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.

  • The Everyday Long Sleeve Knit Duster

    From coffee runs to relaxing at home, this duster is the perfect go-to style! The duster features a draped open front, long sleeves, a flowy long length, and purl knit fabric with a moderate stretch. Style with the matching high-rise waist.

    Shop Matching Pants: The Everyday Wide-Leg Knit Pants

    Fit & Features

    • Draped open front
    • Long sleeves
    • Long length
    • Purl knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0252

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Colors Plaid Shirt

    Showcase the season you truly love in this plaid shirt! It features a collared neckline, cuffed long sleeves, a button-down front with a pocket. Perfect for styling with faux leather leggings.

    Fit & Features

    • Collared neckline, cuffed long sleeves
    • Button-down, one front pocket
    • Plaid print
    • Relaxed fit silhouette
    • Soft woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1667

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually On-Trend Striped Sweater

    Create a casual and trendy everyday look with this cute cropped sweater. It features a crew neckline, long dolman-style sleeves with a contrasting striped design, and a cropped, relaxed fit. Complete the outfit with high-rise jeans and sneakers.

    Fit & Features

    • Crew neckline
    • Long dolman sleeves
    • Contrasting striped design
    • Cropped ribbed hem, relaxed fit
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1097

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Art Gala Cut Out Stiletto Booties

    These stiletto booties are a fine work of art! They feature an almond peep toe, laser cut-out design with a faux leather lace-up, and a back zipper closure on faux suede material. Complete your cute look in a wide-leg jumpsuit.

    Fit & Features

    • Almond peep toe
    • Stiletto heel
    • Laser cut-out design
    • Faux leather lace-up
    • Back zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1528

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Blooms Mesh Crop Bustier

    This floral bustier is in full bloom this season! It features an off-the-shoulder neckline with ruffle trim, a build-in padded bust, front hidden hook-eye closures, and a cropped hem on partially-lined sheer mesh fabric. Complete the look in flare pants.

    Fit & Features

    • Off-the-shoulder neckline, ruffle trim
    • Built-in padded bust, ruched detailing
    • Front hidden hook-eye closures
    • Cropped hem
    • Floral print
    • Sheer mesh fabric, partial knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4358

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Piece Of Sultry Cutout Jumpsuit

    Give your closet this sultry jumpsuit perfect for showing off a little skin! It features a sleeveless crew neck, front cutout asymmetrical accents, a bodycon silhouette, and a skinny-leg design. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless crew neck
    • Front asymmetrical cutout accents
    • Bodycon silhouette
    • Skinny-leg design
    • Knit fabrication
    • Fits true to size

    Style Number/Barcode: 06502-1205

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Class Crepe Wide Leg Pants

    These crepe trouser pants have all the class your outfit needs for office hours to happy hour! They feature a high-rise waist with faux button accents, a wide-leg silhouette, and a pull-on/off styling. Complete the look in a blazer and heels.

    Fit & Features

    • High-rise waist
    • Faux button accents
    • Wide-leg silhouette
    • Crepe knit fabric, moderate stretch
    • Pull-on/off styling
    • Fits true to size

    Style Number/Barcode: 06502-1277

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Back On Block Heel Booties

    This season, you'll be reaching for these sleek faux leather booties featuring a trendy square toe, block heel, side zipper closure, and fit above the ankle. Complete the look in a plaid coat for a PSL run!

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1558

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Story Short Faux Suede Boots

    To simply put it, these faux suede boots belong in your lineup! They feature an almond toe design, side zipper closure, above-the-knee length, and block heel. Style with skinny jeans. 

    Fit & Features 

    • Almond toe design
    • Side zipper closure 
    • Block heel
    • Above-the-knee length
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0326

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Flair Leopard Print Bodysuit

    Bring that fierce flair to your next night out in this sultry knit bodysuit! It features a mock neckline, a small back keyhole cutout, long fitted sleeves, a cheeky bottom, and an all-over velvet burnout leopard print design. The semi-sheer knit fabric offers plenty of stretch. Style with faux leather pants and clear heels.

    Fit & Features

    • Mock neckline
    • Back button closure, keyhole cutout
    • Long sleeves
    • Cheeky bottom, dual snap button closure
    • Form-hugging fit
    • Velvet burnout leopard print design
    • Semi-sheer knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4678

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Inside Scoop Newspaper Print Crop Top

    News travels fast once you give the inside scoop on where you snagged this newspaper print crop top! It features short sleeves, a crew neck, and a fitted hem with wrap ties on brushed knit fabric. Complete the look in new denim jeans for hanging out with friends!

    Fit & Features

    • Short sleeves
    • Crew neck
    • Fitted crop hem
    • Wrap ties
    • Newspaper print
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1642

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What A Beaut Faux Leather Cowboy Boots

    Add these beaut cowboy boots to your rodeo lineup! They feature a pointed-toe and inner zipper closure that secures the style and a below-the-knee shaft length with a western-inspired pattern on faux leather material. Complete the look for bachelorettes, concerts, or a country bar with a cowboy hat.

    Fit & Features

    • 2.5" Stacked block heel
    • 6.5" leg opening and a 7" shaft height
    • Below-the-knee shaft length
    • Pointed toe
    • Inner zipper closure
    • Western pattern, faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1010

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Twisted V-Neck Sweater
    So cozy in this gorgeous and bright knit sweater. This piece features a V-shaped neckline, a twisted front, long sleeves and minimal stretch. It's a synthetic knit blend.

    Style Number/Barcode: 06005-0211

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Twist Front Bell Sleeve Crop Top

    Keep it trendy in a tie-dye crop top. Perfect for creating groovy vibes for a festival outfit this crop features a tie-dye print, a twist front bodice, and flowy bell sleeves. Complete this fab top with high waist shorts and fringe earrings

    Fit & Features 

    • Plunging v-neckline
    • Twist-front bodice
    • Tie-dye print
    • Long bell sleeves 

     

    Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2566

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Hollywood Oversized Sunglasses

    Give off celeb vibes in these oversized sunnies! Throw them on with all your bomb summer looks. 

    • XL Square Plastic Frames
    • Ombre Lenses

    Style Number/Barcode: 07008-0756

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Cropped Distressed Jeans

    Raise up your style game in these chic jeans! Pair this closet staple with your fav crop tops for a casually cute look! 

    Fit & Features 

    • High Rise Waist
    • Single Button and Zipper Closure 
    • Traditional Five Pocket and Belt Loop Design 
    • Heavy Distressed Detailing 
    • Light-Medium Wash Denim Fabric 
    • Cropped Raw Edge Hem 
    • Relaxed Fit | Minimal Stretch  

    Style Number/Barcode: 06602-0146

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin and Lace Midi Skirt

    Keep it fab in satin and lace with this must-have skirt to pair with your favorite blouses or dress it down with a graphic tee!

    Fit & Features  

    • High Rise Elastic Waist 
    • Lined Satin Fabric 
    • Side Slit
    • Midi Length Silhouette 
    • Lace Trim 
    • Relaxed Fit | Minimal Stretch 
    • Hidden Zipper Closure 


    Style Number/Barcode: 06401-0242

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek and Chic Lace Up Stiletto Booties

    Lace-up in sleek booties for your next night out to make a stylish statement! The booties feature an around the ankle fit, a lace-up front with small grommets, a pointed toe, and a low stiletto heel. Complete your outfit with a trendy sweater dress and door knocker earrings

    Fit & Features

    • Around the ankle fit 
    • Lace-up front with small grommets
    • Inner zipper closure
    • Pointed toe
    • Low stiletto heel
    • Faux nubuck material 

    Style Number/Barcode: 07403-0317

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Skeleton Mesh Crop Top

    Come back from the dead this Halloween going as a Sultry Skeleton! This mesh crop top embodies a ghoulish scare in a long sleeve, crew neck design with bone graphics along the sides and front on sheer fabric. Complete your costume with sleek high-rise liquid leggings for the Halloween party!

    Fit & Features

    • Long fitted sleeves
    • Crew neck
    • Skeleton bone graphics
    • Cropped hem
    • Sheer mesh fabric
    • Runs true to size

    Style Number/Barcode: 06002-1388

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Point Lace Up Stiletto Booties

    Lace-up in chic booties to keep your look on point! Perfect for your next GNO or your next date night with bae. The booties feature a trendy lace-up front to create a customized fit, a pointed toe, and a sleek stiletto heel. Complete your look with a sweater dress and moto jacket

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux microsuede material 

     

    Please be advised that these booties run small. Fit model recommends sizing one size up.

    Style Number/Barcode: 07403-0318

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Music To My Ears Drawstring Crop Top

    Bring the good vibes in this crop that will have you rocking your outfit! The crop top features a graphic that reads: "Rock Music" that is accented with angels wings and sweet roses. The crop features drawstrings at the sides to adjust as needed. Complete outfit with a plaid skirt and boots

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: "Rock Music"
    • Angel wings with roses graphic
    • Cropped hem 
    • Drawstring at each side
    • Jersey knit fabric, moderate stretch 

    Style Number/Barcode: 06002-0559

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Nubuck Block Heel Sock Booties

    Amp up your fall wardrobe with these block heel sock booties! They feature a trendy pointed toe with a sturdy block heel and partial sock bootie design. Pair these with dark wash skinny jeans for a casual night out with the girls.

    Fit & Features

    • Pointed toe
    • Block heel
    • Partial sock bootie design at the ankle
    • Faux nubuck material

    Style Number/Barcode: 07403-0341

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cozy Vibes Cropped Tank

    Get major cozy vibes in this adorable cropped tank! It features a flattering scoop neckline, a majorly cropped hem and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.

    Shop Matching Duster: Major Cozy Vibes Duster

    Shop Matching Bottoms: Major Cozy Vibes Wide Leg Pants

    Fit & Features

    • Tank-like shoulder straps
    • Scoop neckline
    • Cropped hem
    • Form-hugging fit
    • Textured knit fabric

    Style Number/Barcode: 06001-2938

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Stacked Block Heel Booties

    These basic booties are the finishing touch you need for your layered outfits this season. The booties feature an around the ankle fit, goring inset at the ankle, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete your look with a chunky cable knit sweater and mom jeans

    Fit & Features

    • Around the ankle fit
    • Goring inset at the ankle
    • Pointed toe
    • Low block heel
    • Faux suede material 

     

    Please be advised that these booties run a 1/2 size too small.

    Style Number/Barcode: 07403-0404

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale