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Fall Fashion: 5 Plaid Looks to Get You Into the Holiday Season

Fall Fashion: 5 Plaid Looks to Get You Into the Holiday Season

One of the most timeless fashion trends is plaid, but did you know that “plaid” isn’t actually the proper name for the all-too-familiar, Fall-favorite fashion trend? According to Smithsonian Magazine, “plaid” isn’t actually the proper name for the pattern. Instead, it was originally called “tartan” for the “individual colors and patterns used to decorate the clothes of different Scottish clans.” And the reason why it’s more often used during the colder months is that during its origins, the “tartan” or “plaid” were “heavy traveling cloaks worn to ward off the bitter cold of the Scottish winters.” (via Bustle) The term “plaid” was only used to describe such patterns when the British and American textile manufacturers adapted the design and recreated fabrics that replicated the design of the original Scottish garb. Today, plaid has become a Fall fashion staple, with styles spilling over to the Spring/Summer seasons. To prepare us for the cool, cozy days and exciting autumn festivities, here are 5 plaid looks to get you into the holiday season. Shop for all of your favorite plaid picks today!


Look 1: The Cozy Stylish

1. Calvin Klein Plaid Cape

This Fall, cozy up to this gorgeous plaid cape from Calvin Klein. This unlined cape features a stand collar and latch key hardware closure so you can wear it open to show off layers or closed for cooler days and evenings. The Calvin Klein Plaid Cape brings a timeless sophistication to your Fall fashion collection. Shop at Macy’s.

2. Levi’s Women’s 711 Skinny Jeans in Long Length in Water Less™  Soft Black

Pair that super comfy cape with a black pair of jeans in the form of Levi’s Women’s 711 Skinny Jeans. It’s specifically designed with an innovative stretch to lift, flatter and hold all day long, so it keeps up with you wherever you go. Levi’s Waterless is a range of jeans that are made with a lot less water using new, innovative ways developed by the brand’s designers. This pair features a button closure with zip fly and belt loops. Made of cotton, polyester, and elastane. Shop at Macy’s.

3. Born Women’s Wynter Comfort Bootie in Navy

Step into autumn with comfort and style combined in this Born Women’s Wynter Comfort Bootie. It features hand finishing touches that transform the eclectic bootie with its contrast stitching, ankle cutouts and leather laces. Its signature style turns heads and adds a leveled up look to your regular booties. It features a 1-inch heel height, a 4.12-inch shaft height, and a shaft circumference of 11 inches. It features an Opanka construction for added comfort, round toe, and cushioned removable footbed for easy wear all day. It also features distressed suede and an inside zip. Customer Nycalady gave it a 5-star review, writing, “Love Born brand & these booties do not disappoint. Super comfortable, chic and cool look, good traction on the bottom, quality materials & construction. Fit true to size. Yes, another Born winner!” Shop at Macy’s.

4. DKNY Bryant Leather Backpack in Caramel and Gold

Made of genuine leather, this classy DKNY Bryant Backpack offers a modest, contemporary style to your collection of accessories. This textured leather backpack is great for quick errands or heading back to work in the city. It features gold-tone hardware that gives it a sophisticated look, shoulder straps, a slip pocket, and a zipper pocket so you can pack all your essentials for a quick trip outside. Get up to 55% off for a limited time at Macy’s.

5. MVMT Women’s Charlie Gold-Tone Stainless Steel 24mm Bracelet Watch

A classic watch never goes out of style. The MVMT Charlie watch offers a vintage touch to a contemporary piece of fashion accessory. Charlie features distinct contours, soft lines and minimal dial, which are all very feminine and easy to wear. The piece personifies sophistication in its luxe gold-tone finish and white face. The watch features a quartz movement, a rectangle 24mm stainless steel case, a gold-tone stainless steel strap, and a deployment buckle for closure. Its minimalist dial features a white face with a tiny date window. This watch is water resistant up to 30 meters. Customer DTuf gave it a 5-star review, writing, “This watch was purchased as a gift. It arrived very quickly and was packaged securely. It comes with extra links if you need to resize the band. Very stylish and it looks just as shown in the picture. The person who got this gift loved it.” Shop at Macy’s.

Look 2: The Chic Boss Lady

1. Calvin Klein Ponté-Knit Plaid Mock-Neck Dress in Khaki Multi

This look begins with the charmingly sophisticated Ponté-Knit Plaid Mock-Neck Dress from Calvin Klein which features a mock neckline to create a very polished look that will take you from the office to your evening date effortlessly. It features a back zipper closure and a shift silhouette. This dress is unlined. Customer Angela gave it a 5-star review, writing, “This is sexy on! The online photo doesn’t do this dress justice. There is navy and a slight metallic thread in the plaid. The fabric is a nice weight to get you through the Fall days. The sleeves are full and adorable with four covered buttons on the cuffs.” Get it at a discounted price for a limited time at Macy’s.

2. MICHAEL Michael Kors Asymmetrical Belted Coat in True Navy

Layer up with this stylish coat from MICHAEL Michael Kors, which features asymmetrical button closures at the front that lend a high-style touch to this piece. The belt is easily removable for days when you feel like putting on loose layers. It also features a stand collar and two pockets at the waist for easy storage of keys and a cellphone. This coat is made of wool, polyester, acrylic, cotton, and nylon blend, and has a polyester lining. Get up to 55% off for a limited time at Macy’s.

3. Bandolino Zeffer Detail Dress Pumps in Nude

With sleek, curved lines, the Bandolino Zeffer Detail Dress Pumps is a chic pair that will take you from day to night effortlessly. It features a kitten mid-heel that’s comfortable to wear for longer and a 2.5-inch stiletto. It also features a buckle closure. A chic little bow adds playful charm to this gorgeous all-year-long footwear from Bandolino. Customer Zuleyka had nothing but praises for this shoe that she rated 5 stars, writing, “Great product. True to size. Classy. Very sharp and comfortable. Looks very expensive (great quality). Received tons of compliments. The price was fantastic and delivery was fast. I absolutely love these shoes. They are mainly used for work/church.” Get 50% off for a limited time at Macy’s.

4. DKNY Bryant Dome Satchel in Caramel and Brown

For all the things you need on daily trips to work or for errands, the DKNY Bryant Dome Satchel has got you covered. Made of genuine leather and adorned with gold-toned hardware, this textured satchel from DKNY offers dual rolled handles and an optional shoulder strap for versatile carrying. It features a slip pocket and a zipper pocket to keep essentials in place. 100% of reviewers recommend this product. Customer Genevieve gave it a 5-star review, writing, “Very cute and stylish bag. It’s the perfect size, not too big or too small. Fits my wallet, phone and makeup bag perfectly and I love how it looks cross body.” Get up to 55% off for a limited time at Macy’s.

5. Macy’s Diamond Chevron Openwork Cuff Ring (1/6 ct. t.w.) in 10k Gold

Top off this look with this ultra chic Diamond Chevron Openwork Cuff Ring, which features 1/6 carat diamonds in a wraparound design set in 10k gold. It offers high shine and a cutting-edge design that’s unique. Get up to 79% off for a limited time at Macy’s.

Look 3: Taylor Swift’s “Folklore” Look

1. DKNY Petite Plaid Walker Coat in Brown Plaid

Capture Taylor Swift’s iconic “Folklore” album cover look with the DKNY Petite Plaid Walker Coat, which comes in a neutral plaid that pairs perfectly with everything. This traditional coat offers a subtle print with its plaid and a classic style with its notch collar and button closures at the front. It also has slit pockets at the hips. Customer Shaba gave it a 5-star rating, writing, “I am getting tons of compliments on this coat! Definitely a fresh trendy look that I never had before!” Get up to 55% off for a limited time at Macy’s.

2. Lauren Ralph Lauren Puffed Sleeve Dress in White

While Taylor opts for a plaid-on-plaid look on her album cover, you can also go for a plain white dress underneath the coat, just like this Lauren Ralph Lauren Puffed Sleeve Dress, which features delicate lace trim with a tiered silhouette and puffed sleeves that combine into a gorgeous prairie dress that we think Taylor Swift herself would wear! It features elasticized smocked cuffs, puffed elbow sleeves with a delicate lace trim, a self-tie belt at the waist, and shirring at the seams. Get 40% off for a limited time at Macy’s.

3. Tommy Hilfiger Rezin Booties

Copy Taylor’s autumn-appropriate look with the vTommy Hilfiger Rezin Booties, a casual low heel bootie adorned with gold-tone hardware and straps. It features a cushion insole and inside zip for entry and is made of synthetic faux leather. It’s an all-year-round must-have you need in your closet for any type of outing. Customer Stephanie8 gave it a 5-star review, writing, “I’ve bought so many boots over the years and none have given me the comfort these do! Honestly the most comfortable boots you’ll ever own! Must buy!” Get 30% off for a limited time at Macy’s.

4. Macy’s Diamond Fashion Waves Band (1/5 ct. t.w.) in 14k Gold

Adorn your finger with this gorgeous diamond waves band ring from Macy’s, which features a design inspired by a woodland branch kissed with dew. A “Folklore”-appropriate accessory, this ring is set in 14K gold and features 1/5 Carat diamonds. Get up to 73% off for a limited time at Macy’s.

5. lonna & lilly Gold-Tone 4-Pc. Crystal & Stone Bobby Pin Set

Accessorize your hair in a messy bun or keep wisps in place with this set of bobby pins from lonna & lilly. These four stunning bobby pins are set in gold-tone mixed metal and feature gorgeous earthy colors. This four-piece set comes packaged in a gift box. Get 35% off for a limited time at Macy’s.

Look 4: Punk Rock Chic

1. Danielle Bernstein Faux-Leather Moto Jacket

This classic punk rock look begins with a moto jacket that never goes out of style. This fall staple for dressing up or down is created by Danielle Bernstein, featuring a faux-leather jacket detailed with shoulder pads, silver hardware and a belt closure that offers versatility in wearing both open or closed. Danielle Burnstein is the founder of world-renowned fashion blog WeWoreWhat and with this collection, she pays homage to her childhood as she grew up shopping for clothing at Macy’s. Get this jacket at Macy’s.

2. Tommy Hilfiger Plaid Pants

Here’s a summer-to-fall wardrobe staple you need in your closet: the Tommy Hilfiger Plaid Pants offers a grunge rocker chic vibe to any everyday ensemble. Mix things up any day of the week with this pair, which features a zipper and button closure at the front and belt loops. This pair is made of rayon, polyester, and spandex. Get 25% off for a limited time at Macy’s.

3. Lucky Brand Rizzo Graphic T-Shirt in Heather Grey

This Fall, honor your favorite “Grease” character with the Lucky Brand Rizzo Graphic T-Shirt, which features none other than Betty Rizzo with her iconic hair and shades. The no-holds-barred and sarcastic leader of the Pink Ladies, Rizzo is one tough cookie we could all learn from. Grab this t-shirt that features the sassy character, as well as a comfortable crewneck that’s great to wear on casual days out. Made of cotton and polyester. Shop at Macy’s.

4. DKNY Women’s Bart Lace-Up Buckled Lug Sole Booties

No punk rock look is complete without some boots, so go for this pair from DKNY to level up your rock-inspired ensemble. This lug sole bootie features a bold moto attitude that’s perfect for pairing with the jacket. It features a 2-inch block heel, round-toe lace up style with inner ankle zipper closure, and buckled straps at the shaft for extra attitude. Shop at Macy’s.

5. Gucci Sunglasses GG0062S

Whether you’re hiding those bags from a great night of Netflix and chill or simply want to protect your eyes from the sun, these Gucci Sunglasses has got you! Cap off this look with a pair of sunglasses from Gucci, a brand that represents the quintessence of luxury. Modern and sexy, these glasses are made of the highest quality materials and offer distinctive shapes enriched with historic icons that celebrate the House of Gucci. It features a pilot frame style and gradient lens. Shop at Macy’s.

Look 5: The Retro Ensemble

1. Jessica Howard Plaid Bell-Sleeve Dress

At the heart of this retro look is the Jessica Howard Plaid Bell-Sleeve Dress, which oversized plaid delivers a fresh slant on an A-line dress. It features flared bell sleeves that offer a chic, throwback style to this funky dress. It also features a button-and-loop closure at the back neckline, a round neckline, and an A-line silhouette. Shop at Macy’s.

2. Lauren Ralph Lauren Dryden Debby II Mini Leather Drawstring Bag

An amazingly spacious bag for your everyday needs, this lightweight drawstring piece from Lauren Ralph Lauren features smooth, rich leather and a modern mini silhouette. It’s a small bag with big aspirations with its drawstring and snap closures, gold-tone exterior hardware and metallic printed logo at the front. It also features a bonded faux-leather interior and a polyester pocket lining. Customer Hajer gave it a 5-star rating, writing, “I like the bucket design but I couldn’t find something with a high quality and good price…I was able to buy this beautiful bag with a high and excellent quality and this is a perfect for everyday use and you can put your phone, water, wallet, keys, mini hand sanitizer or cream or even some make up pieces.” Shop at Macy’s.

3. Giani Bernini Velmah Memory Foam Mary Jane Pumps

Why choose one when you can have two? This pair of Mary Jane pumps from Giani Bernini combines soft suede and patent gloss in a chic colorblocked effect on this vintage-inspired pair. These round-toe, ankle strap pumps feature a 3-inch heel, adjustable buckle closure, and a memory foam sock with extra cushion at the heel and arch support for added comfort. Shop at Macy’s.

4. Prada Sunglasses PR 01VS 56 in Havana/Red/Grey Gradient

When it comes to high fashion, Prada is the brand that is synonymous to understated style that often dictates new trends. This world-renowned fashion leader is known for its hallmark styling, paired with high quality and dedication to innovation. These polyamide sunglasses from Prada feature a cat eye style with a large frame, with gradient lenses. Customer Dparrino1 gave it a 5-star review, writing, “I was hesitant at first because of the high price tag but these sunglasses are completely worth it! They’re so cute and go with any outfit. The perfect cat eye.” Get up to 50% off for a limited time at Macy’s.

5. Robert Lee Morris Soho Disc Pendant Long Necklace

Complete this retro look with this piece from Robert Lee Morris Soho. It’s a gold tone long necklace with an oval-shaped disc pendant featuring a cutout detail at the center. It is approximately 30 inches long and has an additional 2-inch extender. Crafted from metal. Shop at Macy’s.

For more amazing fall fashion stories, make sure to check out the stories in the links from our archive below.

Fall Fashion and Beauty Edit: The Best Finds at Bloomingdale’s Right Now

Fall Fashion 2020: Discounted Fall Styles for Women

Fall Fashion Finds for Men and Women

Fall Fashion: Sustainably Sourced and Responsibly Manufactured Pieces at Nordstrom

Fashionable Fall Boots You’ll Want to Wear All Season

Just a disclaimer – We have partnered with these companies because we use their products and/or proudly trust and endorse them – so we do receive a commission if you make a purchase or sign up for services. Often, we are able to negotiate special discounts and/or bonuses, which we will pass on to you via our links. We often get short notice on sale items available for 24-48 hours as we will pass these savings onto you.

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