My 32 Favorite Dresses for Weddings, Work, Dates, and Vacations

If you’re like me, you’ve been living in jeans, tights, and sweatpants for months and are currently daydreaming about all the dresses you’ll need for upcoming occasions this year. And if you think about it, the four big occasions we all seem to always need dresses for are weddings, work, dates, and vacations—all of which require a different type of dress.

I love Shopbop for every type of fashion item under the sun, but especially dresses, of which there are currently over 3200 to choose from. I love that Shopbop narrows the dresses down into so many specific categories and that so many of my favorite brands—from high to low price points—are present and accounted for.

I took things a step further and narrowed it down to the aforementioned occasions, selecting for you (and me, let’s be honest) my favorite dresses of the season. Quick side note: Shopbop is currently offering up to 25% off full-price items with the discount code SPRING. Just be sure to take advantage of the sale before EOD on March 8.

I love wedding guest dresses that can be worn elsewhere.

This watercolor dress is so dreamy.

This dress pretty much works for any type of wedding.

The bow is removable if you want more of a minimal feel.

Black dresses at weddings are controversial, but not this one.

LOVESHACKFANCY dresses always take my breath away.

This color!

The strappy shoes are the perfect complement to this dress style.

This is very Kate Middleton.

Can’t go wrong with a wrap dress.

Cute with knee boots in the winter or kitten heels in the summer.

The perfect work dress for hot days to come.

I have a hunch you’ll reach for this comfortable dress a lot.

Repurpose this on the weekends with sneakers.

This is an excellent use of polka dots.


Heads will turn.

Nanushka does it again.

It would be hard not to feel cool in this minidress.

Please note the jeweled buttons.

This dress is basically trend-proof.

Pure romance.

I want to live in this outfit this summer.

A chic option for day or night.

Just add sneakers for sight-seeing days.

Fruit prints are a fun alternative to florals.

I had trouble choosing from the plethora of vacation-ready Staud dresses.

Sleeper’s linen dresses are a summer-vacation staple.

See previous comment about fruit prints.

I’m drawn to one-size-fits-all dresses.

It doesn’t get more fun than this color combo.

This is making me want to plan a trip to Mexico.

Next up, 37 everyday items to buy from Shopbop’s big spring sale.

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