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Ashley Brooke Nicholas

My Go-To Dressy Casual Winter Look

Take a look at my go-to dressy casual look for winter.


Photography by KT Crabb Photography.

Burgundy sweater, navy and pink plaid skirt, Rebecca Minkoff black quilted handbag, Sam Edelman burgundy velvet pumps, and Phillip Gavriel jewelry styled in a preppy outfit idea by Florida fashion and personal style blogger Ashley Brooke Nicholas | preppy style, preppy fashion, affordable outfit ideas, cute outfits, cute outfit idea
I shared a glimpse of this casual dressy outfit on the blog a few weeks ago, but I loved this look so much that I wanted to give you a closer look of the entire outfit. You guys know that I can’t say no to plaid, and this navy and pink plaid skirt is one of my all-time favorite pieces. Combined with a classic sweater and burgundy velvet pumps, I was in girly girl heaven. 

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Putting Together the Perfect Dressy Casual Look

I usually wear outfits based on how they look or how they feel. It tends to work out that if something looks fancy, it will tend to be uncomfortable. While beauty can sometimes mean pain, this look is just as comfortable as it is cute. This burgundy sweater from Banana Republic is as cozy as can be, and my velvet pumps are the most comfortable pair of high heels that I own.


I’ve probably worn them to at least a dozen events, and they’ve never caused any discomfort or blisters. The Sam Edelman Hazel Pumps also come in a variety of different colors. In my opinion, the level of style, comfort, and versatility is worth every penny!

casual-dinner-work-party-outfit-philip-gavriel-jewelry-silver-black-rhodium-rock-crystal-diamond-ring-013
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And then, of course, there were the dreamy accessories. I loved the sparkling lariat necklace and light-as-a-feather teardrop earrings, but my ring was the real star of the show! I know that I’ve been raving all month about this gorgeous rock crystal ring from Phillip Gavriel for the past few weeks, but can you blame me? It’s just so sparkly, and it’s my idea of the perfect statement ring.

It matches everything from dressy casual outfits to black tie finery, and I know that it’s a piece that I will treasure for years to come. If you’re looking for an item to add to your Valentine’s Day wish list, I’d highly recommend looking into this ring. If you want to learn more about these gorgeous jewels, check out my post highlighting each piece here. 

casual-dinner-work-party-outfit-philip-gavriel-jewelry-silver-black-rhodium-rock-crystal-diamond-ring-020
casual-dinner-work-party-outfit-004 Outfit Details: Banana Republic Burgundy Sweater c/o | Plaid Skirt (exact style sold out) | Sam Edelman Hazel Pumps c/o | Rebecca Minkoff Love Crossbody Bag c/o | Phillip Gavriel Open Teardrop Drop Earrings (borrowed c/o) | Phillip Gavriel Rock Crystal Quartz Ring c/o | Phillip Gavriel Lariat Necklace (borrowed c/o) | OPI It’s Pink P.M. Nail Polish | bareMinerals Gen Nude Lipstick in XOX

If you liked today’s outfit, you’ll love this post that features three ways to style sweaters with skirts. It showcases a sneak peek of this look plus two similar outfits that are just as cute!

Any items marked c/o were provided or loaned by PR for consideration. This post contains affiliate links, which means that I earn a commission if a purchase is made after clicking through the link. I value your trust and only recommend brands that I truly love.
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Hi, I’m Ashley!
Hi, I’m Ashley!

Hi, I’m Ashley!

I'm a mom of two girls with a baby boy due this September. I'm passionate about creating a positive online community for women to help them make the most of each and every day!

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