Top Fall/Winter 2024 Dress Trends According to Fashion Stylists

Cold weather is just around the corner, but that doesn’t mean your dresses should only be worn in the summer. The transition from summer to fall and winter can be challenging, but there are so many different ways to style dresses. Upgrade your closet with these stylish dress must-haves for the season.

Learn how to style the most popular seasonal dresses.

“It’s a little high this fall. [I think] sophisticated sweater dresses [and] classic styles are back. A quiet luxury vibe,” explains McAndrews. Classic sweater dresses are trending this fall and winter. “I’ve seen them everywhere and there are some really cool differences,” McAndrews said.

Daytime Styles

McAndrews doesn’t mind opting for casual dresses for a daytime look. “I like to always be clean. In that sense, it’s as simple and easy to use,” says McAndrews. Pairing a casual dress with sneakers, Louboutins or combat boots is perfect for daytime wear. Feel free to get edgy with accessories during the day.McAndrews seeks out statement pieces during the day, such as a personalized gold necklace or gold hoops.

Nighttime Dress Styles

McAndrews says she “might go for something a little more sexy and fun. Maybe it’s a pattern or a color or something to make it pop and be a little more special,” McAndrews explains.

Nighttime is all about layering your outfit to make it more upscale. “I would definitely like a blazer or jacket and maybe heels. Accessories might be a little more fun. Maybe hoops that are diamond hoops, or some kind of fun dangling earrings, a bracelet, and maybe a color pump,” says McAndrews.
Would you rather: the dress version
We asked McAndrews a series of would-you-rather questions to reveal her top dress choices.

Mini dress or maxi dress?

“The last few years have been all about skin. For me, I think it’s sexy and sensual, but I’m really about the structure and architecture of fashion and really expressing an idea with your clothes and expressions. Wearing see-through and showing skin is also an expression, but I feel like I’ve seen a lot of that and I really just want to see people come out and explore wearing things,” McAndrews said. This extra-long dress is an easy way to look and stay warm this fall and winter.

Jumpsuits or jumpsuits?

Jumpsuit styles are versatile and suitable for all occasions. “I like a jumpsuit with a little cargo vibe and a little drop crotch …… I like ones with a low back and a high neck or flared pants,” explains McAndrews. She recommends ALC for great jumpsuits for day and evening wear.

Floral dress or black dress?

You’d rather question the toughest – the battle between femininity and neutral tones. “Depends on the date, right? I love wearing black because it’s so easy to accessorize, but I do have a fondness for the floral side because it can be worn in so many ways,” explains McAndrews. Layering is the key to wearing floral dresses in fall and winter. “I’d love to pair it with a long cardigan or double-breasted winter coat and a brimless penny hat in the winter,” McAndrews said. She also suggests pairing floral dresses with leggings or tights and boots.