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.

  • Boss Moves Camouflage Cargo Joggers

    Command the scene like the boss you are in these on-trend camouflage joggers. They feature a mid-rise waist with a ribbed knit elasticized waistband, a tie-front design, cargo-style pockets, and a tapered, ribbed knit, jogger hem. The woven fabric offers minimal stretch. Style with a faux leather corset and strappy heels.

    Fit & Features

    • Mid-rise waist, ribbed knit elasticized waistband
    • Tie-front design, hidden front zipper, button closure
    • Front pockets, faux back flap pockets
    • Cargo-style buttoned side pockets
    • Ribbed knit jogger hem
    • Camouflage pattern, woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0674

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jazz Night Twist Front Crop Top

    Enter the room of the rhythm and blues! All eyes on you in this saucy crop top featuring a sleeveless, sweetheart neck, adjustable spaghetti straps, and a twisted bust, on pleated-lined fabric. Complete the look in the matching bottoms. 

    Shop Matching Bottoms: Jazz Night High Rise Pants

    Fit & Features

    • Sleeveless, sweetheart neck 
    • Adjustable spaghetti straps
    • Twisted bust
    • Cropped hem
    • Pleated-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4527

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Moves Over-The-Knee Stiletto Boots

    Make sleek moves in these chic over-the-knee stiletto boots! They feature a pointed toe, a thin stiletto heel, dual buckle accents at the ankle and knee, and an inner zipper closure. Style with a sweater dress and hoop earrings.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Stiletto heel
    • Dual buckle accents
    • Partial inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0850

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Faux Suede Baseball Cap

    Elevate your streetwear in this faux suede baseball cap featuring a traditional design with a curved brim and velcro back strap closure. Complete the look in a blazer for a coffee run and shopping.

    Fit & Features

    • Traditional baseball cap design
    • Curved brim
    • Velcro back strap closure
    • Faux suede material

    Style Number/Barcode: 07302-1315

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Shine Lace-up Stiletto Heels

    Show off major shine with these fab metallic stiletto heels! They feature an open toe with an asymmetrical strappy design, thin straps that lace up around the ankle, a sleek stiletto heel, and a textured chrome finish. Style with a bodycon dress and hoop earrings.

    Fit & Features

    • Open almond-shaped toe
    • Asymmetrical strappy design
    • Thin straps, lace-up around the ankle
    • Adjustable buckle detail
    • Stiletto heel
    • Textured chrome finish, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4034

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coffee Date Chic Plaid Scarf

    This adorably chic plaid scarf is perfect for your fall coffee dates! It features a large oblong design, a soft brushed knit fabrication with fringe detailing, and an all-over plaid print pattern. Style with hoop earrings and a crossbody purse.

    Fit & Features

    • Large oblong design
    • Brushed knit fabrication, no stretch
    • Fringe detailing
    • Plaid print

    Style Number/Barcode: 07305-0422

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Autumn Vibes Fringe Blanket Scarf

    Bring the autumn vibes to your everyday look with this cozy blanket scarf. It features a soft brushed knit fabrication with fringe detailing and a two-tone pattern. Style with a wide-brim fedora and ankle booties.

    Fit & Features

    • Large blanket design
    • Brushed knit fabrication, no stretch
    • Fringe detailing
    • Two-tone pattern

    Style Number/Barcode: 07305-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hollow Nights Nylon Fishnet Tights

    A pair of tights that will never disappoint! Elevate your style in these nylon fishnets featuring a small gauge net design with a circle pattern and a high-rise fit. Complete the look with the matching gloves for date night.

    Shop Matching Gloves: Chic Status O-Ring Sheer Gloves

    Fit & Features

    • Small gauge fishnet design
    • High-rise fit
    • Circle pattern
    • Nylon knit fabric
    • Moderate stretch

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0164

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love For Luxe Velvet Heart Clutch

    Show your love for luxe with this glam velvet heart clutch! It features an adorable heart shape design, an ultra-soft velvet exterior, a top rhinestone embellished ring-snap closure, and an included chain-link shoulder strap to convert the clutch to a crossbody purse. Style with a LBD and rhinestone earrings.

    Fit & Features

    • Heart-shaped design
    • Smooth velvet exterior
    • Metal hardware
    • Top rhinestone embellished ring-snap closure
    • Detachable chain-link strap
    • Spacious lined interior

    Style Number/Barcode: 07204-0648

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall Ritual Poplin Shirt Dress

    Your new fall favorite for wearing all season! This poplin shirt dress features long sleeves with buttoned cuffs, a collared neckline, front button-down closures, a fitted waist, a lower open-back design with lace-up, and a pleated, short skater silhouette. Complete the look in chic Panama hat and booties. 

    Fit & Features

    • Long sleeves with buttoned cuffs
    • Collared neckline
    • Front button-down closures
    • Fitted waist, lower open-back, lace-up
    • Pleated, short skater silhouette
    • Non-stretch poplin fabric
    • Fits true to size

    Style Number/Barcode: 05101-1771

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilly Days Chunky Knit Beanie

    Get ready for chilly fall days with this adorable chunky knit beanie. The cuffed beanie features a twisted knit design with a cute faux fur pom accent. Style with a belted trench coat.

    Fit & Features

    • Cuffed hem
    • Twisted knit design
    • Faux fur pom accent

    Style Number/Barcode: 07302-1012

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wildest Dreams Rhinestone Bra

    Make your dreams come true and slip on this showstopping rhinestone metal bra for a Vegas weekend! It features a v-wire frame, dual back straps with lobster clasp closure, and sheer caged cups. Complete the look in a bralette and mini skirt.

    Fit & Features

    • V-wire frame
    • Rhinestone caged sheer cups
    • Dual back straps with lobster clasp closure
    • Metal material
    • Fits true to size

    Style Number/Barcode: 07107-0795

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Killer Looks Faux Leather Snake Booties

    Unveil a killer look in these faux leather snake booties featuring a sassy pointed toe, stiletto heel, side zipper closure, a slouched design, and an above-the-ankle fit. Complete your outfit in a denim jacket and dress.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Side zipper closure
    • Slouched design, above-the-ankle fit
    • Faux leather material
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07403-1604

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Slouch Stiletto Boots

    Shimmer and shine with every step in these slouch stiletto boots featuring a pointy toe, all-over rhinestone embellishments, under-the-knee length, and a side zipper closure on faux suede material. Complete the look in a sassy mini dress.

    Fit & Features

    • Slouched design
    • Pointy toe
    • Stiletto heel
    • Rhinestone embellishments
    • Under-the-knee length
    • Side zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0847

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make You Rattle Faux Leather Snake Booties

    These snake booties will make you rattle with excitement! They feature a square toe, block heel, side zipper closure, and an above-the-ankle shaft on faux leather material. Complete your sassy look in a little black dress for a night out.

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Snake print
    • Above-the-ankle shaft
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1600

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Faux Suede Booties

    One go in these faux suede booties and you'll be hooked! They feature a trendy square toe, block heel, side zipper closure, and fit above the ankle. Complete the look in a city chic trench coat.

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Fits above the ankle
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1601

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Slouch Stiletto Boots

    Shimmer and shine with every step in these slouch stiletto boots featuring a pointy toe, all-over rhinestone embellishments, under-the-knee length, and a side zipper closure on faux suede material. Complete the look in a sassy mini dress.

    Fit & Features

    • Slouched design
    • Pointy toe
    • Stiletto heel
    • Rhinestone embellishments
    • Under-the-knee length
    • Side zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0848

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made For Struts Over The Knee Boots

    Made for stylish strutting down the street, you'll adore these faux leather over-the-knee boots featuring an almond toe, a stacked block heel, a side zipper closure, and a high shaft. Complete the look in a trendy sweater dress for a day in the city!

    Fit & Features

    • Almond toe
    • Stacked block heel
    • Side zipper closure
    • High shaft, over the knee
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0843

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Cutie PU Western Booties

    Embrace your country roots in these cute PU western booties featuring a pointed toe, stacked block heel, side zipper closure, and fit above the ankle. Complete the look in a denim dress for a night of line dancing!

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper closure
    • Fits above the ankle
    • PU faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1602

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wonderful Winter Sweater Midi Dress

    Slay all season no matter the weather in this sweater midi dress perfect for casual or dressy events! It features fitted long sleeves, a mock neck, a bust cutout, and a form-hugging silhouette with a flirty front slit. The dress is composed of a stretchy rib-knit fabric. Pair with booties to complete the look.

    Fit & Features

    • Fitted long sleeves, mock neck
    • Bust cutout
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1579

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Utterly Fab Faux Fur Leather Blazer

    Utterly fabulous and currently trending! Showcase your stylish self in this faux leather blazer featuring long sleeves and a collar neckline with faux fur trim, button-down closures, belted waist with belt loops and buckle closure, and a slim-fit silhouette. Style with flare jeans for a cute throwback vibe!

    Fit & Features

    • Long sleeves and collar neckline
    • Faux fur trim
    • Button-down closures
    • Belted waist, belt loops, buckle closure
    • Slim-fit silhouette
    • Faux leather, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1501

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic And Cozy Plaid Long Vest

    Layer on this plaid long vest for a classic and cozy look this season. It features a sleeveless collared neckline, a complete button-down front, dual chest pockets with flap detailing, dual side pockets, a relaxed fit, and an all-over buffalo plaid print. The faux wool fabric is soft to the touch with no stretch. Style over a long sleeve top with dark wash denim.

    Fit & Features

    • Sleeveless collared neckline
    • Button-down front
    • Dual chest pockets, flap design, button closures
    • Dual side pockets, smooth lining, side slit accents at the hem
    • Relaxed silhouette
    • Buffalo plaid print
    • Faux wool fabric, no stretch
    • Runs true to size 

    Style Number/Barcode: 06204-1499

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Snow Bunny Pom Knit Beanie

    Look glam for your next snow day in this knit beanie featuring an adorable pom, faux pearl, and rhinestone embellishments on stretchy knit fabric. Complete the look in a puffer jacket. 

    Fit & Features

    • Pom on the top
    • Faux pearl and rhinestones
    • Stretchy knit fabric

    Style Number/Barcode: 07302-0816

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale