Shopping·9 min read

Investment Dresses for Upcoming Events

investment-dresses
Design: theSkimm | Photos: J.Crew, Free People, Anthropologie
March 24, 2025

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Spring has arrived, and with it one million weddings and brunches. Avoid the last-minute scramble to figure out what to wear by investing in a dress now. We've found the best investment dresses for all occasions — from sweet minis you can wear to Mother's Day brunch to elegant maxis for outdoor weddings — that you'll end up wearing time and time again.

For more spring fashion, shop our fashion week guides here.

maxi-dress
Abercrombie & Fitch

A versatile maxi dress…

This flowy maxi dress will be your go-to once temperatures warm up. It has a V-neck with a twist in the front and a full cotton poplin skirt. It shows a little skin, but it’s still modest enough for a baby shower or brunch. The fruit pattern is especially delightful. ($120, Abercrombie & Fitch)

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strapless-dress
Anthropologie

A strapless midi dress that’s more interesting than most…

This dress has a simple strapless silhouette but is made out of a textured fabric that dresses it up. It’s perfect for multiple wedding guest occasions — from destination to beach wedding — as well as your next vacation. All of the colors are trending this spring, from sage green to baby blue. ($150, Anthropologie)

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johnny-was
Johnny Was

A maxi dress with a boho vibe…

From the ruffles to the bright floral print, this silk maxi dress is peak boho-chic. You can dress it up for a spring wedding or add sandals to keep it more casual. If you really want to lean into the trend, add a leather belt at the waist. ($560, Johnny Was)

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chic-dress
Doên

A chic dress we couldn’t help but add to cart…

We know the price tag on this one is a jump scare, but hear us out. This midi dress is about as timeless as it gets — it’s the kind of dress you’ll be pulling out for everything from birthday dinners to bridal showers. It fits just right and makes you feel put-together in an instant, and you’ll never tire of the all-over polka dot print. ($448, Doên)

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fringe-dress
Baobab

A fun maxi dress you’ll want to dance in…

If you haven’t heard of Baobab, let us introduce you to the brand that deserves a spot on your summer mood board. Not only are their swimsuits what vacation dreams are made of, but their dresses are great for bachelorette trips, beach weddings, and more. The key is in their stretchy, swimwear-like fabric that’ll make this ruched dress comfortable to wear all night. The fringe and neckline embellishment don’t hurt, either. ($330, Baobab)

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mini-dress
Free People

A romantic satin mini dress…

It's short, sweet, satin, and bow-adorned — in other words, the perfect dress for the most romantic occasions. The one-shoulder silhouette is more interesting than strapless, and the A-line skirt is comfortable. In the winter, you can pair it with tights and a fur jacket. Sabrina Carpenter would approve. ($320, Free People)

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day-dress
Aritzia

A midi you can dress up or down…

This is a dress silhouette you need in your closet. The knit top is body-skimming, while the flowy cotton poplin skirt is light and breathable. Add heels to make it fancier or sneakers for a more casual outing. The possibilities are endless with this one. ($138, Aritzia)

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anthro-maxi-dress
Anthropologie

Anthropologie’s bestselling maxi dress…

From the flattering V-neck to the cinched waist, we can see why this cotton dress has so many fans. It’s comfortable, pairs well with almost any shoe, and goes from the office to an after-work happy hour with ease. The new lemon print is the perfect addition to your spring dress collection. ($168, Anthropologie)

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white-dress
Gap

A white dress with removable straps…

When we think of summer, we think of a crisp white dress. This one is really like two dresses in one, since you can wear it with or without the straps. It’s made of light gauzy fabric but is double-layered, so it won’t be see-through. Wear it with a cropped denim jacket until it gets warm. ($89.95, Gap)

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mesh-dress
Reformation

A mesh dress in a trendy pattern…

Did we mention polka dots are having a moment? This sheer dress is great for when you need a sleeve, but you won’t overheat if temperatures are unpredictable. Between the chocolate color and the micro dots, it’s giving Carolyn Bessette-Kennedy in the best way. ($198, Reformation)

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drop-waist-dress
J.Crew

A drop-waist dress with polished details…

If you’re going for a sophisticated look, this dress fits the bill. It has a trendy drop-waist silhouette, a full pleated skirt, and a sweetheart neckline. The cotton fabric has a crinkle texture, so you won’t have to worry about steaming it. It looks just as good with ballet flats as it does with heels. ($178, J.Crew)

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silk-dress
Quince

A silk dress that’ll be your new go-to…

It has an elegant high neck, a criss-cross open back, and midi length that works for multiple occasions. It also has some stretch, unlike most silk pieces. Once you’ve worn it, just throw it in the washing machine and it’ll come out like new. ($149.90, Quince)

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floral-dress
Nordstrom

A showstopper you’ll wear for years…

We’re in awe of the floral appliques on this sheath dress. It also has a hand-beaded waist and a slit in the back to make it easier to walk. Either of the colors would be a great addition to your dress collection for weddings, anniversaries, and holiday parties. ($598, Nordstrom)

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cape-gown
Eloquii

A full-length gown with a cape…

If you’re going for drama, may we suggest a dress with a cape? It’ll move with you as you make your grand entrance, but won’t slow you down if you’re hitting the dance floor. It’s made of soft, stretchy mesh to keep you comfortable. You’ll get a lot of wear out of the black or red. ($139, Eloquii)

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vacation-dress
Banana Republic

The perfect vacation dress…

Whether you’re planning a European summer (we can dream) or having a staycation in your city, this dress is a must. The high neck with cutout embroidery leans into the boho-chic trend, and the low back adds a little spice. Plus, you’ll be cool and comfy with the breezy full skirt. ($250, Banana Republic)

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bold-midi
Nordstrom

A mesh midi dress in a bold print…

This long-sleeve midi with a mesh overlay is great for in-between seasons, since the dark floral and cactus print isn’t too springy. It comes with a slip to wear underneath, and you can throw a blazer over it if it’s still chilly. You’ll never regret having a dress like this in your arsenal. ($169, Nordstrom)

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