Dakota Chappy: A North Dakota Original

Is “prairie glam” a thing? If not, it should be. And designer and boutique owner Chappy Windsor should be the movement’s poster girl.

Her Minot boutique, Dakota Chappy, is a fascinating retail concept, an eclectic mix of boho, western, rocker and romantic influences. And Chappy herself is on a mission to help woman of all sizes look fabulous by providing streamlined wardrobe solutions.


Now you can win one of her original designs, a swingy little black dress that somehow looks good on everybody…and every body. But I’ll tell you more about that later in this post.

First, I want to give you a peak inside her Minot shop. I first met Chappy on on Facebook, where I came across her positively exuberant styling videos (this woman is a blonde dynamo) and an ongoing make-over series where Chappy and her staff show jeans and sneakers-wearing prairie women how to embrace totally different silhouette and a different side of themselves, too.

This is Chappy. See what I mean? Fabulous.
This photo was provided by Dakota Chappy.

The Dakota Chappy look is definitely a dress and tights, tunic and skinny jeans kind of silhouette.

The backbone of the look is the Total Tight, an original Dakota Chappy design that combines tights and a tank into one durable, virtually fade-proof, super-comfortable garment that’s my favorite thing I’ve bought this year, hands down.

I live in tights and leggings all winter long and I loved my Total Tight so much I wore it out of the store.

The Dakota Chappy look is all about smart layering, so Chappy sells layerable sleeves called The Sleeve Solution and brilliant super-long tanks so we can all quit tugging at our layers and just get on with our lives already.

The Total Tight, my new obsession

The clothes at Dakota Chappy range from bohemian to cowgirl to romantic to glam. You’ll find lots of quintessentially western elements like beaded earrings and on-trend fringed leather bags. There are also some great edgy pieces pieces like studded ankle booties (ooh, I want) that look great combined with minimalist jeans, structured jackets and delicate, hand-hewn silver jewelry.

There are extravagant furs, lipstick that can last literally for days and luxurious oddities like a bison wool hat from one of the only two people to spin yarn from bison wool in the entire country. Throw in lots of floaty skirts, romantic dresses, lacy tops and plenty of layering pieces and tunics and suddenly the little shop can outfit just about anybody. That’s totally by design.


Dakota Chappy stocks sizes 0-26 for a truly inclusive shopping experience. The store specializes in wide calf boots (yesssssss!) and dressing women with curves and muscles.

“That’s one of our strengths, finding something for the strong, broad-shouldered North Dakota girl who has a lot of style,” says Chappy.


Trying on clothes at Dakota Chappy is like a giant game of dress up. Chappy and sales associates flutter by and deposit entire outfits in your dressing room. And because everybody wears the Total Tight it’s not uncommon to see staff spontaneously modeling outfits for customers.

It’s a really friendly, empowering place, the kind of shop where everybody’s laughing and chatting with the people in the next dressing room.


And now you can win an original dress by Chappy Windsor!

It’s a comfy little black number with a flirty silk chiffon overskirt that you can dress up or dress down. The A-line shape is really flattering on a variety of body types and black goes with everything, right? It comes in two sizes, S/M and L/XL and can be styled in about a million different ways.


Want to win your own? Just enter below or comment on the blog post  by 5:00 p.m. on Monday, April 20.

A randomly chosen winner will be announced in a post Monday night, when I show you how I styled my Chappy Dress!

a Rafflecopter giveaway

If you’re reading this on a smart phone, you might have some trouble seeing all the ways you can win. No worries — you can comment below, Tweet about the giveaway or “like”, “comment” or share the giveaway on Facebook as often as once a day to increase your chances of winning. Just make sure you tag Prairie Style File on social media so I can see your posts and Tweets.

Good luck!

Some of the ladies of Dakota Chappy. They’re rocking my Prairie Style File buttons because they’re so sweet.

Dakota Chappy
813 N. Broadway
Minot, ND

M-Su 11 a.m. – 6 p.m.
Find the store on Tumblr too!

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My travels across the state are supported in part by a grant from the fabulous people at North Dakota Tourism.

40 Replies to “Dakota Chappy: A North Dakota Original”

  1. I would so love to go there! I feel like I would find amazing pieces that don’t exist anywhere else.Plus,the videos on facebook are so fun! She makes you want to just go in and hang out!

  2. It is so nice to walk out of a bathroom and know that you are not showing your booty to all, total tight takes care of you in many ways.

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