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.

  • High Waist Plaid Dress Shorts

    Give your everyday look a dressier vibe in these adorable plaid shorts! They feature a high rise waist and a figure-flattering form-hugging fit. The plaid woven fabric offers plenty of stretch. Pair these shorts with a basic crop top for a day date with bae.

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Plaid woven fabric
    • Plenty of stretch

    Style Number/Barcode: 06403-0139

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Must-Have Over The Knee Block Heel Boots

    These chic over the knee boots are a stylish must-have you need to have in your winter wardrobe! They feature a pointed toe with a short block heel, inner zipper closure, and a tie back detail at the top. Pair these boots with a sweater dress for an adorable look for a casual holiday party!

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Short block heel
    • Inner zipper closure
    • Tie back detail
    • Faux microsuede material

    Style Number/Barcode: 07402-0261

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must-Have Ribbed Knit Crop Top

    This crop top is a definite must-have you need to have in your closet this season! You can build outfits all around this basic piece. It features long fitted sleeves, a notch front V neckline, and a cropped, form-hugging fit. The brushed ribbed knit fabric offers plenty of stretch. Pair this top with high rise jeans for a casual day, or a plaid skirt for a dressier feel.

    Fit & Features

    • Long fitted sleeves
    • Notch front V neckline
    • Cropped hem
    • Form-hugging fit
    • Brushed ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-3004

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Chic Square Toe Stiletto Booties

    Trendy and oh-so-chic, these stiletto booties will amp up your fall and winter wardrobe! They feature an ankle-high design with a square toe and a triangle-shaped stiletto heel. Pair these faux microsuede booties with a curve-hugging pencil skirt and a fitted blazer for a stylish workwear look.

    Fit & Features

    • Ankle-high design
    • Square toe
    • Triangle-shaped stiletto heel
    • Back zipper closure
    • Faux microsuede material

    Style Number/Barcode: 07403-0564

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild N' Free Faux Leather Lug Booties

    Take a walk on the wild side in these edgy booties! The booties feature an around the ankle fit, an elastic gore detail, an ankle strap with buckle detail, a lug sole, and a block heel. The booties are composed of faux leather material. Complete look with high waist jeans and a crop top.

    Fit & Features

    • Around the ankle fit
    • Inner elastic gore detail
    • Almond toe
    • Ankle strap with buckle detail
    • Lug sole
    • Block heel
    • Faux leather material 


    Please be advised that these boots run 1 size too small.

    Style Number/Barcode: 07403-0567

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Faux Leather Platform Booties

    Step up your style in these perf booties to go with your favorite outfits, The booties feature an around the ankle fit, a double strap design with buckle accent, an inner zipper, a wide platform, and a stacked heel. Complete outfit with a faux leather mini skirt and bustier.

    Fit & Features

    • Around the ankle fit
    • Double strap design with buckle accent
    • Inner zipper closure 
    • Wide platform 
    • Stacked heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0588

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Crew Neck Basic Bodysuit

    Keep your look basic yet still so stylish in this long sleeve crew neck bodysuit! It features a stretchy knit fabric that offers a form-hugging fit. Pair this bodysuit with a trendy plaid mini skirt for a chic look you can wear day to day.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Thong bottom with dual snap button closures
    • Knit fabric with plenty of stretch
    • Form-hugging fit

    Style Number/Barcode: 06001-2781

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Skinny Jeans

    Get a trendy everyday look in these high rise destructed skinny jeans! They feature a figure-flattering tapered fit with major distressed detailing down the front. Pair these jeans with a chic crop top and heeled booties for a go-to look to hang with your girls.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing
    • Skinny leg fit
    • Denim fabric with moderate stretch

    Style Number/Barcode: 06602-0182

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back to Basics Notched Knit Bodysuit

    Let this basic bodysuit complete your trendy outfits this season. The bodysuit features a notched V-neckline, long sleeves, and a high rise cut. The bodysuit is composed of a cotton knit fabric that offers a form hugging fit. Complete look with a plaid skirt.

    Fit & Features

    • Notched V-neckline
    • Long sleeves
    • High rise cut
    • Thong bottom
    • Cotton-knit fabric
    • Form hugging fit, moderate stretch 
    • Dual-snap button closure

    Style Number/Barcode: 06002-0672

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Pointed Toe Sock Booties

    Add these basic faux suede sock booties to your fall and winter wardrobe for a chic look! They feature an ankle-high design, a trendy pointed toe, and a sturdy block heel. Pair these booties with mom jeans and a chunky knit sweater for a cute 'fit you can wear all day, everyday!

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07403-0574

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Houndstooth Cropped Jacket

    Hey, girl! Stay on trend with a jacket that brings sets a chic tone! Layer up with this cropped jacket to create a cute back to school outfit. The jacket features houndstooth pattern, two chest pockets with snap button closure, and long sleeves. Complete fit' with a mini skirt. 

    Fit & Features

    • Collared neckline
    • Chest pockets with snap button closure
    • Long sleeves with snap button cuff
    • Multi-button snap closure
    • Houndstooth print
    • Cropped hem 
    • Unlined woven knit fabric, relaxed fit, minimal stretch 

    Style Number/Barcode: 06204-0731

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Rhinestone Fringe Hoodie

    Glam up your hoodie with a hint of sparkle. The hoodie features a drawstring hoodie, long sleeves with a rhinestone fringe, and a rhinestone fringe across the center of the back. The hoodie is composed of a knit fabric that offers a relaxed fit. Complete the look with distressed jeans and chunky sneakers. 

    Fit & Features

    • Drawstring hoodie
    • Long sleeves with rhinestone fringe
    • Rhinestone fringe across the center of the back
    • Knit fabric
    • Relaxed fit

    Style Number/Barcode: 06002-0671

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Rise Zippered Plaid Pants

    Keep it stylish in plaid pants that are all the rage this season. The pants feature a plaid print,  high rise waist, faux zippered pockets, and a skinny leg fit. The pants are composed of a lightweight woven fabric that offers a slight stretch. Complete your look with a basic black bodysuit. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Faux zippered pockets
    • Plaid print
    • Skinny leg fit
    • Woven fabric
    • Form hugging fit, slight stretch 

    Style Number/Barcode: 06402-0290

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play On Plaid Wubby Knit Jacket

    Keep it trendy in a plaid jacket that slays your layered outfits! The jacket features a fab plaid print, a mock neck, a zippered front, long sleeves, and is composed of a cozy wubby fabric that offers a relaxed fit with slight stretch. Complete look with a mock neck midi dress and ankle booties. 

    Fit & Features

    • Mock neck
    • Plaid print
    • Zippered front
    • Long sleeves
    • Wubby knit fabric
    • Lined, Relaxed fit, minimal stretch 

    Style Number/Barcode: 06201-0186

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy and Poised Plaid Skinny Pants

    Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure
    • Slant pockets 
    • Two zippered pockets
    • Belt loops
    • Plaid print
    • Stretchy woven fabric with skinny leg fit

    Style Number/Barcode: 06402-0289

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Casual Hoodie Mini Dress

    Keep it casual in a mini dress that is part cozy and part glam. The hoodie mini dress features a corset bodice with piping detail, long sleeves, a hoodie, and a mini length silhouette. The mini dress is composed of a knit fabric that offers a form hugging fit. Complete look with chunky sneakers. 

    Fit & Features

    • Corset-like bodice with piping seams
    • Hoodie
    • Long sleeves with ribbed cuff
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 06002-0670

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Waist Plaid Shorts

    Cinch your waist in these chic shorts! The shorts feature a plaid pattern. a high rise waist, a tie waist belt with loops. and a cheeky bottom. Complete look with a basic bodysuit. 

    Fit & Features

    • High rise waist
    • Tie waist belt with loops
    • Plaid print
    • Cheeky bottom
    • Stretchy lightweight woven fabric 

    Style Number/Barcode: 06403-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Asymmetrical Hem Mini Skirt

    Let this skirt take your look to the next level! The skirt features a high rise waist, a plaid print, and an asymmetrical hem. Complete look with bodysuit and ankle booties. 

    Fit & Features

    • High rise waist
    • Plaid print 
    • Asymmetrical hem

    Style Number/Barcode: 06501-0323

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Playfully Poised Plaid Mini Skirt

    Keep it poised in a plaid skirt that stuns! The skirt features a high rise waist, a plaid print, and a mini side slit. The skirt is composed of lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with ankle booties. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Mini side slit
    • Lightweight woven fabric
    • Form hugging fit, minimal stretch 
    • Back zipper closure

    Style Number/Barcode: 06401-0270

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Ruched Stiletto Boots

    Step out in these chic boots that elevate all your outfits. The boots feature a below-the-knee fit, a ruched body, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed midi dress and a moto jacket for a date night.

    Fit & Features

    • Below the knee fit
    • Ruched body
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux leather material 


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

    Style Number/Barcode: 07402-0257

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Fierce Over the Knee Boots

    Strike a fierce impression in boots that slay! The boots feature an over the knee fit, a leopard print, a pointed toe, and a block heel. Complete look with a trendy romper. 

    Fit & Features

    • Over the knee fit
    • Pointed toe
    • Leopard print
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07402-0256

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Detail Pointed Toe Block Heel Boots

    Elevate your style with these chic block heel boots! They feature a trendy pointed toe, back zipper closure with gold hardware, gold buckle strap accents, and a faux suede and smooth thick nylon material. Pair these boots with a sweater dress for your next holiday party!

    Fit & Features

    • Below the knee design
    • Pointed toe
    • Block heel
    • Back zipper closure
    • Buckle strap accents
    • Faux suede and smooth nylon material

     

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

    Style Number/Barcode: 07402-0255

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Front Crop Top

    Add a stylish twist to your everyday crop top with this trendy piece! The top features long fitted sleeves, a twist front detail, and a cropped, form-hugging fit. Pair this soft brushed knit top with high rise jeans and chunky sneaks.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Twist front detail
    • Cropped, form-hugging fit
    • Brushed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2993

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Trendy Vibe Ribbed Knit Crop Top

    Get a trendy vibe in this adorable ribbed knit crop top! It features a mock neckline, long fitted sleeves, and a cropped hem with a front drawstring to cinch. Pair this top with high rise faux leather joggers for a stylish and edgy feel.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Front drawstring
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2996

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free