How to Wear a Shirtdress in the Winter

Spring has sprung in our favorite stores. But, for many of us, our weather is sticking to the script and serving us winter. No worries, though, there are easy ways to begin embracing some of spring’s fabulous styles. I’ve shared my favorite tricks for adding spring flavor to our winter styles as well as my absolute favorite elements for standout spring style. Today, I take a spring classic, the shirtdress, and make it work right now.

Gap Tencel stripe midi shirtdress

Dress (40% off with code “Happy”) | Leggings | Boots c/o | Bag c/o

I knew that this midi shirtdress was special the moment I saw it. And, trying it on confirmed what I suspected. Its beautiful combination of an all over stripe print on a classic silhouette speaks for itself. What you can’t see, however, is how soft the dress feels. It’s the kind of soft that’ll make you want to wear it all the time. Seriously soft. Anyway, I wasn’t about to wait until spring to rock this beauty, so I relied on layering to make it work for now.

How to wear shirtdress in winter

Layering expands styling possibilities. We can go over or under or both with layers. For this dress, I decided to layer ponte knit leggings under the dress, essentially wearing the dress like a long shirt.

Coach 1941 Dinky Crossbody Bag

I just added my new favorite crossbody bag in a vibrant yellow, and I was ready for a day of exploring St. Louis.

Get the look:


Location: St. Louis Riverfront


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