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.

  • Velvet Leopard Face Mask With Earloops

    Stay safe but keep it cute with this printed mask! The mask features a velvet material, a leopard print, and earloops for a comfortable fit. Complete look with a sleek bodysuit.

    Fit & Features

    • Leopard print
    • Velvet material
    • Earloops
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.

    Face masks are final sale merchandise and may not be returned or exchanged.

    Style Number/Barcode: 07305-0207

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Classic Button Down Corduroy Jacket

    Button up in this cute jacket to layer on the style this season. The jacket features a collared neckline, a button-down front, two small chest pockets, and long sleeves. Complete your layered outfit with a fab fedora. 

    Fit & Features

    • Collared neckline
    • Button-down front
    • Two small chest pockets
    • Long sleeves 
    • Mid-length with frayed hem
    • Corduroy fabric 

    Style Number/Barcode: 06204-0717

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pleated Skater Mini Skirt

    Bring the flair with a pleated mini skirt! The skater skirt styles perfectly with your crop tops for a casually cute look! The skirt features a high rise waist and a pleated skater silhouette. 

    Fit & Features

    • High rise waist
    • Pleated 
    • Skater silhouette
    • Mini length 

    Style Number/Barcode: 06501-0320

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Mock Neck Biker Short Romper

    This trendy mock neck romper will elevate your basic look for sure! Featuring an overall curve-hugging fit and a sultry back keyhole cut out, this romper would look so good paired with chunky sneakers and some gold hoop earrings. Wear on a casual day date with your squad.

    Fit & Features

    • Sleeveless
    • Mock neckline
    • Back keyhole cut out
    • Mid-length shorts
    • Form-hugging fit
    • Knit fabric

    Style Number/Barcode: 06503-0190

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Cozy Fringe Blanket Scarf

    Keep it cozy and chic by layering on this adorable blanket scarf! It features a classic allover plaid print with fringe detailing. Pair this scarf over a chunky knit sweater for the perf winter-time outfit.

    Fit & Features

    • Blanket scarf design
    • Allover plaid print
    • Fringe detailing

    Style Number/Barcode: 07305-0215

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Plaid Fringe Blanket Scarf

    Wrap yourself in a cozy plaid scarf that keeps it oh-so-chic. The scarf features an oversized blanket fit, a plaid print, and a fringe hem. Complete look with a sweater dress and thigh high boots. 

    Fit & Features

    • Oversized blanket fit
    • Plaid print
    • Noodle fringe hem

    Style Number/Barcode: 07305-0212

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chunky Knit Pom Beanie

    Get ready for the cooler months by styling up this adorable knit beanie! It features a chunky knit material with with a cute faux fur pom on top. Pair this beanie with a chic sweater and heeled booties for a stylish warm weather 'fit.

    Fit & Features

    • Chunky knit material
    • Wide banded hem
    • Faux fur pom

    Style Number/Barcode: 07302-0262

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Velvet Floral Face Mask With Earloops

    Stay safe but keep it cute with this printed mask! The mask features a velvet material, a floral print, and earloops for a comfortable fit. Complete look with a sleek bodysuit.

    Fit & Features

    • Floral print
    • Velvet material
    • Earloops
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.

    Face masks are final sale merchandise and may not be returned or exchanged.

    Style Number/Barcode: 07305-0208

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Faux Leather Biker Shorts

    Glam up your biker shorts with sleek faux leather. Dress up your biker shorts with a ribbed button-down top and sleek stilettos for a night out. The shorts feature a high rise waist, a mid-thigh length, and composed of faux leather fabric. 

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Faux leather fabric
    • Form hugging fit 

    Style Number/Barcode: 06503-0189

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised in Plaid Tie Back Romper

    Keep it poised in a plaid romper that is perfect for this season. The romper features a trendy plaid pattern, a sleeveless square neckline, a mid-drift cutout, and an open back with a tie back detail. Complete your look with block heels and a chic cuff. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mid-drift cutout 
    • Plaid pattern 
    • Wide leg shorts with skirt overlay 
    • Partially open back with tie back accent 
    • Lightweight woven fabric 

    Style Number/Barcode: 06503-0155

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Cozy Vibes Plaid Blanket Scarf

    Wrap yourself in a cozy plaid scarf that is totally cuddle-worthy. The scarf features a plaid print with soft-hued neutral pink and gray tones and an oversized blanket fit. Complete your cold-weather outfit with a faux fur jacket and ankle booties. 

    Fit & Features

    • Plaid print
    • Soft-hued neutral pink and gray tones
    • Oversized blanket fit

    Style Number/Barcode: 07305-0205

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked on Style Faux Leather Ankle Booties

    Buckle up in these cute booties that bring the style to all your favorite looks! The ankle booties feature an around the ankle fit, a chic ankle strap with buckle accent, and a sturdy low block heel. Complete your look with an off the shoulder knit sweater and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Elastic goring at the back of the ankle 
    • Ankle strap with small buckle accent
    • Inner zipper closure
    • Almond toe
    • Low stacked block heel 
    • Faux leather material 

     

    Bootie runs small. Size up a half size up

    Style Number/Barcode: 07403-0334

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $28.90

    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
  • Step It Up Lug Sole Block Heel Booties

    Step up your fashion game with these chic block heel booties! They feature a lace-up front with a trend lug sole. Pair these booties with a floral dress to edge up your vibe for the fall season.

    Fit & Features

    • Lace-up front
    • Inner zipper closure
    • Block heel
    • Lug sole
    • Microsuede material


    Style Number/Barcode: 07403-0332

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Every Day Pointed Toe Block Heels

    Keep it sleek and stylish in pointed toe heels that go with all your favorite looks! The heels feature a pointed toe, an adjustable ankle strap, and a low block heel. The heels are composed of a faux nubuck material. Complete your look with high waist jeans and a cozy cardigan.

    Fit & Features

    • Closed-back
    • Pointy toe
    • Adjustable ankle strap
    • Low block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2392

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Everyday Faux Suede Booties

    Keep it chic every day in booties that go with every outfit! The booties feature an around the ankle fit, a trendy pointed toe, and a sturdy block heel to take you from day to night. Complete your look with high waist mom jeans and an off the shoulder top.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-0308

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Pointed Toe Block Heel Booties

    Everyone need that basic pair of pointed toe block heel booties! These feature an ankle high fit with a smooth faux suede material. Pair these chic booties with a sweater dress and a faux leather jacket for a fall night out!

    Fit & Features

    • Ankle high fit
    • Pointed toe
    • Sturdy block heel
    • Inner zipper closure
    • Faux suede material

    Style Number/Barcode: 07403-0329

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Slay Block Heel Booties

    Slay every day in these fab block heel booties! They feature a sturdy block heel and a smooth, faux suede fabric. Pair these chic booties with a faux leather mini skirt for a stylish night out look.

    Fit & Features

    • Above the ankle fit
    • Almond toe
    • Inner zipper closure
    • Block heel
    • Faux suede fabric


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

    Style Number/Barcode: 07403-0335

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Lace Up Booties

    Lace-up this season in chic booties that perfectly go with your layered looks! The booties feature an around the ankle fit, a lace-up front with small grommets, and a trendy cutout design. Complete your look with skinny jeans and a faux leather moto jacket.

    Fit & Features

    • Around the ankle fit
    • Caged design
    • Cutout pattern
    • Lace-up front, peep toe
    • Zippered back closure
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07403-0320

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay In Basic Faux Suede Booties

    Slay in basic booties this season! Dress up or dress down with these faux suede booties that bring the style to your outfits this season. The booties feature a pointed toe, a block heel, and a faux suede body. Complete your look with an off the shoulder sweater and a dainty charm necklace. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Block heel
    • Faux suede material 
    • Back zipper closure 

     

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

    Style Number/Barcode: 07403-0327

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy and Chic Faux Leather Lug Booties

    These booties are part edgy and part chic to nail down your everyday outfits. The booties feature a lace-up front, an outer zipper closure, an almond toe, and a lug sole. Complete your look with matching separates and hoops. 

    Fit & Features

    • Around the ankle fit
    • Zipper front
    • Outer zipper closure 
    • Almond toe
    • Lug sole
    • Low block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0340

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Let Them Look Thigh High Boots

    Let them look, let them stare, because they are lovin' your style with those thigh-high boots babe! The boots feature a thigh-high fit, a gorgeous lace detailing and composed of a faux suede material. Complete your outfit with a sweater dress!

    Fit & Features

    • Thigh high fit
    • Almond toe
    • Low block heel
    • Lace back detailing
    • Inner zipper
    • Faux suede

    Style Number/Barcode: 07402-0168

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Moves Lace-Up Combat Booties

    Get ready to make major trendy moves in these edgy combat booties! They feature a lace-up design with a sturdy block heel to elevate your look. Pair these faux leather booties with distressed mom jeans to level up your everyday 'fit.

    Fit & Features

    • Lace-up front
    • Dual zipper details
    • Lug sole
    • Block heel
    • PU material

    Style Number/Barcode: 07403-0333

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! These booties feature an ankle-high height, an on-trend pointed toe, an inner zipper closure for easy on-and-off wear, and a sturdy block heel. The bootie is composed of a faux leather material. Complete your look with a sweater dress and a crossbody bag!

    Fit & Features

    • Ankle-high height
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-0330

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free