Shopping·11 min read

Our Favorite Winter Wedding Guest Dresses

Design: theSkimm | Photos: Anthropologie, Banana Republic, Free People
September 20, 2023

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Winter weddings can be fun, festive, and (we hate to say it) a little chilly. So how do you strike the right tone with your ’fit? Check the dress code, then lean into the holiday aesthetic. Whether it’s a Christmas nuptial, a New Year’s Eve soirée, or a dead-of-winter celebration, look to rich fabrics, deeper hues, dark florals, and long sleeves to keep you warm. Below you’ll find velvet maxis, sequined minis, and simple midis to suit any occasion.

Petal & Pup

A long-sleeve mini you can dress up…

Perfect for casual or cocktail dress codes, this number goes from everyday to sophisticated by just adding fun heels and jewelry. It’s a long-sleeve shirt dress with faux wrap styling, so you don’t have to worry about it coming undone. You’ll get so much use out of it after the wedding’s over. ($89, Petal & Pup)

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A pair of pumps to wear with all your wedding guest looks…

Speaking of fun heels, we can’t get enough of these pointed-toe, metallic heels. They’re not too tall, and the heel is sturdy enough to keep you on your feet for hours. When the party’s over, you’ll wear them to the office and out to dinner on the weekends. They also come in cream and black. ($298, Reformation)

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Saks Fifth Avenue

The sequined midi dress of our dreams…

If we could dream up a perfect sequined dress, it would be this one. From the slight cowl neck to the criss-cross open back to the shin length, each detail is just right. We love the deep red, and the tie in the back makes the straps adjustable. It also comes in a full-length version in black or chocolate brown. ($495, Saks Fifth Avenue)

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Abercrombie & Fitch

An incredibly classy slip dress…

Pro tip: We get all our slip dresses from Abercrombie & Fitch. The high neck on this one is just lovely and would look great with an updo. We love the gray for a unique take on black-tie dressing. ($120, Abercrombie & Fitch)

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A midi dress with a lace inset…

Nothing like a little lace to make you feel all dressed up. This one has a V-neck that looks great on all chest sizes and has a pretty scalloped edge. The tie in the back cinches your waist, and it’s the perfect ankle length. It comes in six colors and sizes XXS–4X. ($35, Target)

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Free People

A silk gown that’ll be a hit on the dance floor…

This dress is pure magic, from the slinky fabric to the ruffles delicately hanging off the sleeves that’ll be so fun when you’re dancing. The ruffle detail continues onto the thigh-high slit. We can hardly decide between the navy and green. ($370, Free People)

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Banana Republic

A classic silk midi dress you’ll wear again and again…

One thing’s for sure, you’ll never get tired of this dress. It’s a classic silk midi dress with a square neckline. The bias cut skims your body, rather than hugging it too tightly, so it affords plenty of movement. Elegance, personified. ($220, Banana Republic)

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A strapless maxi dress with a back cutout…

When we saw this dress, we were blown away by how expensive it looks. The strapless, foldover top is so elegant, and the cowl in the back is a flirty touch. The elasticized band in the back ensures it’ll stay up all night. It comes in more than 20 colors. ($48.99, Amazon)

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A midi dress with a hint of shine…

This sleeveless number is sure to become one of your favorites. It’s a classic midi slip dress in velvet, but with adorable gold chain-link spaghetti straps that make it unique and festive. The loose-fitting silhouette ensures you’re comfortable enough for dancing, and it comes in black and a deep purple. ($298, Reformation)

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A knit maxi dress with a gathered waist…

If you’re looking for something a bit more casual, this dress takes the cake. The knit fabric is slinky and stretchy, while the gathered knot at the waist will flatter any figure. It comes in a season-appropriate forest green. We’d style this one with shiny earrings and gold heels for an added touch of glamour. ($178, Revolve)

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A velvet maxi with an off-the-shoulder neckline…

This one is downright romantic. From the flattering neckline to the thigh-high side slit, we think we might be in love. It comes in five rich shades and sizes 0–26. Add a faux-fur wrap and shimmering tights to keep you warm throughout the night. ($295, Anthropologie)

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A sequined mini dress in an eye-catching color…

Just wow. This sequin-covered number has a tulip hem to give you plenty of coverage but show off your legs, and an elegant high neck. The ruching that starts at the waist and goes down the hip is sure to flatter. It comes in festive bright red, and sizes 14–28. Go ahead, be the life of the party. ($109.95 Eloquii)

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A long-sleeve dress that looks like tinsel…

Need we say more. This purple dress reminds us of the glittery streamers we loved on Christmas trees as kids. It has an elasticized waist with a belt and a tiered skirt for extra movement as you dance. We can’t imagine an occasion where we wouldn't want to wear this. ($250, Revolve)

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Free People

A skirt-and-top set you can wear in any season…

The best part about a set is getting two pieces to play around with. Together, this skirt and top will help you stand out in a sea of black at a winter wedding. Separately, you can wear the skirt with a cropped turtleneck to the office, or the top with jeans to brunch. ($290, Free People)

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A long-sleeve jumpsuit for a one-and-done outfit…

You knew we had to include a jumpsuit option. This one is made of soft jersey fabric, with a shirred waist and V-neck. The long sleeves ensure you’ll stay warm and toasty, and the concealed back zipper makes it easy to get on and off (especially when you have to hit the ladies’ room). ($175, Amazon)

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Saks Fifth Avenue

An investment dress you’ll wear for years…

Don’t let the price tag scare you off. Time after time, we’ve looked to Alice + Olivia for occasion dresses that make us feel like a million bucks. This one is no different; the body-hugging knit fabric is thick enough to not be see-through and is adorned with the dreamiest winter floral pattern. The back cut-out gives it a little flair, and makes it appropriate for warm-weather weddings, too. ($595, Saks Fifth Avenue)

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A one-shoulder midi dress begging to be accessorized…

For a blank canvas you can dress up with fun shoes and statement jewelry, why not try this one-shoulder stretch-knit midi? It ties at the waist for an easily adjustable fit, and the single long sleeve makes it elegant but keeps you from overheating. It comes in several solid colors and sizes S–XL. ($17.99+, Amazon)

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Sam Edelman

Ankle-strap heels that come in nearly every color under the sun…

These are an HQ’r favorite for their long-lasting comfort. They have a 3.5-inch heel for just enough height, and we love the two-strap, open-toe detail. They’ve been featured in the brand’s bridal and bridesmaid collections, aka they’re the perfect pair to complement any formal look. ($100, Sam Edelman)

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