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.

  • Beat Of My Heart Velvet Clutch Bag

    Skip to the beat of this luxe heart clutch bag featuring a velvet exterior, top rhinestone embellished ring-snap closure, a detachable chain-link strap, and a spacious lined interior. Complete the look in a sultry satin corset for a fab night out.

    Fit & Features

    • Heart-shaped design
    • Velvet exterior
    • Rose gold metal hardware
    • Top rhinestone embellished ring-snap closure
    • Detachable chain-link strap
    • Spacious lined interior

    Style Number/Barcode: 07204-0649

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Vibes Pinstripe Trouser Pants

    Create an iconic look and have a major it-girl moment in these pinstripe trouser pants! They feature a high-rise waist, dual front pockets, dual faux back pockets, a wide-leg silhouette, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer to wear from the office to dinner!

    Shop Matching Tops: Iconic Vibes Pinstripe Cropped VestIconic Vibes Pinstripe Blazer

    Fit & Features

    • High-rise waist, back elastic waistband, pleating
    • Hidden front zipper, hook and bar closure
    • Dual front pockets, dual faux back pocket slits
    • Wide-leg silhouette, relaxed fit
    • Pinstripe pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1334

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It's A Must Collared Denim Mini Dress

    This denim mini dress is a must for curating a cute and trendy lineup this season! The short dress features long sleeves, a collar neckline, zipper front closure, dual flap pockets with snap-button closures and lower pockets, an elasticized waist with belt loop accents, a bodycon fit, and a mini-length hem. Complete the look in pointed-toe booties for a day out with friends!

    Fit & Features

    • Long sleeves, collar neckline
    • Zipper front closure
    • Flap pockets with snap-button closures
    • Lower pockets
    • Bodycon fit, mini-length hem
    • Rigid denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5364

    Category Name: 2026 Fall Outfit Trends

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exquisite Taste Lace Mesh Long Sleeve Bodysuit

    This exquisite bodysuit is sure to turn heads and make a statement wherever you go! The sheer fitted mesh long sleeves lace sleeves and lace trim sweetheart neckline provide a sultry look, while the sheer mesh and lace form-hugging bodice offers a peek of skin, and features a thong bottom with snap-button closures. Complete the look in distressed jeans.

    Fit & Features

    • Sheer fitted mesh long sleeves
    • Lace trim sweetheart neckline
    • Lined lace bust
    • Sheer mesh and lace form-hugging bodice
    • Thong bottom, snap-button closures
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-5124

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Striped Tie Waist Pants
    Keep your look stylishly striped in these chic tie waist pants! They feature a high rise elastic banded paper bag style waist, a tie front belt, and straight pant legs with a slightly flared hem. The pants are composed of a crepe fabric that offers moderate stretch.

    Style Number/Barcode: 06502-0102

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set It Off Bomber Jacket

    Set off the fall trends with this classic but always trendy bomber jacket! It features a small stand-up collar, a zipper front, long sleeves with ribbed knit cuffs, slit pockets at chest, a banded waist with curved seam detail, and contrast lining. 

    Model is 5’7” with a 32” bust, 23” waist, and 34.5” hips. She is wearing a size small.

    Style Number/Barcode: 06204-0135

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sweet Smocked Peasant Top
    Channel those boho vibes in this breezy peasant blouse! Top features a plunging V neck leading to a front tie, a fully smocked waist, and short puff sleeves with smocked trim. Top is made from a featherweight poly material with stretch through the waist and upper arms.

    Style Number/Barcode: 06003-0308

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Frisky Faux Fur Vest

    Get a little frisky with your style! Toss on this fuzzy vest for the perfect layered look.

    Fits & Features

    • Open front
    • Sleeveless arms
    • Mid-length hemline 
    • Vest is fully lined 
    • Composed of a faux fur material
    • Slight stretch with relaxed fit

    Brown: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

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

    Style Number/Barcode: 06201-0078

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Top That Faux Suede Ankle Booties
    You can't top a look with suede booties! This pair features an over the ankle fit, an almond toe, a zipper closure and a tall block heel. Composed of a faux suede material that is fitted. Pair with an over-sized tee or hoodie for an edgy street style or even with your fav denim!

    Style Number/Barcode: 07403-0106

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Moment Ruffled Mini Dress

    Have a major plaid moment in this trendy little mini dress! The ruffle detailing gives off a fun & flirty vibe.

    Fit & Features

    • Adjustable spaghetti straps
    • V neckline
    • Square back
    • Stretchy smocked body
    • Short, tiered ruffled hem
    • All over plaid print

    Style Number/Barcode: 05102-0728

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Microsuede Slip On Sneakers

    Keep it casual in sneakers that perfectly pair with your basic essential pieces for an effortlessly put-together look. The sneakers feature an easy slip-on design, an almond toe, and a faux microsuede body. Complete your look with matching separates and a dainty layered necklace

    Fit & Features

    • Slip-on design 
    • Almond toe
    • Faux microsuede body
    • Elastic goring on each side 
    • Contrasting white sole

    Style Number/Barcode: 07407-0156

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set The Style Marble Print Dress

    Set the style you desire! This marble print mini dress features side ruched drawstrings that let you customize the length depending on your preference, a square neck, spaghetti straps, and a form-hugging fit. Complete the look in strappy heeled mules. 

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Side ruched customizable drawstrings
    • Marble print 
    • Form-hugging fit
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4605

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Retro Tie Dye Ruched Mini Dress

    Keep it retro in a tie-dye dress to brighten up your outfits! The mini dress features a mock neck with a zipper front, a tie-dye print, and a mini length silhouette complemented with ruched side seams. Complete your look with clear mules

    Fit & Features

    • Mock neck with zippered front
    • Long sleeves
    • Tie-dye print
    • Mini length silhouette
    • Ruched side seams
    • Form hugging fit
    • Moderate stretch 

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-1013

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace-Up Detail Faux Suede Crop Top

    Dress up your everyday look with this sexy faux suede crop top! It features a mock neckline, long fitted sleeves, and lace-up side detailing. Pair this top with high rise jeans and heeled booties for a casual dinner date with bae.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped, form-fitting style
    • Lace-up side detailing
    • Smooth faux suede fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2991

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crossover Chic Crop Top

    Keep it cute in a crop top that brings the details! The cotton knit fabric crop top features a crew neckline, short sleeves, and a crossover detail at the hem. Complete your outfit with high waist pants and boots

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Crossover detail at the hem
    • Cotton knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06002-0544

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Vibes Snake Print Crop Top

    This trendy snake print crop top will bring sassy vibes to your stylish look! It features a handkerchief design with a square neckline, halter spaghetti straps, an open back, and a cropped fit. Complete the outfit with mom jeans and clear heels.

    Fit & Features

    • Handkerchief design
    • Square neckline
    • Halter spaghetti straps
    • Open back
    • Cropped fit
    • Knit fabric, snake print
    • Runs true to size

    Style Number/Barcode: 06001-3321

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Paisley Dreams Chiffon Crop Top

    Keep it dreamy in a crop top that channels those wanderlust vibes! The top features an off-the-shoulder neckline, a paisley print, long bell sleeves, and a cropped hem. Complete the look with high waist jeans and mules. 

    Fit & Features

    • Off the shoulder neckline
    • Paisley print
    • Long bell sleeves
    • Cropped hem 
    • Chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1361

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Brushed Knit Duster

    Keep it classically chic with a duster that is part comfy and part chic. The duster features an open draped front, long sleeves, and a flowy long length. The duster is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching jumpsuit. 

    Shop Matching Jumpsuit: Classically Chic Brushed Knit Jumpsuit

    Fit & Features

    • Draped open front
    • Long sleeves
    • Long length 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0210

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed In Chic High Waist Pants

    Seal in a stylishly chic outfit with pants that take you from day to night. The pants feature a high-rise waist, a tie-waist belt, and a straight leg fit with a flared hem. The pants are composed of a milled Ponte-like fabric that offers a form hugging fit with a moderate stretch. Complete the look with a blouse and blazer to complete your chic workwear outfit. 

    Fit & Features

    • High rise waist
    • Tie-waist belt 
    • Straight leg fit, flared hem 
    • Milled Ponte-like fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0409

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish And Edgy Chain Link Booties

    Keep it stylish and edgy with booties that bring the swag to your look! The booties feature an around the ankle fit, an inner zipper closure, a double-row swag chain accent, a square toe, and a thin block heel. Complete look with a sweater and mini skirt.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Double row swag chain accent
    • Square toe 
    • Thin block heel 

    Style Number/Barcode: 07403-1289

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Sleek Patent Faux Leather Heels

    Trendy and sleek, these patent faux leather heels are a fall must-have. They feature an open square-shaped toe with straps in a criss-cross design, a thin adjustable ankle strap, a platform, and a thick block heel. Style these shoes with a cute shoulder bag.

    Fit & Features

    • Open square-shaped toe
    • Toe straps, criss-cross design
    • Thin adjustable ankle strap, buckle detail
    • Open back
    • Platform, block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3339

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Look Velvet Crop Top

    Showcase a trendy look perf for every day with this velvet crop top. It features a sweetheart neckline with a ruched bust, a front waist cut out with a tie-front detail, long fitted sleeves, and a cropped, form-hugging fit. Style this top with high-rise jeans.

    Fit & Features

    • Sweetheart neckline
    • Ruched bust
    • Front waist cutout, tie-front detail
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Smooth velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3801

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce And Stunning Chiffon Snake Romper

    Channel a fierce look with a romper that nails those chic vibes! The romper features a snake print, a plunging V-neckline with snap button closure, long sleeves with elastic cuff, a tie-waist belt with belt loops, and wide-leg cheeky shorts. The romper is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with wedges and a lariat necklace. 

    Fit & Features

    • Snake print
    • Wrap V-neckline with snap button closure
    • Long sleeves, elastic cuff
    • Tie-waist belt with belt loops
    • Wide leg shorts
    • Lined chiffon fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06403-0178

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Vibes Faux Leather Boots

    Home on the range in style wearing these faux leather boots! They feature a pointed toe, block heel, zipper closure, and smooth, faux leather exterior. Perfect for styling with skinny jeans.

    Fit & Features

    • Pointed toe
    • Block heel
    • Zipper closure
    • Knee-high length
    • Faux leather exterior
    • Runs true to size

    Style Number/Barcode: 07402-0322

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free