9 Warm (But Not Too Warm) Outfits to Wear on 50-Degree Days

These looks are the key to solving this seasonal styling dilemma.

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Updated on September 18, 2022 @ 10:55PM

Despite having spent many years living on this earth and dressing for all types of weather, we're still hampered by certain forecasts. If it says 40% chance of rain, should we skip the leather bag and pack a tiny umbrella — just in case? Should we wear a jacket if it's 70 and sunny? And what, exactly, do we wear in 50-degree weather when it's not warm but still kind of bearable (at least compared to 30 definitively cold degrees)?

We've spent some time brainstorming that last one, and with 50-degree days fresh on our minds, we've gathered a handful of combinations, via street-style photos, to solve this dilemma. In short, it's yes to a coat, yes to the bulky boots, but it's ok to skip the gloves.

A person crossing the street with a brown puffer jacket, a white turtleneck, a white beanie hat and jeans — Streetstyleshooters/Getty Images

Check out a few more ideas, ahead, which will help you get through the rest of the shoulder season in style.

A Sweater and Jeans

Someone wearing a black leather blazer over a printed sweater and jeans — Vanni Bassetti/Getty Images

There's a reason this combination continues to be a mainstay in many a fashion-lover's wardrobe. It's easy yet polished, and there are a ton of ways to make it your own. This year, instead of completing the look with classic riding boots, switch things up with western-inspired pair or get collegiate with chunky socks and loafers. As for your outerwear, a colorful top coat or even a leather blazer will add a fashion-forward twist.

A Jumpsuit, Socks, and Loafers

Someone wearing a white jumpsuit with a Burberry trench coat — Christian Vierig/Getty Images

On cold days, we're big fans of no-fuss outfits, and a done-in-one jumpsuit is something that's both warm and quick to throw on. The fun, however, comes with the personalized little extras, like adding a light scarf, layered necklaces, or chunky shoes, all of which depend on the vibe you're going for. A trench coat is a seasonless staple that will then work to pull the whole look together.

A Long Skirt with Boots

Someone wearing a monochrome white outfit with a skirt and a knitted sweater — Edward Berthelot/Getty Images

Contrary to popular belief, a skirt or dress can be one of the warmer options during the fall or winter months — especially if it's longer in length, covering your legs and acting as a wearable blanket. A pair of tights and knee-length boots will also provide some extra protection, shielding your legs from the wind.

Lots of Layers and Tights

Someone wearing a black dress and black blazer with a pink bag and black leather boots — Edward Berthelot/Getty Images

50 degree days are cold, but they're also not that cold. You could still get away with wearing a mini skirt or a shorter dress with a few smart layers up top, such as a turtleneck and a blazer, but the addition of tights will work to keep those goosebumps away.

Black Trousers

Someone wearing an all black outfit with pants and a leather coat — Vanni Bassetti/Getty Images

We love our jeans, but in terms of pants trends, there's a new go-to option in town: black trousers. Oversized pairs feel similar to sweats in terms of comfort, but appearance-wise, they're much sleeker. As for what you style them with, the ideas are endless, but for this particular temp, we'd go with an embroidered cardigan or a graphic sweatshirt, then keep it casual with a pair of sneakers.

A Matching Set

Someone wearing a monochrome tan outfit with leather pants and a textured jacket — Edward Berthelot/Getty Images

Another pre-made outfit idea for 50 degree weather is a good ol' matching set. It doesn't have to be sweats, either: 3-piece pairings are trending, and you can't go wrong with double denim or leather. If you're in need of an extra layer, swing on a wool top coat or style a knit underneath.

A Layered Turtleneck

Someone wearing a blue sweater with a cream cardigan and printed jeans — Edward Berthelot/Getty Images

As Stranger Things star Sadie Sink told InStyle, this trick is perfect for winterizing your whole wardrobe. Whether you style a turtleneck under a sweater, sweatshirt, button-down, or dress, it'll add warmth and create an eye-catching and slightly preppy look you can wear just about anywhere.

A Sweater and Sweatpants

Someone wearing a purple monochrome outfit with a brown fuzzy trench coat — Christian Vierig/Getty Images

Snuggling up in soft clothes becomes even more tempting when the wind is blowing, and you're shivering. Embrace that feeling by elevating your favorite pair of sweats. Sticking with a color scheme will make these bottoms feel more intentional (rather than lazy), and choosing a sweater over a sweatshirt is fresh and somewhat unexpected. As for a coat, a fuzzy option will complete the cozy theme.

A Puffer Vest

Someone wearing a sleeveless puffet jacket and all black underneath with a scarf — Streetstyleshooters/Getty Images

We're all about the jellyfishing trend at the moment, which is styling a voluminous coat or sweat with slim-fitting bottoms. Yet, while your average puffer can help you nail the look, don't forget about big vests, either. Not only will this layer keep you nice and toasty when styled with cashmere and a scarf, but it'll also stand out in a crowd and was essentially made for this not-too-cold, 50-degree days