18 Shirtdresses to Wear Any Season, Any Day of the Week

There are pieces we buy that we’re head over heels in love with, then they sit untouched in our closets because we don’t have the right occasion to wear them to. They’re only truly fabulous when they’re being worn — and we’re getting our money’s worth. But that’s not the case with shirtdresses. The stylish staples will remain in rotation in your wardrobe because they work for a myriad of events and across all seasons.

A shirtdress is a polished choice for when you’re working from home, especially if you need to jump on a Zoom call. Plus, shirtdresses can be worn to brunch or running errands. In other words, all week long. Add in some statement earrings and a pair of heels and your favorite shirtdress can be carried into evening.

Unlike flip flops and straw hats, the right shirtdress can transcend seasons and help you master confusing trans-seasonal dressing. When the temperature goes down, swap sandals for boots. You can even work in a pair of tights or slip jeans on under the dress.

To fully understand just how versatile shirtdresses are, you need to own one. Keep reading to shop shirtdresses that will see you from the end of summer into fall and beyond.