2026 Fall Outfit Trends

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.

  • Double Buckle Denim Mini Skirt

    Buckle down in a cute denim skirt to create those effortlessly casual vibes! Step out for coffee with the bestie in this skirt that features a high rise waist, a double buckle detail, a mini side slit and composed of light wash denim. Complete your look with a crop top and sneakers.

    Fit & Features

    • High rise waist
    • Double buckle accent
    • Mini side slit
    • Light wash denim fabric 
    • Form hugging fit 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small. 

     

    Style Number/Barcode: 06601-0033

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here For It Over The Knee Flat Boots

    We are so here for these chic over the knee boots! Half faux suede and half elastic knit, these flat boots are the must-have piece you need in your wardrobe for the season. Pair these with a faux leather mini skirt for an edgy vibe.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Flat heel
    • Half faux suede, half elastic knit

     

    Please be advised that these boots run one size small.

    Style Number/Barcode: 07402-0176

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara High Rise Destructed Fringe Skinny Jeans

    Oasis by Eunina

    Give your skinny jeans an edgy update in this must-have pair! Perfect for styling with your favorite basic tops for a casual day out or dressing up with a bodysuit for a night out. The jeans feature a high rise waist, a flattering medium wash, a skinny tapered leg with light destruction, and a fringed raw edge hem.  

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Traditional five-pocket with belt loop design
    • Light-medium wash denim fabric
    • Light destructed detailing fringe raw-edge hem 
    • Skinny tapered leg
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06602-0179

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed To Impress Denim Mini Skirt

    Yes girl, this sassy denim mini skirt is distressed to impress! You'll be lookin' so fine at your next backyard bbq! It features a high waist, destructed detailing, and a curve hugging fit that is oh so flattering. Pair with a basic tank and some chic mules to elevate your look.

    Fit & Features

    • High rise waist
    • Front button closure
    • Traditional five-pocket and belt loop design
    • Destructed detailing
    • Raw cut hem
    • Short, form-hugging fit
    • Denim fabric


    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

       

      Style Number/Barcode: 06601-0035

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Faux Suede Lace-Up Stacked Heel Boots

      Lace-up in these boots to create a cute layered outfit this season. Style the boots with a chunky cable knit sweater and high waist jeans. The boots feature a below the knee fit, a lace-up back, and a stacked block heel. 

      Fit & Features

      • Below the knee fit
      • Lace-up back 
      • Almond toe
      • Inner zipper closure 
      • Stacked block heel
      • Faux microsuede material 

      Style Number/Barcode: 07402-0178

      Category Name: 2026 Fall Outfit Trends

      Price: $18.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chic And Sleek Over The Knee Boots

      Chic and oh so sleek, these over the knee boots are a fall must-have! They feature a half faux leather and half elastic knit material to add a stylish flair to your look. Pair these boots with dark wash skinny jeans for a casual day out.

      Fit & Features

      • Over the knee design
      • Almond toe
      • Inner zipper closure
      • Flat heel
      • Half faux leather and half elastic knit material

       

      Please be advised that these boots run one size small. 

      Style Number/Barcode: 07402-0177

      Category Name: 2026 Fall Outfit Trends

      Price: $19.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • 50 and 50 Thigh High Faux Suede and Knit Boots

      Half faux suede and half elastic knit, these boots add a unique flair to your style! They are designed with an almond toe and a high block heel. They have an inner zipper closure. Complete your look with a sleek polished vibe by adding these to your closet! Style boots with a mini sweater dress for a casual date night.

      Fit & Features

      • Thigh-high length
      • Almond toe
      • Block heel
      • Half faux suede, half knit material
      • Inner zipper closure

      Style Number/Barcode: 07402-0184

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chic Wide Fit Below The Knee Boots

      Get a chic look this season in these adorable below the knee boots! They feature a comfortable wide fit and trendy buckle detailing. Pair them with skinny jeans for that classic fall vibe.

      Fit & Features

      • Almond toe
      • Inner zipper closure
      • Side buckle detailing
      • Back elastic detail with tab
      • Under the knee fit
      • PU material

      Style Number/Barcode: 07402-0170

      Category Name: 2026 Fall Outfit Trends

      Price: $11.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Nubuck Peep Toe Stiletto Heels

      These stilettos will elevate your whole 'fit! Have a fancy dinner in with these heels that feature a peep toe and nubuck material. Pair with a curve hugging midi dress and some adorable stud earrings for a beyond gorgeous look.

      Fit & Features

      • Almond peep toe
      • Closed back
      • Stiletto heel
      • Nubuck material

      Style Number/Barcode: 07401-2378

      Category Name: 2026 Fall Outfit Trends

      Price: $13.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Lovin' Knit Basic Midi Dress

      We love a knit dress to keep on trend this season! Throw on this must-have dress for a casual day out. The dress features a trendy square neckline, fitted long sleeves, and a midi length silhouette. Complete look with chunky sneakers for a casual vibe. 

      Fit & Features

      • Square neckline
      • Long sleeves
      • Midi length silhouette 
      • Knit fabric
      • Form hugging fit
      • Moderate stretch 

      Style Number/Barcode: 05102-0853

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $33.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • On the Rise Destructed Skinny Jeans

      Elevate casual looks in jeans that slay! These must-have skinny jeans a high rise waist, light destruction over the knees, and a skinny leg with a tapered hem. Complete your casual outfit with a basic tee and mules. 

      Fit & Features

      • High rise waist
      • Single-button with zipper closure 
      • Traditional five-pocket with belt loop design
      • Skinny leg with a tapered hem
      • Light destructed detailing over the knees
      • Form hugging fit 

       

      Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size three.

      Style Number/Barcode: 06602-0191

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • A Chic Vibe Over The Knee Block Heeled Boots

      Get such a chic vibe in these trendy over the knee boots! They feature a sturdy block heel and a cute tie back detail. Pair these faux suede boots with a flirty mini skirt to elongate your legs.

      Fit & Features

      • Over the knee design
      • Pointed toe
      • Inner zipper closure
      • Block heel
      • Tie back detail
      • Faux suede material

      Style Number/Barcode: 07402-0172

      Category Name: 2026 Fall Outfit Trends

      Price: $19.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chic Moment Nubuck Stiletto Bootie

      Create a chic moment in booties that go with everything! These must-have booties feature side cutouts at the ankle, an almond toe with a platform, and a wide stiletto heel. Complete your look with a cardigan and high waist jeans. 

      Fit & Features

      • Ankle-length
      • Side cutouts at the ankle
      • Adjustable ankle strap
      • Almond toe, platform 
      • Inner zipper closure 
      • Wide stiletto heel
      • Faux Nubuck material 

      Style Number/Barcode: 07403-0321

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Simply Stylish Flat Over The Knee Boots

      Get a simple yet very stylish look in these flat over the knee boots! They feature an over the knee design with a trendy tie back detail and smooth faux suede material. Pair these fall-ready boots with a sweater dress for a cute date night look.

      Fit & Features

      • Over the knee design
      • Almond toe
      • Flat heel
      • Inner zipper closure
      • Tie back detail
      • Faux suede material

      Style Number/Barcode: 07402-0174

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Lace Back Over The Knee Block Heeled Boots

      These over the knee block heeled boots will level up your stylish fall look. They feature an adorable lace back detail and a sturdy block heel. Pair these boots with a chic sweater dress for a cute date night out.

      Fit & Features

      • Over the knee design
      • Almond toe
      • Complete lace-up back
      • Block heel
      • Faux suede fabric


      Please be advised that these heels run a 1/2 size small

      Style Number/Barcode: 07402-0182

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Casually Chic Twist Back Chenille Sweater

      Give your everyday 'fit a casually chic look by layering on this adorable chenille sweater! It features a V neckline, long dolman style sleeves, a partially open back with a back strap at the top, and a twist back detail. Pair this sweater with jeans and ankle booties.

      Fit & Features

      • V neckline
      • Long dolman sleeves
      • Partially open back
      • Back strap at the top
      • Twist back detail
      • Chenille knit fabric with no stretch

      Style Number/Barcode: 06005-0695

      Category Name: 2026 Fall Outfit Trends

      Price: $16.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cozy On Up Knot Back Sweater

      Create a cozy moment with a sweater that keeps it cute this season. The sweater features a V-neckline, long sleeves, a bar strap accent at the back, and a knot back detail. The sweater is composed of a soft to the touch knit fabric that offers a relaxed fit with plenty of stretch. Complete look with a plaid scarf and jeans. 

      Fit & Features

      • V-neckline
      • Long sleeves
      • Bar strap accent at the back
      • Knot back design 
      • Open lower back 
      • Cashmere-like knit fabric
      • Relaxed fit, plenty of stretch 

      Style Number/Barcode: 06005-0696

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sassy Striped Lattice Back Knit Sweater

      Keep it sassy in a striped sweater that is so chic! The sweater features a V-neckline, a striped design, a lattice back, and is composed of knit fabric. Complete your look with a chic high waist skirt.

      Fit & Features

      • V-neckline 
      • Long dolman-style sleeves
      • Striped design
      • Lattice back detail
      • Knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06005-0705

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Twist Front Ribbed Knit Mini Dress

      Create a fab moment in a twist knot dress! The dress features a V-neckline with a twist knot accent, long sleeves, and a mini length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit. Complete your look with clear mules. 

      Fit & Features

      • V-neckline with twist front accent 
      • Long sleeves 
      • Mini length silhouette
      • Ribbed knit fabric
      • Form hugging fit 

      Style Number/Barcode: 06005-0700

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Twist and Stun Open Back Sweater

      Give your sweater a twist of drama to create a stunning knit outfit this season! The sweater features a round neckline, a daring open back with a twist knot accent, and a bar strap at the back of the neck. Complete your look with high waist jeans and ankle booties.

      Fit & Features

    • Round neckline
    • Open back design 
    • Twist-knot accent at the lower back
    • Bar strap at the back of neck
    • Long sleeves
    • Knit fabric
    • Relaxed fit

    Style Number/Barcode: 06005-0688

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist of Glamour Brushed Knit Mini Dress

    Bring a twist of glam to this mini dress! The dress features a plunging V-neckline with a twist knot accent, a midriff keyhole, and a mini length silhouette with an envelope hem. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules. 

    Fit & Features

    • V-neckline
    • Twist-knot accent at the center of the bodice
    • Long sleeves
    • Mini length silhouette with an envelope hem 
    • Brushed knit fabric
    • Form hugging fit, moderate stretch

    Style Number/Barcode: 05102-0830

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty In Plaid Crop Top

    Keep it pretty and chic in a plaid crop top! The top features a plunging wrap V-neckline, quarter-length flutter sleeves, a chic plaid print, and a lower back keyhole with back ties. Complete look with high waist jeans. 

    Fit & Features

    • Wrap V-neckline
    • 3/4 flutter sleeves
    • Plaid print
    • Lower back keyhole with back ties
    • Cropped hem 

    Style Number/Barcode: 06003-1037

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual and Chic Ribbed Tie Waist Jumpsuit

    Keep it casually chic in a jumpsuit that is part cozy and part glam. The jumpsuit features a sleeveless scoop neckline, tank-like straps, and a tie waist belt. The relaxed fit bodice leads to a straight leg fit. The jumpsuit is composed of soft to the touch ribbed cashmere-like fabric that offers a relaxed. Style jumpsuit with chunky sneakers and earrings. 

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-straps
    • Tie-waist belt
    • Straight leg fit
    • Cashmere-like fabric 
    • Relaxed fit 

    Style Number/Barcode: 06502-0399

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Ruched Ribbed Knit Mini Dress

    This stylish ruched ribbed knit mini is the perf everyday dress you need in your closet! Featuring trendy ruched detailing and double ties at each side, this dress can be worn as a mini or a midi. Pair with some sleek booties for your new fave fall 'fit.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Ruched detailing
    • Double ties at each side
    • Ribbed knit fabric
    • Form-hugging fit

    Style Number/Barcode: 05102-0838

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale