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Published on september 18, 2020

20 Fall Essentials You Need This Season (And How to Wear Them)

written by Team thredUP

Break out the apple-scented candles and treat yourself to the season’s first (but definitely not last) pumpkin spice latte because fall is finally here! It’s the absolute best time for fashion and creating new looks. Plus, we just added THOUSANDS of fall-ready styles to our Fall Shop. If you’re wondering what most thrifters are hunting for this season, you’re in luck! Here’s how to wear the top 20 essentials you’ll need for a cozy, stylish fall. Read on for fall wardrobe essentials and head to the Fall Shop to get everything you need to transform your closet in one easy-peasy place.

1. Chunky Sweaters

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@teaching_taylor

Hot girl summer? Make room for chunky sweater fall! Stay warm with a chunky fall sweater and straight leg jeans. Sweaters come in all materials, so make sure that you’re properly taking care of them! You can find all kinds of necklines as well, with one of our favorites being a turtleneck sweater. A chunky, oversized collar? Yes, please! Or, if you’re looking for more textural interest, a cable knit sweater is a classic upgrade.

2. Turtlenecks

This basic is a MUST in every closet for fall. Turtlenecks of all colors and patterns are a welcome plus to any layering formula. Wear a neutral turtleneck with jeans and patterned booties or wear a printed turtleneck under a plain dress. However you decide to style it, a turtleneck or two is an easy way to layer without bulking up.

3. Cardigans

@living.petite

A cute cardigan will be your new best friend this season. They’re the perfect staple to transition from summer to fall. Try an oversized cardigan over a tank top and high-rise jeans for cooler nights out, or wear one with your fave summer dress to make it fall-ready! 

4. Button-Downs

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@mrsamericanmade

The best thing about button-downs is that they never go out of style. You can wear them season after season, and fall is no exception. From warm florals to seasonal plaid, a button-down in any color will give you that effortlessly sophisticated look you’re searching for. Try wearing one under a sweater to add a fun, preppy element to your outfit. Or pair it with stylish pants and a chic jacket to get this season started right. 

5. Plaid Shirts

Plaid shirts and flannels will forever be a fall staple. They are the perfect thing to wear out for errands or when going to the pumpkin patch! Pair a plaid shirt with jeans and neutral shoes for a quick and easy outfit. Because they’re so busy, you don’t want too many patterns clashing at once. To find your perfect flannel, go to shirts and choose plaid under the pattern category. 

6. Leather Jackets

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@jvnne.style

Want to look super cool with very little effort? You can never go wrong with a black or brown leather jacket. A cute moto jacket paired with jeans and booties is perfect for nights out this fall. Bring out your fave go-to handbag to finish off this edgy look.

7. Denim Jackets

An oversized denim jacket will be your new best friend this fall. It goes with everything from floral dresses to patterned pants, and will give any outfit an elevated yet casual look. Pick your favorite denim wash and get ready to wear this jacket every single day. 

8. Utility & Bomber Jackets

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@thriftybritney

Utility jackets and bombers are back and better than ever, so it’s time to get searching for the perfect one. Pair an army green utility jacket or bomber with jeans for a casual day outfit. Because most jackets are plain, add in a printed top to add some flair.

9. Trench Coats

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@jessica.harumi

Nothing says fall like a trench coat. While you may have to wait for the weather to get colder, it’s SO worth it. Neutral trench coats that fall just below the knee make for a fashion statement while keeping you nice and cozy. Pair a trench coat with skinny jeans to slim down the silhouette and keep warm this season. If you’re looking for a coat made out of something specific, shop on our site by clicking coats and choosing material type!

10. Pea Coats

Pea coats have truly stood the test of time and lucky for us, they’ve come back to play this year! They’re so classy and versatile that you can wear them with just about anything. Go for a longer, neutral coat for a more sophisticated look, or add some flair to your outfit by choosing a vibrant color. Get yours by shopping for jackets, then filter by peacoat under the style category!

11. Straight Leg Jeans

@pumulokasaji

Straight leg jeans are the perfect pants to match those fall booties you’ve been dying to wear. If you choose a high-waisted option, tuck in a top of your choice to make your legs look longer! Another plus to straight leg jeans is that they’re slimming. Make sure you find straight leg jeans that cut right above the ankle so you can properly show off your booties. Filter by waist size, pant cut, and wash under jeans to find the perfect pair!

12. Patterned Pants

Here’s your chance to experiment with a fun pair of pants this season. Embrace the quintessential fall look with straight-leg plaid slacks, or try a boho-inspired look with flowy floral pants. These go perfect with your fave fall sweater and a cute pair of Chelsea boots!

13. Midi Skirts

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@thekatieedition

The best thing about midi skirts in fall is that you can bring them over from your summer wardrobe! Made in every pattern you can think of, from floral to animal print, midi skirts are totally in this season. Pair with a cable knit sweater and booties or heels for the perfect cooler weather outfit. 

14. Sweatpants

If you haven’t found the perfect pair of sweatpants yet, now’s the time! They’re a must-have for, well, every season of 2020. Cold fall days call for cozy sweatpants, fall-scented candles, and pumpkin spice lattes. Treat yourself to a comfy new pair of sweatpants to start fall off right! You can never go wrong with cotton sweatpants, but if you want a more elevated look, reach for more luxe material like satin! 

15. Leggings

Must we say more? Rock the athleisure look every day with high-rise leggings, perfect for errands out or work from home. Here are your fave lounging bottoms of the season.

16. Chelsea Boots

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@highstreetfashionco_

Say goodbye to sandals, and hello to boots! Ankle-length Chelsea boots are the perfect addition to any outfit. Pair them with a sweater dress and dark tights for your next coffee date, or jeans for a cute boho look. This classic bootie will bring any outfit to the next level. 

17. Knee-high Boots

We are living for girls that can pull off knee-high boots (aka all girls). One of our favorite looks is pairing suede knee-high boots with a sweater dress. Comfy and cute, this outfit works for every day or for a fall date night! Add in an oversized scarf and you’ve got yourself a full outfit. Remember, you can filter by style and your shoe size while shopping so you can find exactly what you’re looking for!

18. Oversized Scarves

Something just feels right when you throw on your first oversized scarf of the year. Oversized scarves pair well with almost anything. Add one into your signature jeans, booties, and turtleneck combination for a casual day out. Plus, if you can refresh your look by wearing your scarf in several different ways, peep our scarf styling secrets.

19. Hats

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@traciedang

From beanies to bucket hats, fall hats are your way to top off any outfit! Bring your fall style to the next level by accessorizing with your favorite hat style. Step out of your comfort zone with a chic flat-brim hat, which is always trending for fall! 

20. Neutral Handbags

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@the_a_line_

Carry all of your fall essentials (gloves, 10 different chapsticks, loose change, you get the idea) with a neutral handbag that will match everything from solid colored separates to printed outfits. Match a neutral handbag to a pair of similarly colored shoes to bring the whole outfit together.

Fall’s finally here, what have you been dying to wear? Tell us your favorite fall essential in the comments below.


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