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Perfectly Plaid: My Favorite Plaid Pieces This Season

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A little tartan, a little windowpane, a few softer checks, and probably more plaid skirts than anyone reasonably needs. These are my favorites right now.
 
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Brown + Plaid = The Perfect Fall Piece
Long-sleeved checked dress
 
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This is exactly how I want a plaid maxi to fall: long, full, and slightly undone.
Ives Maxi Skirt
 
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The mixed plaid and pinstripe panels are so good together. A little unexpected without being hard to wear.
Final Score Midi Skirt
 
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The tiny check and warm brown tones are so good together. Very classic blazer from far away, much more interesting once you actually look at it.
Whip Smart Nine Lives Blazer
 
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Soft plaid knit is apparently all it takes to get me. I love the muted colors and slightly cropped shape.
Highland Mist Cardi
 
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The texture gives this little jacket so much more personality than a basic neutral layer. Really cute with cream, denim, or anything brown.
Point It Blind Jacket
 
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The dark brown plaid and high neck make this feel so polished. I especially like that the sheer fabric keeps all that coverage from feeling heavy.
MOTF WOMEN PLAID PATTERN HIGH NECK FLOWY HEM DRESS WITH BELT
 
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The green and navy plaid is such a good combination. It has a little country-club energy, which is obviously doing it for me.
Bea Plaid Jacket-Green
 
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The asymmetrical hem makes the plaid feel a lot less predictable. Very good with a fitted knit and boots.
Plaid Scarf Hem Midi Skirt
 
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black-and-white plaid that actually has movement. The handkerchief hem is what makes it.
Plaid Maxi Handkerchief Skirt
 
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I’m stealing the styling idea more than anything here. The brown sweater vest over gingham looks so good, and the built-in layering means none of the bunching.
Women's Merino Wool-Blend Layered Collared Sweater Mini Dress | Women's Dresses & Jumpsuits
 
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Plaid in cardigan form, which is apparently all I needed to know. The cream and brown combination is especially good for fall.
Women's Textural Stitch Shrunken Cardigan | Women's Tops
 
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The tiny brown check, oversized lapels, and belt make this feel much more expensive than it is. Very old-school without looking costume-y.
Women's Short Belted Trench Coat | Women's Coats & Jackets
 
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I will never be done with plaid outerwear. This one has such a good old-school trench shape, and the tiny check makes it even better.
Women's A&F Carrie Long Trench Coat | Women's Coats & Jackets
 
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Apparently even workout clothes can have a heritage moment. The tiny brown check is such a good change from another pair of plain black leggings.
Women's YPB studioFLEX 7/8-Length Legging | Women's
 
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The tiny gingham and exaggerated mock neck make this feel much more interesting than a basic lightweight jacket. Very polished, very fall.
Women's 100% Cotton Mock Neck Jacket | Women's
 
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The plaid, contrast collar, and slightly boxy shape are so good together. Very English countryside, in the best way.
Women's Wool-Blend Barn Jacket | Women's
 
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The brown gingham is ridiculously charming for something that usually lives at the bottom of a bag.
Hill House x Wet Brush Mini Detangler - Brown Gingham
 
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Unique and very well priced. Can't get any better than this
Women's Cozy Betsy Plaid Mules - Universal Thread™ Brown
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Loove!!
Plaid Alpine Meadow Jacket - Black Plaid
 
Slim-Fit Printed Turtleneck
 
Plaid Fringe Mini Wrap Skirt
 
Faux Leather Trim Mini Wrap Skirt in Houndstooth
 
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A puffer but make it preppy
Checked anorak with funnel neck
 
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Why is a brown plaid jacket always the answer
Checked jacket with funnel neck
 
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The kind of fall dress that does most of the styling for you.
Houndstooth Turtleneck Midi Dress
 
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The texture and pattern play here is impeccable
Wool coat checked patch black Women's I Desigual.com
 
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An easy fall layer with some personality
Shiloh Jacket | Sweaters
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This screams fall
Wool Blend Coat | Coats & Jackets
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The plaid panels turn a classic trench into something much more interesting
Akili Trench Coat | Women
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Love this take on a traditional barn jacket
Crop Barn Coat | Coats & Jackets
 
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This feels very old-school country club in the best way.
Cropped Jacket With Mixed Collar | Coats & Jackets
 
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The plaid ruffled collar is so cute
Wool Blend Cardigan With Detachable Ruffle Plaid Collar | Sweaters
 
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Love the dramatic feel, this one's a statement fall piece
Oversized Maxi Combo Trench Coat | Lightweight Jackets
 
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The mutes brown plaid is so perfect for fall
Collared Jacket With Patch Pockets | Coats & Jackets
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Quilted check with a cozy, fleecy collar. Perfect for chilly dog walks and weekends upstate.
Quilted Checked Jacket | Coats & Jackets
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Small check print, black trim, and a collarless neckline. Polished like a tweed jacket, with a cozier padded feel.
Padded Long Sleeve Jacket | Coats & Jackets
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For the mornings you can't put an outfit together. This one already did the work
Mixed Media Gingham Skirt Dress | Midi Dresses
 
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Makes it look like you just came from a workout, whether or not you did.
Flex Yoga Jacket | Women
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Finally, leggings with more personality than your black ones.
Printed Flex Capri Leggings | Women
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You'll get stopped about the sheep. Every time
Blackwatch Plaid Tote With Sherpa Trim | Handbags
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Two looks in one throw, so you can change up the room without changing anything else.
Faux Wool Plaid Fringe Reversible Throw
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It comes boxed with a ribbon, so the gift wrapping's already done.
Made In Italy Wool And Cashmere Blend Plaid Boxed Throw | Global Home
 
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One knot at the waist and you look like someone who irons.
Elsie Belted Jacket | Women
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Roll the cuffs and let the plaid do the talking.
Corduroy Collar Jacket | Women
 
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Your Thanksgiving-through-February outfit is now handled.
SAM EDELMAN Plaid Stand Collar Jacket
 
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Small check print, black trim, and a collarless neckline. Polished like a tweed jacket, with a cozier padded feel.
Padded Long Sleeve Jacket | Coats & Jackets
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Classic, preppy, everything i want in a blazer
Women's Classic Wool-Blend Blazer | Women's Clearance
 
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A full flannel skirt that somehow feels romantic instead of lumberjack. The tiered shape makes the plaid so much prettier.
Emberwood Flannel Maxi Skirt
 
By Anthropologie Heritage Patchwork Blazer
 
SAMBA OG SHOES
 
Women's Classic Wool-Blend Blazer | Women's New Arrivals