6 Stylish Day to Night Work Dresses

collage of 3 day to night work dresses

collage of 3 day to night work dresses

It can be really, really tricky to find a great dress that is polished and sedate enough to wear to work, but then is interesting or elegant enough to also go to a cocktail party or holiday party after work. So let’s discuss — what are you looking for in a day to night work dress? Do you add additional details like a statement necklace or ring to make it feel more festive?

These are some of the most polished, elegant day to night work dresses that I love…

Stylish Day to Night Work Dresses


navy dress with tie detail at waist

This dress is almost always under $50, and feels fancy because of the twist detail at the waist. It’s available in sizes 0-22, at Amazon, in a bunch of colors.

Karen Kane

black stretchy dress with V-neck and cascading ruffle-ish detail that begins at waist and goes down side of skirt

This Cascade dress has been a reader favorite for years because it’s so easy to wear — it’s stretchy, it’s flattering, it’s a little bit dramatic, and you can hand wash it. Score! It’s $118 full price at Nordstrom and other retailers, often available in sizes XS-3X as well as petites.

Adrianna Papell

burgundy fuchsia dress with three-quarter sleeves and tie waist detail at waist

Aw, I’m kind of excited to see this Adrianna Pappell dress back in stock — it was a reader favorite for years, and then it disappeared for a bit. But it’s a great dress for day to night looks.

It’s $129-$159 at Nordstrom and other retailers, available in regular and plus sizes.


black dress with wide neckline, dolman sleeves, and drapey detail at waist

I’ve always thought M.M.LaFleur’s Jillian dress was a gorgeous, elegant dress that would be just as appropriate in a conference room as well as at a cocktail party. It comes in a bunch of different colors, and a new “everyday satin” fabric, for $365 full price. (There are a lot marked down to $220 right now, though!)

Black Halo

dress with asymmetric detail at neckline

In general, Black Halo makes beautiful, stylish, super polished dresses — it’s hard to think of an item of theirs, over the years, that wouldn’t be appropriate for both day to night. The pictured dress, the Jackie, is their classic, and also comes in a jumpsuit form. It’s $375-$435 at Nordstrom and other retailers.

The Fold

hot pink dress with folded, draped detail at the top and an asymmetric diagonal(ish) line going down the front of the skirt, ending in a front slit

Man – we have featured so many drool-worthy dresses and blazers from The Fold over the years, it’s hard to say which is my favorite, but this hot pink dress may just be it. SO. FABULOUS. One of their iconic dresses, the Arlington, is also great for day-to-night looks.

The pictured dress is $595 at TheFold.com.

What are you looking for in a day to night dress, readers?

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