I am very much a dress person. I love how easy it is to have a full outfit with only one piece of clothing but can still change it up with accessories, and mostly, I love how easy it is for me to wear one and how much more comfortable they are than anything with a waistband when you’re sitting all day. Dresses are great and super easy in the summer, but in the fall (and beyond), they take a little more consideration. I have to decide what layer I want to add to make the dress wearable but also weather appropriate. So I thought I’d share some of my favorite ways to take dresses from summer into the fall.

V-Neck Sweater // Jean Jacket // Fisherman Sweater // Camel Cape
Plaid Cape // Knit Ballet Wrap // Crochet Knit Sweater // Navy Ballet Sweater
Cream Ballet Sweater // Cropped Jean Jacket // Brown Cape // Jean Jacket
Jean Jacket
Before this year, I hadn’t worn a jean jacket in quite a while. But I found this adapative jean jacket from Target and was reminded how great they look with so many different things. I love throwing a jean jacket over a dress to tone it down and make it a little more casual. This one from J.Crew is a classic (and on sale!), as is this one from Madewell. And this cropped version from Target is so cute and something a little different.
Ballet Wrap Sweater
I love the look of a ballet wrap sweater over a dress – it usually hits at just the right place on your waist, and still shows off the bodice of the dress while adding a layer of warmth. This knit version is a great cross between a top and a sweater. The cream of this one would be so versatile and go with so many different dresses. And this navy one from Hill House is wool, so would add a little extra protection from the chill.
Pullover Sweater
Sometimes, I like to just add a sweater over top of a dress – it looks like I’m wearing a skirt / top combination, but it easier for me to actually wear. You can go with a v-neck like this if you want to make sure some of the top of your dress is seen. This fisherman sweater would be great to throw on as a more casual option. And this more open crochet knit is fun – it lets a little bit of your dress peek through underneath.
Cape
I love a cape – it’s so easy for me to throw on, definitely easier for me to wear than a jacket, and also looks cute and seems like part of an outfit in addition to an extra layer of warmth. You can’t go wrong with a cashmere cape like this one – it’s thin, so it adds warmth without adding bulk, and looks good with almost anything. I love the gray plaid pattern of this one. And this solid brown one comes in a cozy wool blend.
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