Say Goodbye To Summer With These 27 Fall Pieces From Madewell

Say Goodbye To Summer With These 27 Fall Pieces From Madewell

BuzzFeed-Shopping·2026-09-11 05:00

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Say Goodbye To Summer With These 27 Fall Pieces From Madewell

Fall’s crisp temps are yearning for a closet overhaul, and these are just the pieces to do it!

Posted 11 hours ago

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by Jamie Sanders BuzzFeed Contributor

I have been a BuzzFeed Shopping contributor since 2025, focusing on fashion, beauty, and home goods, and have been featured over the past two decades in InStyle, People, Apartment Therapy, Well+Good, Shape, Today, AOL, and Insider.

Unless otherwise specified, all sizes in this post are listed in women's.

1. A pair of straight-leg jeans with rigid structure and slight stretch if you really feel like wearing your favorite tattered, worn-in jeans, but want to look more put-together. Voilà!

Madewell

Promising review: "Love these! They have a nice heavy denim quality feeling and are comfortably high waisted." —Madewell Customer

Price: $148 (available in sizes 23–33 and 14W–26W, including standard, petite, short, tall, and plus, and three washes)

2. A slouchy sweater designed in a super-soft alpaca blend with boldly hued stripes. Campus cool is maaaajorly trending for fall, and this sweater falls right in line. (Pun intended!)

Madewell

Promising review: "Sweater is so soft, and the color combination is exactly as pictured — love the blues and olive. Can't wait for the weather to cool a bit!" —FancyS

Price: $128(available in sizes XXS–XL)

3. A pair of sculpted oversize stud earrings that are delicate and dainty, yet still make a statement. These are the earrings you can wear to the office, a formal event, out to brunch, during an entire vacation, to the theater...really, anywhere you can think of!

Madewell

Promising review: "Really love these gold-colored earrings, so pretty and they're a wonderful addition to my collection! Very good quality and unique design." —Madewell Customer

Price: $35.99 (originally $48; available in two colors)

4. A denim jacket, because no closet is complete without one, and this chore jacket is pretty darn fantastic! It has a subtly oversize fit that'll look great with everything from a tee and jeans to an LBD, and it's finished with several patch pockets.

Madewell

Price: $168 (available in sizes XXS–XXL)

5. A pair of Minnetonka x Madewell booties crafted in supple suede, and designed in collaboration with Anishinaabe artist Adrienne Benjamin of the Mille Lacs Band of Ojibwe. They have fringe accents and embroidered flowers reminiscent of her memories of springtime on the reservation, and they're finished with rawhide ties.

Madewell

In honor of this collaboration, Madewell and Minnetonka will donate to the Midwest Indigenous Immersion Network (MIIN), supporting Anishinaabe language preservation and education.

Price: $128 (available in sizes 5–11)

6. A pair of twill trousers giving ’80s because of the pleated front, but also totally and completely now thanks to the baggy wide-leg silhouette. I'm personally partial to the deep burgundy hue, but they come in a variety of neutrals you can wear from the office straight to happy hour.

Madewell

Promising review: "These are stretchy and complement the body in the perfect way. Highly recommend." —phantom

Price: $118 (available in sizes 00–16, including short and tall fits, and four colors)

7. And a plaid blazer designed with a relaxed, elongated fit, so you can take your ’80s-inspired ’fits to the next level! You can wear it with jeans or trousers to the office, or over an LBD for a night out. It'll be absolute perfection with chunky loafers and gold hoops.

Madewell

Price: $248 (available in sizes XXS–3X and two colors)

8. A long-sleeve dress designed with a boat neckline and a miniature print that at first appears to be polka dots, but then you look closer and realize they're miniature stars! ⭐️ Talk about being the star of the show when you walk into the office wearing this lil' number.

Madewell

Price: $148 (available in sizes 00–16)

9. An alpaca-blend cropped cardigan with a super-sweet vibe, thanks to the delicate pointelle stitching and scalloped hem. I'm still fully living in Off Campus territory, and can absolutely see Hannah rocking a sweater like this!

Madewell

Price: $128 (available in sizes XXS–XL and four colors)

10. A boxy denim shirt since a fall wardrobe basically isn't complete without one, but this is such a fresh take on the classic! Totally loving the single oversized chest patch pocket and pleated back detail, too.

Madewell

Promising review: "Very lightweight. Full length sleeves, easily rolled up. Excellent weight for between seasons!" —Susan

Price: $108 (available in sizes XXS–XXL)

11. Or a denim shirt embellished with sash ties at the neckline, because look at it! Just look at it! It's pretty and sophisticated and timeless and Western-inspired all at once, and I am OBSESSED!

Madewell

Price: $108 (available in sizes XXS–XXL)

12. A pair of knee-high leather boots that'll literally go with EVERY SINGLE ITEM in your fall closet. Skinny jeans? Check. Plaid dresses? Double check. A pointelle cardi and a mini? Obviously.

Madewell

The leather is sourced from a tannery certified by the Leather Working Group (LWG), which works to promote sustainable environmental practices in the leather industry.

Price: $348 (available in sizes 5–12 and two colors)

13. A pair of baggy jeans interspersed with patchwork bandanas, because, come on, these are just COOL. Keep the focus on the jeans by pairing ’em with a fitted white long-sleeve tee and black ballet flats.

Madewell

Promising review: "I love these jeans. I was in the store the first day they came out. I immediately tried them on. They are such a great jean and I love the darker wash. In fact, when I was trying them several other customers saw them on me and tried them on as well. We all ended up buying them. They run TTS and they do run slightly longer but that is the trend for this style of pant to kind of puddle on the shoes. They are soo good." —CaiGirl21

Price: $148+ (available in sizes 23–33, including short and tall fits, and two designs)

14. A timeless cashmere cardigan, basically begging to be the layer you wear over tanks, tees, LBDs, maxi dresses, you get the picture. And it's cashmere, people. CASHMERE! Talk about a cardi party I can't wait to attend!

Madewell

Promising review: "I bought this a week ago and I’ve been wearing it non stop. Such a beautiful color and solid cashmere. Not thin. Love." —Madewell Customer

Price: $198+ (available in sizes XXS–XXL and four colors/patterns)

15. Or a fitted, ribbed-knit, cardigan-jacket hybrid (say that five times fast!), so you can stay warm, look polished, and pretty much be the envy of every person around you because it's just ~that~ chic.

Madewell

Price: $138 (available in sizes XXS–XXL and two colors)

16. Ashort-sleeve cardigan designed with so many sweet details, it's just impossible not to fall immediately, head over heels in love! The argyle stitching, the pointelle knit, and the subtly cropped fit are already all so good. But then it had to go ahead and have embroidered cherries all over it, which are obviously the cherry on top of a picture-perfect cardi!

Madewell

Price: $138 (available in sizes XXS–L)

17. A floaty blouse with ruffles and pintucked pleats that you can wear to the office, happy hour, weekend brunch, weekday dinners, you name it, there's an occasion for it!

Madewell

Promising review: "The Georgina top feels soft and luxurious. The color goes with anything in my closet. This top washes well on delicate, and keeps the original shape and color. Overall one of my fav tops." —Unique shoes

Price: $118 (available in sizes XXS–XXL and four colors)

18. A supple suede tote about to become the bag you bring on every plane ride, during your morning commute, shopping at the farmers market, and basically every other place you can think of, because it's just. that. good. And it can hold a 15-inch laptop, too!

Madewell

Promising review: "Good quality! And the color is beautiful, a really rich brown that matches fall perfectly." —Celine

Price: $228(available in four colors and two fabrics)

19. A pair of corduroy pants, because are you even really fall-ing if you don't have at least one pair of cords in your fall outfit rotation? I think not! And that green is just SOOOOO fun and chic!

Madewell

Price: $138 (available in sizes 23–33, including short and tall fits, and two colors)

20. A pair of barrel jeans with darted knee seams, since this style is not going away anytime soon and you def need a pair this fall! I'm of the mind that white jeans are still okay after Labor Day, so I'm snapping that wash up, STAT. But they also come in black, so hey — why not buy both?!

Madewell

Promising reviews: "I bought these in black and loved the fit and feel so much I came back for the canvas." —Madewell Customer

"Love these barrel jeans! A great color to take me through the fall and even through the winter I’m 5'3", it hits right at the ankle and they’re not too wide! I get many compliments!" —Kesny5

Price: $148 (available in sizes 23–33, including petite, short, and tall fits, and two washes)

21. A slouchy crewneck sweater for days when you want to be comfy, but you still have to leave the house and look presentable. Hellooooo!

Madewell

Promising reviews: "Love the colors and the fit. So glad to see all the versions of this sweater coming out! Perfect weight for seasons here in Nashville." —Txgalinnash

"The drape on this sweater is really beautiful and the cut is perfect. I sized up for a relaxed look and was glad I did so." —Angela

Price: $98 (available in sizes XXS–XXL and six colors/patterns)

22. A quilted barn jacket because, honestly, I've been wanting a jacket EXACTLY like this for YEARS, and it's like Madewell just saw into the fashion vision board inside my head and plucked it right out of obscurity. I'm buying all three colors right this second!

Madewell

Promising review: "I bought the blue and brown checkered version of this jacket. I have been wanting a quilted jacket for a while now, but didn't want a bold pattern. This one is perfect. It gives fall vibes and yet the color combo will be great in the spring and summer on cooler nights." —CaiGirl21

Price: $198 (available in sizes XXS–XXL and three colors/prints)

23. A pair of patch pocket jeans since this is one of the most popular denim styles around atm! I've spotted Miss Elle Woods, aka Reese Witherspoon herself, in a similar pair, so you'll def be in good style company.

Madewell

Promising review: "Fit is perfect. High waisted, with a little stretch. Perfectly long enough for my 5’0” height without being too long! They make the butt look great! The front pockets give it an elevated look for a casual but dressy feel! Soooo soft!" —Kay Dee

Price: $148 (available in sizes 23–33 and 14W–24W, including petite, short, tall, and plus, and two washes)

24. A pair of denim overalls you can wear over a pointelle top, plaid button-down, long-sleeve tee, or even a matching denim shirt! They're designed to celebrate Madewell's 20th anniversary and are inspired by one of the brand's heritage designs, complete with a hammer loop, carpenter pockets, and a vintage Madewell label on the bib. I've been an overalls girlie since the late ’90s, so let's just say these are right up my style alley!

Madewell

Price: $158 (available in sizes XXS–XXL)

25. A floral puff-sleeve mini dress with vintage-y, cottage core-y, ’70s vibes, and I am HERE for allllll of it!

Madewell

Promising review: "I bought this dress recently and I wear it at least once a week to work. I love it!" —Madewell Customer

Price: $138 (available in sizes 00–14)

26. A leather bomber jacket that's waiting to be the centerpiece of your next edgy rocker ’fit. Add a white tank, baggy jeans, and a pair of lug-sole boots, and BOOM.

Madewell

Price: $598 (available in sizes XXS–XXL)

27. A cropped plaid button-down that somehow feels straight out of the ’90s, but also totally 2020s. I live for a boxy shirt, and as a petite gal, my fave #petitefashionhack is to buy cropped shirts that fit my body as full-length ones — so you KNOW this one's already in my cart!

Madewell

Price: $88+ (available in sizes XXS–XXL and four colors/patterns)

Still looking for the perfect wardrobe update for *y-o-u*? Try these:

* If Your Wardrobe Makes You Wanna Snooze, These 31 Pieces Will Wake You Up

* Clothing Items Perfect For Those “Not Too Hot, Not Too Cold” Days

* Things You Can Wear Multiple Ways On Vacation If You’re Tight On Suitcase Space

* Fashion Pieces Reviewers Say They Want In Every Color

* If You Wait All Year For Fall Fashion, You’ll Want These 31 Cute Pieces

Plus, activewear, matching sets, and finds from Abercrombie, Aerie, Athleta, Banana Republic, Bloomchic, City Chic, Eloquii, Free People, Gap, J.Crew Factory, Lane Bryant, Loft, Madewell, Modcloth, Old Navy, Quince, Target, Torrid, and Walmart.

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Reviews for this post have been edited for length and/or clarity. 

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