New Yorkers Are Already Wearing These Classic On-Sale Pieces From COS, Madewell, and J.Crew for Fall

I’ve noticed countless New Yorkers wearing tailored vests like this one. Especially when styled alongside matching bottoms, this suit staple has become a go-to essential. Try out the look with this top from J.Crew and style it with the label’s pleated full-length trousers.

This trench is in a word, perfect. My closet is full of chic fall jackets and coats, but I always have room for a great new trench.

Take your look from the office to a night on the town with J.Crew’s New Going-Out blazer. Pair this sleek number with a denim skirt, a snug long-sleeve top, and a pair of your favorite fall boots.

This cozy layer puts a cable-knit twist on the standard jacket style. In addition to offering a comfortable fit, J.Crew’s lady jacket is hard to resist because of its charming details (like shimmering gold crest buttons and flattering flap pockets).

Yes, low-key pieces are trending at the moment, but they’re also a great investment for the long haul. Take, for example, this pair of black crepe pants. They’re super streamlined and can match with practically any top of your choice.

Kitten heels had quite a moment this summer, and they’ll continue to rise in popularity as temperatures drop. Style J.Crew’s Colette slingbacks for fall with a fuzzy cashmere cardigan, floor-sweeping baggy jeans, and a structured trench coat.

While I prepare to enter my laid-back-and-luxurious era, I’ll be adding this cotton cardigan to my shopping cart. There’s something oh-so sophisticated about the intricate trimming and polished gold buttons.

No wardrobe is complete without a white button-down shirt. Given that this piece is so easygoing, there are plenty of styling routes to take. For starters, I would recommend pairing this piece with a sweater vest and a pleated skirt. Add some gold jewelry and a sleek handbag, and you’ve got yourself a cute fall outfit.

The ‘90s era slip skirt is taking another spin around the trend cycle. J.Crew offers seven gorgeous colors, but if versatility is your priority, consider the brand’s “warm boulder shade” pictured here.

This isn’t your ordinary black T-shirt. Take note of the delicate ribbon-tie detail, slightly puffed sleeves, and sultry open-back silhouette that makes this top stand apart from the rest.

While building your wardrobe of low-key pieces, don’t forget to add a snug sweater dress to your collection. This one from Madewell is crafted from a warm blend of wool and cotton, so you’ll stay nice and toasty even on the coldest days.

According to Marie Claire’s denim trends forecast, straight-leg jeans aren’t going anywhere this fall. So, go ahead and invest in this structured pair designed with a high waistline and an ankle-grazing hem.

During that awkward transitional period when it’s not quite cool enough to throw on a hefty layer, you’ll want a short-sleeve shirt in your closet. Madewell’s waffle knit top is designed with a breathable cotton fabric, so you won’t have to worry about overheating.

New Yorkers prefer to be hands-free at all times, and this camera crossbody bag is the perfect way to do that.

I’ve been eyeing these Harlow pants for quite some time, and now that they’re on sale for $70, I have no excuse but to add them to my wardrobe. I plan to round out my lineup of fall work outfits by wearing these bottoms on repeat with a matching suit jacket.

Before you write linen blazers off as a summer staple, you should know that they function well for fall too. The key to styling them? Layering. Style this one from Madewell over a long-sleeve top for extra warmth.

You can never go wrong with a classic turtleneck. With such an uncomplicated design, this timeless piece will hang around in your closet for many seasons to come. Do yourself a favor and invest in it now.

Are you on a mission to enhance your going-out outfits? Look no further than Madewell’s cargo trousers. They’re covered in a luxe satin fabric that practically screams, “Take me out to a party.”

Don’t overlook this sleeveless top for your cold-weather wardrobe. When styled beneath an extra layer, like a denim jacket or a leather jacket, this polo sweater tank will prove to be quite useful.

I can’t seem to take my eyes off this navy blue tiered dress. I know that this billowing frock will come in handy, whether I’m wearing it for a relaxed day in the office or a semi-casual weekend outing. I’ll dress this piece up even further with a pair of high-knee kitten heel boots.

Mary-Jane style ballet flats are everywhere right now, and this pair features subtle ruching for added flair.

You've heard of a barn jacket, but have you heard of a car coat? This one from COS is the epitome of chic.

As a petite girl, cropped jackets are everything to me. This wool one is the perfect transitional layer.

The scarf detail on the neckline makes this otherwise simple navy maxi dress a must-buy.

This might look like your average button-down, but it has a delicate tied detail at the waist to give you some shape.

Bubble skirts were everywhere this summer, with fans like Kylie Jenner and Ayo Edebiri. While mini skirt options were trending during the warmer weather, this maxi option is perfect for fall.

East-West bags are so cool right now. This one from COS is my personal favorite pick.

Bermuda shorts were another polarizing summer fashion trend I'm happy to see going into the fall season. I expect to see lots of these styled with knee-high boots.

I can't stop thinking about this electric blue sweater. The chunky wool knit is a dream for chilly days.

Katie Holmes is a square-toed ballet flat devotee. This glossy pair from COS only further proves that they're a shoe trend worth investing in.