You probably know by now that I love clothes. I do, it’s true. And while my dream closet would feature lots of variety, there is definitely something to be said for versatile key pieces that can be worn again and again and remixed and styled in lots of different ways.

Enter my favorite versatile year-round dress from Madewell.

Yes, the $118 price tag is rather steep for a poly/cotton dress but, I swear, if I was going to keep one dress in my closet, it would be this one. (Plus, I used my teacher discount and my momma got it for me for my birthday. ) I’ve had this dress since last fall and I was tempted to wear it everyday and probably did wear it at least once every other week in the fall and spring! Why, you ask? Well, for starters, it is a DRESS MADE OF SWEATSHIRT. When I wear it, I feel like I’m wearing pajamas. So awesome. If I can’t spend my day in actual pajamas, this is the next best thing. And, the neutral heather grey and the cut of the dress make it easy to dress up or down and style in many ways. Plus, the material is lightweight enough to wear in warmer weather (I wore it last week when it was 80 degrees!) but also thick enough to layer over or under other pieces and wear in colder weather, making it a truly year-round dress. Oh, and the pockets? Major bonus.

Since I did promise it was a year-round dress, here are my favorite ways ways to wear my favorite dress through the year (with lots of favorite affordable pieces)!


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Summer: necklace, sandals

Throw on a colorful necklace and some cute sandals and this makes an easy summer outfit, perfect for date nights!

Fall: gingham button-down, riding boot, necklace

I love layering a button-down shirt underneath the dress in cooler weather and adding on a pair of knee-high boots — polished and still cozy!

Winter: cardigan sweater, belt, tights, ankle boots

A chunky sweater and some tights turn this dress into a winter-appropriate one. Add a wide belt to define your waist and some wedge ankle boots to complete the look!

Spring: polka dot button-down, ballet flats, necklace

I love wearing button-down shirts as cardigans, and with this dress, I’d tie the ends of the shirt together at the waist to cinch it. Layer a pendant necklace and add some bright colored flats and you have a lovely spring ensemble!

What are some of your favorite versatile pieces?