From that day on, I knew THIS was my style. It was fun, comfortable, and distinctive. This style makes it easy to always dress nicely. And you wouldn’t believe the compliments I get from total strangers — it’s a fun way for this introvert to meet new people. I now have an entire wardrobe around this style and love everything about it.

So let me show you the actual vintage-style dresses! This post contains some affiliate links for your convenience (which means if you make a purchase after clicking a link I will earn a small commission but it won’t cost you a penny more)! Read my full disclosure policy.

The Vintage-Style Dresses

The first vintage-style dress I got was Disney’s Main Street U.S.A. Dress and Sweater Set, which is still available for sale at the Disney Dress Shop and online. If you love Disney, you’ll find an entire collection of vintage-style dresses with a Disney inspiration

Disney Main Street USA Dress Disney Main Street USA Dress at Disney's BoardWalk Resort

That first dress was awesome, but not inexpensive — I paid well over $150 for it. I thought about creating a pattern from it and making more myself, but at the time my blog was taking off and I really had no time for dressmaking. I found several online clothing shops that sold vintage-style clothing, like ModCloth, but they were also fairly pricey. So instead I turned to Amazon and discovered a world of affordable vintage-inspired dresses in a wide range of styles, patterns, and colors.

Amazon Sizing Notes: If you decide to get these dresses, note that they have Asian sizing, not American sizing. That means you need to order a larger size. For example, I normally wear a large or x-large, and I need to order these dresses in 2X and 3X in order for them to fit comfortably. I usually go for 2X in a dress with a lower neckline (like the sweetheart necklines) and a 3X in a dress with a boat collar. I recommend you order two dresses in two different sizes to determine the best fit and return the one you don’t want.

I started conservatively with solid colored dresses like this burgundy sweetheart neckline A-line dress in cotton.

Vintage-style dress with sweetheart neckline and A-Line skirt Vintage-style dress with sweetheart neckline and A-Line skirt

I also got this red boatneck “fit and flare” style dress in a style very similar to my first Disney dress. I also have this dress in burgundy.

Red Fit and Flare Dress with Boatneck Jennifer Maker in her craft room discussing her craft blog

As well as this navy blue sleeveless dress and this coral bowknot dress, both in soft cotton.

Coral bowknot sleeveless vintage-style dress

When I went on my vacation in March 2019, I decided it was time to try some PATTERNS so I got some new vintage-style dresses, again from Amazon. Here is my blue polka dot dress:

Blue polka dot vintage-style dress on the Disney Dream

Here is my white and red cherry vintage-style dress:

White and red cherry dress on the Disney Dream

White and red cherry dress on the Disney Dream

My blue floral dress (my current favorite) — and yes, I’m pointing to my new engagement ring in this photo!

Blue floral vintage-style dress

And my red polka dot dress:

Red Polka Dot dress at the Magic Kingdom

Finally, while I was on vacation, I bought another Disney-inspired dress, the Enchanted Tiki Room sundress:

Tiki Room Dress at Polynesian Resort


The Vintage-Style Sweaters

Sweater sets were all the rage in the ’50s, and you’ll notice I wear a sweater in every photo. I live in Michigan and we need sweaters! Plus I think they really complement the dresses. I like long-sleeve sweaters in the winter (which you can see in all of my YouTube videos) and short-sleeve light cotton sweaters in the summer (as shown in the photos above). I’ve found several of them on Amazon, including these sweaters:

Short-sleeve cropped bolero sweater (worn with the Tiki Room dress and the blue floral dress in the photos above)

Open-front 3/4 sleeve bolero sweater (worn with the polka dot dresses in the photos above)

Long-sleeve crew neck button-down cardigan (I have like a dozen of these in red, burgundy, pink, blue, black, gray, etc.)

Vintage-style sweater cardigans


The Vintage-Style Crinoline Skirt

In order to get that vintage look, you need to pay attention to your underpinnings. Something that may not be immediately obvious is that with more of these dresses, I am wearing a crinoline under the skirt. The crinoline gives these skirts the classic bell shape. It’s also great fun to wear! I have just one and I wear it with all the dresses I have. Mine is wine, but you can get them in other colors, too.

White crinoline petticoat


The Vintage-Style Shoes

I am a BIG fan of sensible shoes. I wear things like classic white Keds (a 1950s-era shoe) and “flatties” (what we call flats, like the Mad Love Lydia Slip-On from Target). I also bought a pair of black sneakers with red polka-dot bows to go with my red polka dot dress (I found those at the Magic Kingdom). When I want to dress up more, I wear a pair of very comfortable black wedges. I plan to get some T-strap shoes with a heel for special occasions, too!

Vintage-style shoes - white Keds

The Vintage-Style Hats

I love hats. Big hats, little hats, pretty much any hats. I have many of them! The floppy hat with the white stripes I’m wearing in the photos above is from Target.

Vintage-style sunhat from Target


The Vintage-Style Apron

I patterned and made my apron myself, which I wear in all of my recent YouTube videos. I’ve had many requests for a tutorial on it, and I plan to make one soon! It’s made of crisp white cotton, criss-crosses in the back and has a scalloped hem.

Vintage style white apron over a red dress and sweater

I will get better photos of my dresses, aprons, and accessories in the future and keep this page up-to-date, too! If you have any questions, please just let me know!


Want to remember this? Save the Vintage-Style Dresses to Your Favorite Pinterest Board!

Super Easy Vintage Style Dress and Accessories #vintage #fashion #retro

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  1. OMG!!! CONGRATULATIONS on your engagement !!! I follow you, but I don’t know where I’ve been that I missed that?!! I wish all the happiness in the world for you and Gregg!!
    Happily Ever After!! Yay!!

  2. You are all around awesome! Congrats on your engagement with Greg! Have fun planning your wedding. I’m sure you are over flowing with ideas.

  3. Jennifer,
    You are so confident and it shows in what you wear and how you teach! Wish I knew myself well enough to venture out as you do!
    You’re a great inspiration!

  4. Any updates on the apron pattern/tutorial?! It’s just too cute and my 13 and 9 year olds sons (who love to Cricut-craft along with me and your videos!) keep telling me I gotta make one of those, LOL!

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