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 Fringe Shaggy Cardigan
    Get shaggy with this layering must have! Cardigan features an open front with hook closure, long sleeves and an all over shaggy knit fabric. Jacket offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06005-0046

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Baby Doll V-Neck Bodysuit

    Looking fine, babydoll! Don't miss out on this wardrobe essential - a knit baby doll with a flirty deep V-neck front, cheeky back and bottom snap button closure. This fabric is ribbed for an ultra-flattering fit.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1616

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring The Edge Lug Booties

    Bring the edge to your look with these bold boots! They feature a closed back, a lace up front with metal grommets, an inner zipper closure, a round toe with textured lug sole and a stacked block heel. Boots are composed of a faux patent leather material.

     

     

    Style Number/Barcode: 07403-0203

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jetsetter Cat Eye Sunglasses

    You need these shades for next getaway! Style them with a crop top and denim shorts for an effortless look.

    • Cat Eye Design
    • Plastic Tortoise Frame  

    Style Number/Barcode: 07008-0758

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Open Back Ruched Ribbed Knit Midi Dress

    Style up this basic ribbed knit midi dress for the perfect everyday look! It features a partial lower open back, ruched detailing and a curve-hugging mid-length silhouette. Pair the dress with chunky sneakers to get that casual, cute vibe.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Partial lower open back
    • Ruched detailing
    • Form-hugging fit
    • Midi length
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0977

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleeveless Shaggy Knit Mini Dress

    Keep it chic in a shaggy knit dress that brings flair to your wardrobe. The dress features a sleeveless scoop neckline, tank straps, and a mini length silhouette. The dress is composed of an unlined shaggy knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Mini length silhouette
    • Shaggy knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0982

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Perfection Ruched Mini Skirt

    Keep it preppy in a plaid skirt that is totally on-point, girl! The skirt features a high rise waist, ruched side seams, and a plaid print. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with a moderate stretch. Complete look with a tube top.

    Fit & Features

    • High rise waist
    • Plaid print
    • Ruched side seams
    • Lightweight woven fabric
    • Form hugging fit
    • Moderate stretch

    Style Number/Barcode: 06501-0335

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin It Floral Bustier
    You'll have everyone feelin' it in this super flirty bustier! It features a floral print, sweetheart neckline, and adjustable removable spaghetti straps. Wear it with high-waisted shorts and a crossbody for brunch with the girls. The bustier offers a form hugging fit with minimal stretch.

    Fit & Features
    • Adjustable removable spaghetti straps
    • Sweetheart neckline, padded cups
    • Flexible boning 
    • Cropped hem
    • Floral print
    • Hook and eye back closure
    • Fits true to size

    Style Number/Barcode: 06003-1396

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • That Stunner Style Lace Booties

    Lace up in booties that a major style moment! The booties feature a mid-calf fit, a lace-up front, a pointed toe, inner zipper closure, and a block heel. The booties are composed of a nylon-like material. Complete look with a sweater and skinny jeans.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Nylon-like material
    • Runs true to size

    Style Number/Barcode: 07403-1480

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edge Up Your Look Faux Leather Mini Skirt

    Edge up your going-out look with this sleek faux leather mini skirt. It features a high-rise waist, a back zipper closure, a mini-length hem with a chic short side slit, and a form-hugging fit. The smooth faux leather fabric has no stretch. Pair with a corset top and clear heels.

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Mini-length hem
    • Short side slit
    • Form-hugging fit
    • Smooth faux leather fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0584

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hometown Girl Plaid Mini Skirt

    This plaid mini skirt is essential for building your perfect fall wardrobe! The skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a flirty front slit along the hem. Complete the look in the matching shacket.

    Shop The Matching Shacket: Hometown Girl Plaid Crop Shacket

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent, mini-length hem
    • Back zipper closure
    • Plaid pattern
    • Brushed woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0464

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Classic Button Down Top

    Every fashionista needs her classic staple pieces! This poplin woven top features long sleeves with buttoned cuffs, a collar neckline, and button-down front closures on a slim-fit silhouette. Complete the look in a blazer, skirt, and white sneakers for a fresh style!

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Button-down front closures
    • Slim-fit silhouette
    • Poplin non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-2025

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step It Up Henley Knit Midi Dress

    Step up your basics with this rib knit midi dress with subtle detail for a cute, everyday style! The dress features long sleeves, a V-neck, a button-down front with a slit, and a form-hugging silhouette. Complete the look in strappy mules for weekend plans!

    Fit & Features

    • Long sleeves, V-neck
    • Front button-down
    • Slit accent
    • Form-hugging silhouette
    • Midi-length hem
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4726

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Diva Fold-Over Western Boots

    Embrace your fashion diva status with these trendy denim fold-over western boots! They feature a knee-high height with pull tabs on each side for easy slip-on styling, a slouched denim fold-over design that extends from the knee to the heel, and a pointed toe and block heel that peeks out from under the denim overlay. The boots feature a faux leather material with western-style stitching. Complete your look with a mini dress and hoop earrings.

    Fit & Features

    • Knee-high height, pull tabs
    • Slouched denim fold-over design, extends from knee to heel
    • Pointed toe
    • Block heel
    • Faux leather material, western-style stitching
    • Runs true to size

    Style Number/Barcode: 07402-0921

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Mood Knee-High Stiletto Boots

    These chic knee-high stiletto boots will give off those elevated vibes. They feature a knee-high height with a fitted silhouette, a pointed toe, an inner zipper closure for easy on-and-off styling, and a thin stiletto heel. Pair these faux suede boots with a sweater dress and hoop earrings.

    Fit & Features

    • Knee-high height
    • Fitted silhouette
    • Pointed toe
    • Inner zipper closure
    • Thin stiletto heel
    • Scuba knit material
    • Runs true to size

    Style Number/Barcode: 07402-0933

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bella Super High Rise Destructed Jeans

    Oasis by Eunina

    Give your look a hint of edge with these slashed skinny jeans! They feature a super high rise waist, a traditional five pocket with belt loop design, a single button with zipper closure, destructed detailing throughout, knee slits and a skinny leg fit with cropped leg. Jeans are composed of a stretchy denim fabric that offers a form hugging fit with a moderate stretch.

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small. 

     

    Style Number/Barcode: 06602-0016

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Walk Lace Up Booties
    Walk the walk in a pair of fierce booties! Designed with an almond toe, a lace up center, and a zipper closure. These tall boots are composed of a faux suede material and have a double buckle detail at the ankle.

    Style Number/Barcode: 07403-0182

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Basic Denim Jacket

    Every Fashionista knows a denim jacket is a wardrobe staple! Pair this basic jacket with cute sundresses this summer.

    Fit & Features

    • Button Down Front
    • Collard Neckline
    • Medium Wash Denim Fabric

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0064

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Thing Block Heel Booties

    Keep it fierce in booties that showcase your wild side! The booties feature an around the ankle length, a pointy toe, a stacked block heel, and a textured faux leather body. Complete your look with high waist jeans and an oversized cardigan this season! 

    Fit & Features

    • Around the ankle-length 
    • Pull-tabs at the back 
    • Pointy toe
    • Inner-zipper closure
    • Stacked block heel
    • Textured faux leather material 

    Style Number/Barcode: 07403-0312

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz And Gleam Sequin Fringe Mini Dress

    Glitz and gleam and radiate your beauty in this gorgeous sequin fringe mini dress to make a dazzling impression. It features an asymmetric one-shoulder neckline with a long fitted sleeve, a mini-length hem, a bodycon silhouette to flaunt your figure, and an all-over cascading sequin fringe embroidered design that will move with you on the dance floor. Style with metallic heels for homecoming!

    Fit & Features

    • Asymmetric one-shoulder neckline
    • Single long fitted sleeve
    • Mini-length hem
    • Bodycon silhouette
    • All-over sequin fringe embroidery
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-5113

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bundle Up Zip Front Teddy Jacket

    Get ready to bundle up in the perfect teddy jacket you need for this season! Featuring a collar, zip front, and a fitted ribbed hem, this jacket is a must-have for everyday wear. Pair with some distressed denim and faux suede heeled booties for a coffee date with bae.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip front
    • Ribbed hem

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0130

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stacked On Basics Faux Leather Block Heel Booties

    Stack up on basic booties that add that chic touch to your fab outfits! The booties feature an around the ankle fit, a pointed toe, vertical line detail at the back of the ankle, and a block heel. The booties are composed of a faux leather material. Complete look with a boat neck sweater and high waist jeans

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Vertical line detail at the back of the ankle
    • Block heel
    • Inner zipper closure
    • Faux leather material 

    Style Number/Barcode: 07403-0511

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Layered Cross Charm Necklace

    Add a dainty touch of glam to your look with this necklace! It features layered chains with rhinestone embellished and plated cross charms. Wear it with a bodysuit and denim for a low-key look.

    Fit & Features

    • Layered chains
    • Rhinestone accents
    • Cross charms
    • Adjustable chains, lobster clasp closure

    Style Number/Barcode: 07002-0799

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Watchlist Faux Leather PVC Heels

    Step onto the watchlist with stylish heels that take your look to the next level! The heels feature a closed-back, lace-up ties, an open square toe with a clear PVC strap, and a block heel. The heels are composed of a faux leather material. Complete look with an off-the-shoulder mini dress and dainty rings.

    Fit & Features

    • Closed-back 
    • Lace-up ties
    • Open square toe
    • Clear strap over toe
    • Block heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3266

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale