2026 Fall Outfit Trends

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STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

2025 Fall Outfit Ideas You Can Wear Now

Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.

Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.

No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.

Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.

  • On The Down Low Denim Strapless Midi Dress

    Take your look on the down low in this denim midi dress! The knee-length dress features a strapless neckline, stretchy smocked back, and button-down front closures, this bodycon dress will have you breaking the fashion barriers. With belt loop accents, three-pocket styling, and a midi-length hem, this denim stunner gives you the power to take risks and turn heads! Style this midi dress with a purse and block heels for a birthday brunch!

    Fit & Features

    • Strapless neckline
    • Stretchy smocked back
    • Button-down front closures
    • Bodycon silhouette, midi-length hem
    • Belt loop accents, three-pocket styling
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5283

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Slay Tall Faux Suede Boots
    Make everyday a day to slay! Over the knee boots are a way to start! Designed with an almond toe, a low block heel, and an over the knee fit with a drawstring adjustment. Boots are composed of a faux suede and have a zipper closure.

    Style Number/Barcode: 07402-0041

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polka Dot Cutie Mesh Crop Top

    Hey cutie! This polka dot crop is a must have for your wardrobe. Layer it with a lace bralette and high waist denim for a night out look!

    Fit & Features

    • Crew Neck  
    • Fitted Long Sleeves
    • Sheer Unlined Bodice
    • Polka Dots
    • Unlined Mesh Fabric

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2640

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Snake Print Bell Sleeve Top

    You'll be a total stunner in this snake print bell sleeve top! With its flowy flared long sleeves and tie front detail, this top is stylish and sassy. Perfect for your next party, wear with a pair of black high rise shorts and heeled booties.

    Fit & Features

    • Plunging V neckline
    • Long flared bell sleeves
    • Tie front
    • Cropped
    • Woven fabric
    • Snake print

     

    Style Number/Barcode: 06204-0647

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glen Check Faux-Wrap Front Skirt

    Stylish and chic, this glen check mini skirt is a fall staple for sure! It features a faux-wrap front and a curve-hugging silhouette. Pair this skirt with a crop top and chunky sneakers for an adorable everyday 'fit.

    Fit & Features

    • High rise waist
    • Faux-wrap front
    • Short, form-hugging fit
    • Allover plaid print
    • Knit fabric

    Style Number/Barcode: 06501-0316

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Stripes Brushed Knit Top

    Wrap yourself in a stylish striped top that is always on-trend. The top features a multi-colored striped print, a plunging V-neckline, and a wrap bodice with ties at the hem. The top is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high rise skinny jeans and chunky dad sneakers

    Fit & Features

    • Plunging V-neckline
    • Wrap bodice with tie straps at the hem
    • Multicolored horizontal stripe design
    • Long sleeves
    • Brushed knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06001-2950

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Daze Cropped Tank

    Get on-trend for fall in this plaid cropped tank. It features a sleeveless design with wide straps, a scoop neckline, and a cropped form-hugging fit. The lightweight knit fabric offers a moderate stretch. Complete the look with the matching cardigan.

    Shop Matching Cardigan: Plaid Daze Cropped Cardigan

    Fit & Features

    • Sleeveless, wide straps
    • Scoop neckline
    • Cropped, form-hugging fit
    • Lightweight fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06005-1098

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Trendsetter Knit Mini Dress

    Keep up your trendsetter status in this preppy-casual knit mini dress! It features a collared V-neckline, short fitted sleeves, and a short, form-hugging fit. Style with ankle booties and a cute shacket.

    Fit & Features

    • Collared V-neckline
    • Short sleeves
    • Mini-length hem, form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4566

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back At It Basic Mini Skirt

    This fall, get back to basics with this faux leather mini skirt to build the perfect seasonal wardrobe! It features a sleek design with a high-rise elastic waist and a bodycon fit. Complete the look in an oversized blazer, bodysuit, and boots.

    Fit & Features

    • High-rise elastic waist
    • Bodycon fit
    • Mini-length hem
    • Smooth faux leather fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0503

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Muse Ribbed Knit Cutout Crop Top

    Keep it chic with this ribbed knit cutout crop top. Featuring a turtleneck, bust cutout, and v-shaped hem, this top is your go-to for standout style.

    Fit & Features

    • Ribbed knit fabrication
    • Turtleneck neckline
    • Cutout at the bust
    • Long sleeves
    • Cropped v-shaped hem
    • Runs true to size

    Style Number/Barcode: 06005-2096

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ribbed Knit Turtleneck Top

    When it comes to the cooler months, turtleneck tops are the way to go. This top features long fitted sleeves, a mid-length slim fit, and a merrow edge trim. The ribbed knit fabric offers plenty of stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0291

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Already Forgot You Tee

    New year, new you, and you already forgetin' all those negative ppl you left behind!

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Mid-length hemline
    • Cotton material 
    • Moderate stretch
    • "Already Forgot You" script

    Style Number/Barcode: 06002-0358

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Down Slightly Distressed Denim Overalls

    Check you out in all that denim! We love to see you style this with a crop top and some heels bb girl!

    Fits & Features

    • Snap Buckle Closure 
    • Cross Back Design 
    • Front Bib Pocket I Traditional 5-Pocket Styling I Side Buttons 
    • Tapered Pant Legs 
    • Slight Distressing Details 
    • Stretch Denim Construction 
    • Form Hugging Fit 

    Style Number/Barcode: 06602-0102

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Basic Face Mask With Earloops

    Keep it basic and cute in a mask that doesn't clash with your favorite fits! The basic face mask features a breathable knit material and earloops for a comfortable fit. Complete your look with a basic tee and high waist skinny jeans

    Fit & Features

    • Solid color
    • Breathable knit fabric 
    • Reusable 
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask

     

    Face masks are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07305-0153

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Road Graphic Crop Top

    Hit the road in this graphic crop top! The top features a crew neckline, short sleeves, and a graphic that reads: "Road Race" complemented with angel wings. Complete your look with high waist jeans and combat boots

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: "Road Race" with angel wings
    • Cropped hem with cross straps at the hem 
    • Jersey knit fabric
    • Form hugging fit

    Style Number/Barcode: 06002-0518

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Knit Crop Top

    Keep on trend with a cute twist knot top that keeps your look on point! The top features a round neckline, long sleeves, and a cropped hem with a twist knot accent. The top is composed of a modal knit fabric that offers a relaxed fit with a moderate stretch. Complete look with clear flats and matching burgundy flared pants.

    Fit & Features

    • Round neckline
    • Long sleeves
    • Cropped hem
    • Twist knot accent at the hem
    • Soft to the touch modal fabric
    • Form hugging fit, moderate stretch 
    • Matching pants sold separately 

    Style Number/Barcode: 06001-2932

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Own It Faux Leather Zipper Booties

    Own your look with bold booties that dare to take your look to the next level! The booties feature an around the ankle fit, a lace-up front, dual zipper closure, an open almond toe, and a block heel. The booties are composed of a faux leather material. Complete look with a crop top and mini skirt

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Dual zipper closure 
    • Open almond toe
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1342

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diamond Girl Quilted Crossbody

    Elevate your glam with a chic quilted crossbody that reflects your luxe sense of fashion. The crossbody features a diamond quilted design, a large rectangular body, a fold-over closure with turn-lock detail, and a chain shoulder strap. Complete your look with a bustier, trench, and skinny jeans. 

    Fit & Features

    • Quilted diamond design 
    • Large rectangular body
    • Fold-over closure
    • Turn-lock 
    • Faux leather material 

    Style Number/Barcode: 07203-0458

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasons Change Argyle Crop Sweater

    Get ready for sweater weather with this argyle crop sweater featuring long sleeves, a crew neckline on soft-knit fabric with minimal stretch. Complete your look with faux leather leggings and boots. 

    Fit & Features

    • Long sleeves, crew neckline
    • Argyle striped design
    • Cropped hem
    • Soft-knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1109

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Glam Lace-Up Booties

    These faux leather booties will bring an edgy glam look to your outfits! They feature a round toe, a trendy lace-up design, an inner zipper closure, a lug sole, and a tall block heel. Style these booties with a graphic tee and skinny jeans.

    Fit & Features

    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Lug sole
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1343

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Knits Long Sleeve Button Crop Top

    A space dye knit top features fitted long sleeves, a scoop neckline with a button closure, and a sassy open front design that flaunts some skin along the cropped hem. Perfect for styling with jeans or skirts.

    Fit & Features

    • Space dye rib knit fabric, moderate stretch
    • Fitted long sleeves
    • Scoop neckline with button closure
    • Open front design
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2057

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Catch My Drift Lace-Up Booties

    Everyone will catch your drift and step aside cause you'll be looking so stylish in these lace-up booties featuring an almond toe, block heel, platform sole, and ankle-length fit. Complete the look in a crop denim jacket.

    Fit & Features

    • Almond toe
    • Platform sole
    • Lace-up front closure
    • Block heel
    • Ankle-length fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1579

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless And Breezy Short T-Shirt Dress

    Style up this effortless and breezy short T-shirt dress for your casual weekend plans! It features a crew neckline, short sleeves, dual side pockets, a loose T-shirt fit, a short-length hem, and an A-line silhouette. The cotton-blend fabric has a moderate stretch. Pair with hoop earrings and strappy sandals.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Dual side pockets
    • Loose T-shirt fit
    • Short-length hem, A-line silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5044

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Faux Sherpa Shacket

    Layer on all the cozy vibes with this trendy faux sherpa shacket! It features a collared neckline, long sleeves, a button-down front, buttoned chest pockets, side pockets, and a relaxed oversized fit for that ultra-comfy feel. The soft faux sherpa fabric includes a cotton-blend lining. Pair this adorable shacket over a basic bodysuit with faux leather leggings and combat boots!

    Fit & Features

    • Collared neckline
    • Long sleeves, single button detail
    • Complete button-down front
    • Dual buttoned chest pockets
    • Dual lined side pockets
    • Faux sherpa fabric, cotton-blend lining, minimal stretch
    • Relaxed oversized fit

    Style Number/Barcode: 06201-0408

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale