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You are here: Home / Effortless Style / The Best Early Fall Pieces At Madewell

The Best Early Fall Pieces At Madewell

August 29, 2023 By sara-elizabeth Leave a Comment

As new seasons come, we like to choose a couple of retailers to feature for you guys…  This is a great way to give you an idea of the new trends we are seeing for the season, as well as the trends that are sticking around.  It’s also a great way to give some fresh ideas on pieces we have vetted, in case you are looking for some new pieces for your closet.  That said, we were really excited about what we saw in store at Madewell last week while shopping for some clients…  So we snagged a bunch of pieces to highlight for you guys!  Let’s check out the best early fall pieces at Madewell.

 

The Best Early Fall Pieces At Madewell

Before we get started on the best early fall pieces at Madewell…  We want you guys to know that we shot all of these photos in the 100 degree heat last week in Nashville.  We are HERE for you hah!

Denim shorts are fabulous for transitioning into fall.  They are a little cooler than jeans and can be paired with a variety of tops to achieve instant early fall style success.  One of our favorite early fall looks is denim shorts and a sweater.  Katie and SEB have paired these fun crossover waist Bermuda denim shorts with two different sweaters to give you guys a couple of ideas of how to do this.  We get a lot of questions about the longer shorts we are seeing right now, particularly as it relates to petite or shorter body types.  Katie is about 5’5″, and SEB is about 5’4″…  As you can see, both pull off the longer short nicely!

Striped Crewneck Sweater & Crossover Baggy Bermuda Jean Short how to wear Bermuda shorts how to style Bermuda shorts how to wear Birkenstocks how to wear a sweater and cutoffs how to wear a sweater and shorts

Striped Crewneck Sweater {Plus Sizing Available} | Sunglasses | Crossover Bermuda Jean Short | Ivory Birkenstock

LTK Link To Striped Sweater & Jean Short Look

 

The Best Early Fall Pieces At Madewell Oversized Crewneck Sweater & Crossover Baggy Bermuda Jean Short Nashville stylists share madewell favorites for fall personal stylists share must have pieces for fall how to style Bermuda shorts how to wear Bermuda shorts how to wear a sweater and shorts fun fall style inspo what to wear this fall

Oversized Crewneck Sweater | Sunglasses | Thick Gold Hoops {Similar} | Elastic Gold Bangles | Crossover Bermuda Jean Short | Ivory Birkenstock

LTK Link to Sweater & Jean Short Look

 

Must Have Pants For Fall

We are seeing a lot of wide leg pants in fun colors for fall.  We particularly love the Emmett style at Madewell.  This silhouette comes in six different colors, and we have highlighted two of them for you guys below.  Katie has paired the artichoke green colorway with a cropped button-up shirt that we are loving…  And the chestnut brown colorway with a soft and comfy cropped muscle tank.  This muscle tank comes in a handful of staple colors, so be sure to click the link to check those out.

The Best Early Fall Pieces At Madewell Cropped Utility Button-Up Shirt & Artichoke Green Wide Leg Pants personal stylists share fall favorites at Madewell must have pieces for fall at madewell nashville stylists share early fall style inspiration what to wear this fall how to style wide leg pants how to wear sandals with wide leg pants how to style a cropped button-up shirt

Cropped Utility Button-Up Shirt {Extended Sizing Available} | Artichoke Green Wide Leg Pant {Petite, Plus, & Tall Sizing Available} | Metallic Slide Sandal

LTK Link To Cropped Button-Up Shirt & Wide Leg Pant Look

 

Crewneck Cropped Muscle Tank & Brown Wide Leg Pants how to style wide leg pants how to wear Birkenstocks must have pieces for the season must have wardrobe staples

Crewneck Cropped Muscle Tank {Extended Sizing Available} | Brown Wide Leg Pant {Petite, Plus, & Tall Sizing Available} | Ivory Birkenstock

LTK Link To Muscle Tank & Wide Leg Pant Look

 

Pleated pants are a huge trend for fall!  How fun is this pair?!  This silhouette comes in seven different colorways, so there is something for everyone.

The Best Early Fall Pieces At Madewell Sweater Vest & Pleated Slacks the pleated pant trend how to style pleated pants how to wear pleated slacks the best pleated pants for fall nashville stylists share fall trends personal stylists share fun fall style inspo

Sweater Vest {Similar} | Sunglasses | Pleated Slacks {Petite, Plus, & Tall Sizing} | Leopard Print Slingback

LTK Link To Sweater Vest & Pleated Slacks Look

 

Fun Dresses & Skirts For Fall Via Madewell

More of the best early fall pieces at Madewell….  Sets continue to dominate the style scene for fall – in particular, solid colored and monochromatic sets.  Katie grabbed this set for SEB to try on, and it is so fabulous!  Wear the tank and skirt together, or separate the pieces out for countless different looks.

The Best Early Fall Pieces At Madewell Cutaway Sweater Tank & Matching Midi Slip Skirt how to wear a matching set how to create a matching set must have pieces for the fall season fun fall trends personal stylists share fall style inspiration

Cutaway Sweater Tank {Extended Sizing Available} | Sunglasses | Thick Gold Hoops {Similar} | Elastic Gold Bangles | Midi Slip Skirt {Extended Sizing Available} | Clear Strap Slide Sandal

LTK Link To Sweater Tank & Midi Skirt Look

 

Crewneck Cropped Muscle Tank & Midi Slip Skirt how to style a muscle tank how to wear a midi skirt with Birkenstocks how to wear Birkenstocks how to style a skirt

Crewneck Cropped Muscle Tank {Extended Sizing Available} | Sunglasses | Thick Gold Hoops {Similar} | Elastic Gold Bangles | Matching Midi Slip Skirt | Ivory Birkenstock

LTK Link To Muscle Tank & Midi Slip Skirt Look

 

SEB loved this dress when she saw it in store….  The perfect fall piece!  The color is seasonally appropriate, and the silhouette lends itself nicely to the warmer temps in September and early October.  She plans on wearing this for parents weekend at her daughter’s college – Roll Wave!

The Best Early Fall Pieces At Madewell Cutout Puff Sleeve Midi Dress personal stylists share must have pieces for fall nashville stylists share fall style inspiration must have dress for fall the best dress for fall how to wear a midi dress

Cutout Puff Sleeve Midi Dress | Sunglasses | Thick Gold Hoops {Similar} | Elastic Gold Bangles | Metallic Block Heel Sandal {Similar}

LTK Link To Midi Dress Look

 

Our Favorite Tops & Jackets At Madewell

It’s no secret that we love a striped button-up shirt!  But this one is extra special!  Because it is a modular piece, it can be worn two ways…  Oversized like in the first picture, or cropped like in the second!  So fun…

The Best Early Fall Pieces At Madewell Striped Modular Oversized Button-Up Shirt & Medium Wash Jeans must have pieces for the fall season versatile pieces for fall what to wear this fall personal stylists share favorite fall pieces what to buy this fall how to style Birkenstocks

Striped Modular Oversized Button-Up Shirt | Sunglasses | Raw Hem Straight Leg Jean | Ivory Birkenstock

LTK Link To Modular Button-Up & Jean Look

 

Striped Modular Oversized Button-Up Shirt & Ripped Straight Leg Jeans how to style a cropped button-up shirt how to wear a cropped shirt in your 40's

Striped Modular Oversized Button-Up Shirt | Sunglasses | Ripped Straight Leg Jean | Loafer Mule {Similar}

LTK Link To Modular Button-Up Shirt & Jean Look

 

Love this traditional single breasted plaid blazer…  That has a fun twist!  Isn’t the cropped silhouette SO cute?  Cropped everything is big for fall again.

The Best Early Fall Pieces At Madewell Plaid Cropped Blazer & Black Jeans how to wear a cropped blazer must have pieces for fall what to wear this fall what to buy for fall how to style black jeans how to wear a blazer with jeans personal stylists share fun style inspo for fall

Plaid Cropped Blazer {Extended Sizing Available} | Crewneck Cropped Muscle Tank {Extended Sizing Available} | Sunglasses | Elastic Gold Bangles | Black Chewed Hem Skinny Ankle Jean | Black Bit Loafer

LTK Link To Cropped Blazer & Jean Look

 

Here is that fun cropped utility button-up shirt again.  SO many ways to wear this piece going into fall. Love it paired with a great pair of denim like this crossover waist light wash pair from Madewell and some fun sneakers.

The Best Early Fall Pieces At Madewell Cropped Utility Button-Up Shirt & Crossover Baggy Straight Leg Jeans how to wear a cropped shirt in your 40s how to style light wash jeans for fall what to buy this fall personal stylists share favorite fall pieces Nashville stylists share must have clothes for fall what you need in your closet this fall

Cropped Utility Button-Up Shirt {Extended Sizing Available} | Sunglasses | Crossover Baggy Straight Leg Jean | Suede Retro Sneaker

LTK Link To Cropped Button-Up & Jean Look

 

Last but not least, another fabulous blazer.  Katie definitely needs to keep this piece, don’t you think?

Double Breasted Blazer & Ripped Straight Leg Jeans how to style distressed jeans how to style ripped jeans how to wear a blazer with jeans dressy casual fall looks what to buy this fall what you need in your fall closet

Double Breasted Blazer {Petite & Plus Sizing Available} | Crewneck Cropped Muscle Tank {Extended Sizing Available} | Sunglasses | Ripped Straight Leg Jean | Loafer Mule {Similar}

LTK Link To Blazer & Jean Look

 

If you would like some help shopping this fall, reach out to us!  We would love to chat with you and determine how we can best help you out!

 

   

Filed Under: Effortless Style, Effortless Style for Moms, Shopping, Styling Tips, Transitioning Your Closet For New Season, Trends

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Katie Rushton

Katie Rushton, founder, effortlesstyle

Being a stylist, image & wardrobe consultant, and personal shopper means I get to do things I love every single day. Read more...

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Black and white stripes + ballet flats! 🖤🤍 I Black and white stripes + ballet flats! 🖤🤍 I have a feeling that this is going to be my go-to look this fall!
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Striped Cardigan ~ @hm | Denim ~ @topshop | Ballet Flats ~ @hm | Necklaces ~ @uncommongjames + @bymaynashville | Sunglasses ~ @amazonfashion 
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#LookOfTheDay #StylingSession #BookNow #reelsviral #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #nashvillewardrobeconsultant #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
#reelsinsta #wellnessofstyle #over40andfit
SEB’s Fall Fashion Hack: Cool and Chic! 🖤🍁 SEB’s Fall Fashion Hack: Cool and Chic! 🖤🍁☀️ Our team member, Sara Elizabeth, is slaying the hot Tennessee fall days with this effortless yet stylish look. She’s got the black midi skirt, the white tank, and the oversized denim jacket working in perfect harmony.
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We’re all about easy-breezy style transitions. Fall fashion never looked so chic and comfortable.
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Ready to rock your fall wardrobe? Let our stylists guide you on a journey to style perfection. Your effortless fall fashion awaits! 🌟👗✨ 
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#FallFashion #EffortlessChic #StylingInspo #FashionHacks #LookOfTheDay #StylingSession #BookNow #reelsviral #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #nashvillewardrobeconsultant #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
#reelsinsta #wellnessofstyle #over40andfit
I spent the last few days in NYC with my best girl I spent the last few days in NYC with my best girls.❤️ Sharing a few of my looks with you guys today. I kept it super casual and comfortable for this trip, as we did lots of walking and exploring of the city! 
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#LookOfTheDay #StylingSession #BookNow #reelsviral #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #nashvillewardrobeconsultant #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
#reelsinsta #wellnessofstyle #over40andfit
Reimagining Classics! 🖤🍂🌟 Our stylist ext Reimagining Classics! 🖤🍂🌟 Our stylist extraordinaire, Dana, is giving us major style déjà vu with this stunning black denim jumpsuit. It’s back, it’s fabulous, and it’s perfect for transitioning into the fall season.
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At Effortless Style, we believe in the power of timeless pieces that effortlessly evolve with the seasons. Dana shows us how to breathe new life into a classic favorite, proving that style is all about reinvention.
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Ready to revamp your wardrobe for fall? Let Dana guide you on a personal shopping trip or through a Closet Audit. Your fall fashion transformation begins now! 🌟👖✨ 
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#FallFashion #DenimDreams #EffortlessStyle #StylingSession #BookNow #LookOfTheDay #reelsviral #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #nashvillewardrobeconsultant #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
#reelsinsta #wellnessofstyle #over40andfit
Shopping with a client calls for a blazer + jeans Shopping with a client calls for a blazer + jeans look today! 🤍
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Blue Blazer ~ @madewell | Neutral Tee ~ @madewell | Distressed Denim ~ @topshop | Mules ~ @stevemadden | Necklaces ~ @uncommonjames + @bymaynashville | Bracelet Stack ~ @aprilsoderstrom 
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#LookOfTheDay #StylingSession #BookNow #reelsviral #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #nashvillewardrobeconsultant #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
#reelsinsta #wellnessofstyle #over40andfit
Katey Preston is nailing the transition into fall! Katey Preston is nailing the transition into fall! 🍂🖤 A chic black and white blouse paired with trendy black flare jeans and sleek black sandals – the ultimate look for her personal shopping appointment this morning.
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As the seasons change, Katey effortlessly demonstrates how to keep your style on point. From classic black and white to fashionable flares, she's got the key to an effortlessly stylish fall wardrobe.
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Ready to elevate your autumn attire? Schedule a personal shopping appointment or a styling session with Katey today and let her curate outfits that embrace the beauty of the season. Your fall fashion transformation begins here! 🌟👖✨ 
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#FallFashion #EffortlessChic #LookOfTheDay #StylingSession #BookNow #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #wellnessofstyle #nashvillewardrobeconsultant #over40andfit #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
A fall inspired weekend casual look! A light sweat A fall inspired weekend casual look! A light sweater paired with denim shorts…such an easy look for running errands, spending time at the soccer field and for cookouts with friends! 🤍
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Striped Sweater ~ @madewell | Denim Shorts ~ @madewell | Sandals ~ @birkenstock | Necklaces ~ @uncommongjames | Bracelet Stack ~ @aprilsoderstrom 
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#LookOfTheDay #StylingSession #BookNow #reelsviral #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #nashvillewardrobeconsultant #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
#reelsinsta #wellnessofstyle #over40andfit
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Which pair speaks to your autumn vibes? Let us know in the comments below! 👇 
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#FallFashion #FootwearFavorites #ShoeLove #StylingSession #BookNow #LookOfTheDay #styleoftheday #effortlesstyle #styleinspo #effortlesstylenashville #personalstylistonline #nashvillewardrobe #nashvillewardrobestylist #wellnessofstyle #fallshoes #over40andfit#nashvillewardrobeconsultant #nashvillewardrobestylists #nashvillepersonalstylist #nashvillepersonalshopper #personalstylisttips #nashvillepersonalshopping #over40style #nashvillepersonalshoppingservice
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