What to Wear In September: 15 Outfits to Get You In The Fall Spirit

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What to Wear In September September is finally here, and you know what that means – fall is officially in full swing! It’s the time of the year when the temperatures finally start to drop, the leaves start to change and you get to spend time doing fun and cozy activities with your friends and family (hello, apple picking and fall foliage tours!).

But with the changing weather comes a much-needed change in your wardrobe. It’s time to (sadly) retire your go-to summer shorts and bathing suits and reach for something a little cozier and warmer. It’s time to embrace the gorgeous fall colors and patterns that will take you through this season and beyond.

To help you get ready for the fall months approaching, we’ve put together 15 outfits to help you get in the spirit of September. Happy shopping!

FOR THE CLASSIC FALL LOVERS

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Start off your perfect fall wardrobe with a cute Floral Maxi Skirt, a simple V-Neck White Sweater, a cozy Motorcycle Jacket and a pair of chic Ankle Boots.

FOR THE APPLE PICKERS

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Keep cozy and cute while you go apple picking with your kids by slipping on a pair of comfy Relaxed Fit Jeans, a stylish Long-Sleeve Blouse, a pair of comfy Ankle Boots and an easy-to-wear Cargo Jacket.

FOR THE ENDLESS SUMMER LOVERS

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Never want to give up that sunny summer feeling? Keep the good times going with a little bit of a fall feel with a Brightly Colored Top, a pair of Cropped Skinny Pants, easy Slide Sandals and a comfy Denim Jacket.

FOR THE MOM ON-THE-GO

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Heading out to run errands or just keep the kids entertained? Slip-on a pair of comfy Cargo Pants, add an easy Flowy Blouse with a Cozy Jacket and a pair of Simple Sneakers for the perfect go-anywhere look.

FOR THE WORK-FROM-HOME BOSS

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Embracing that work-from-home lifestyle and want to look the part? Slip on a sleek Button-Up Blouse, add a pair of Comfy Fitted Pants, slip on a Chic Classic Blazer and add some easy Flat Mules for the perfect meeting-ready look.

FOR THE EARLY MORNING RUNNERS

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Is your new seasonal goal to get up and running (or walking!) before the rest of the world? Slip on a pair of comfy Full-Length Leggings, add a Loose Running Top and a Chic Vest with the perfect pair of Running Shoes and you’re ready to go.

FOR THE DARING DINERS

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Are you and you’re SO planning a nice dinner in or out? Slip-on a cute Floral Wrap Dress, add some Minimalist Jewelry and a pair of Strappy Heels and you have the perfect look ready to go.

FOR THE HAPPY HOSTESS

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Inviting the family over for a fall-inspired meal this season? Try a pair of Chic Fitted Pants, add an easy Simple Tee, slip on an Oversized Stretchy Blazer and add your favorite pair of Heeled Boots for the perfect look to host anyone and everyone.

FOR THE FALL FOLIAGE EXPLORERS

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Are you and the family planning a trip to take in the gorgeous colors of fall? Slip-on a pair of classic Skinny Jeans, add a chic Button-Up Blouse, and a Cozy Bomber Jacket and don’t forget your Knee-High Boots!

FOR THE COZY NIGHT IN

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Spending a cold fall evening indoors enjoying a movie with the family? Slip-on a comfy pair of Lounge Pants, add an easy Simple Tee, throw on a Chic Robe, and don’t forget to add a pair of Cozy Slippers!

FOR THE GIRLS NIGHT OUT

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Taking a night to hang out with the girls? Slip-on a chic Floral Maxi Dress, add a pair of easy Ankle Boots and some Minimalist Jewelry, and don’t forget to bring a carry-anywhere Crossbody Bag!

FOR THE FABULOUS FALL SOIREE

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Do you have an upcoming seasonal event to get dressed up for? Try a chic Black Pencil Dress, add a pair of simple Heeled Sandals, add some sparkling Stud Earrings, and a Matching Necklace for the perfect event-ready look.

FOR THE AT-HOME SUPERMOM

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Dealing with everything PLUS helping your kids learn from home? Keep comfy while running around with a pair of Relaxed Fit Pants, a simple White Tee, a Zip-Up Jacket and a pair of comfortable Wear-Anywhere Sneakers.

FOR THE BOSS LADY

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Heading to the office and want to look the part? Slip-on a chic Printed Blazer, add a pair of Matching Trousers with a Button-Up Blouse, and don’t forget a pair of Simple Leather Pumps for the perfect work-ready outfit.

FOR THE FAMILY ACTIVITIES COORDINATOR

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Do you find yourself spending most of your time keeping the kids entertained and planning activities? Be ready for anything with the perfect pair of Cropped Sport Pants, a simple Workout Top, a Chic Visor, and a pair of Comfy Sneakers.

We hope you enjoyed this recent post on What To Wear in September.

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