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.

  • The Essential Sweater Dress
    Fall back on this essential sweater dress this season! It features a crew neck, long sleeves with ribbed cuffs and a midi length silhouette that pairs perfectly with booties! Dress is composed of a sweater knit fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06005-0358

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buckled Up Denim Square Toe Block Heels

    Channel retro babe vibes in this pair of block heels! They're designed with an open square toe, fun buckle detail and denim fabrication. Wear them with a jumpsuit to dance the night away.

    Fit & Features

    • Open square toe
    • Block heel
    • U-shaped buckle accent
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-2792

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Classy Closed Toe Block Pumps

    Get ready to stay classy all day long in this pair of block pumps! They feature a point closed toe, a block heel, and a buckle mid strap. Wear them with a pencil skirt and a button-down for a work-ready look. 

    Fit & Features

    • Block heel
    • Pointed toe
    • Buckled strap
    • Runs true to size

    Style Number/Barcode: 07401-3561

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Business As Usual Ponte Blazer

    Create your best workwear fit yet layering on this chic Ponte blazer featuring three-quarter-length roll cuff sleeves, shoulder pads, a lapel collar neckline, an open-front design, faux front pockets, and a hip-length hem. Complete the look in a sleek layered necklace and heels.

    Fit & Features

    • Three-quarter-length roll cuff sleeves, shoulder pads
    • Lapel collar neckline
    • Open-front design
    • Faux front pockets
    • Hip-length hem
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0336

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Mesh Knit Bolero

    Top your formal or cocktail look by layering on this glitter mesh knit bolero featuring long sleeves, an open-front design, and an ultra-cropped hem. Style with strappy block heels for a dressy occasion.

    Fit & Features

    • Long sleeves
    • Open-front design
    • Ultra-cropped hem
    • Glitter mesh knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06202-0344

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good For You Sweater Maxi Dress

    Cause you like looking good for yourself! This sweater maxi dress is the perfect staple for your seasonal closet. It features long sleeves, a collared v-neckline, a form-hugging silhouette, and a flirty front cutout slit. Style with booties for an afternoon lunch.

    Fit & Features

    • Long sleeves
    • Collared v-neckline
    • Form-hugging silhouette
    • Front cutout slit
    • Maxi-length hem
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1482

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Elevated Snake Chain Necklace

    Simple and elevated, this snake chain necklace is so chic. It features a thin and flat snake chain with a collar-length design. Includes a back adjustable chain with a lobster clasp closure. Style with classic hoop earrings for everyday glamour.

    Fit & Features

    • Thin and flat snake chain
    • Collar-length design
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1598

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lasting Impression Rhinestone Charm Lariat Necklace

    Make a lasting impression with this beautiful lariat necklace. Crafted of a dainty chain with three dazzling rhinestone heart, oval, and teardrop charms, it's perfect for any occasion and the accessory you'll treasure forever! Complete the look in platform heels for a semi-formal event!

    Fit & Features

    • Dainty chain
    • Rhinestone heart charm
    • Rhinestone oval charm
    • Rhinestone teardrop charm
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1580

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Loves Me Velvet Floral Midi Skirt

    With this midi skirt, you won't be asking yourself if they love you not! It features a high-rise waist, bodycon silhouette, and a sultry velvet floral burnout pattern with a sewn-in knit lining. Complete the look with the matching top for a date!

    Shop Matching Top: Loves Me Velvet Floral Strapless Crop Top

    Fit & Features

    • High-rise elastic banded waist
    • Bodycon silhouette
    • Midi-length hem
    • Velvet floral burnout pattern
    • Sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0888

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Chic Cropped Rhinestone Halter Top

    Have a major glitzy chic moment in this mesh crop top embellished with all-over rhinestones for a stunning shine. The top features a sleeveless halter neckline with a cowl neck bust, halter neck ties, and a form-hugging fit.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • All-over rhinestone embellishments
    • Sleeveless halter neckline, cowl neck bust
    • Halter neck ties
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5496

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On High Tie Waist Pants
    Go for lean length in these sleek, ultra-high-rise skinny trousers! Pants feature a banded waist with back zip and tie front and legs that gradually taper. Pants are cut for a slim fit and are made from a heavier-weight woven material with moderate stretch.

    Style Number/Barcode: 06502-0149

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Cutie Pants
    No such thing as a pair of pants too bold! These high rise pants feature a banded waist and break out into a wide leg fit. They're made of a ponte fabric with moderate stretch.

    Style Number/Barcode: 06502-0118

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Sling Back Block Heels
    Add these essential heels as a staple to your wardrobe! They feature an open back with elastic sling back strap, an open toe with single strap accent and a block heel. They are composed of a faux suede material and faux leather insole lining.

    Style Number/Barcode: 07401-0386

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Cozy Vibes Shaggy Cardigan

    Elevate your OOTDs with this cute and cozy cardi! It features a crew neckline, an open front with hook and eye closure at the top, and long sleeves. Fully lined and composed of a woven shaggy knit, this sweater offers a relaxed fit with a minimal amount of stretch.

    Style Number/Barcode: 06201-0024

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cabin Trip Faux Suede Jacket

    We are having a vision of you on a winter vacay, at the cabin, sippin' hot cocoa, and keeping it cute and cozy in the snow with a toasty sherpa suede coat!

    Fit & Features

    • Faux suede
    • Dramatic collar
    • Sherpa lining
    • Knit ribbed sleeves
    • No pockets
    • Mid-length hem

     

    Style Number/Barcode: 06204-0141

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Chill Chenille Sweater
    Netflix and chill? or date night with the gals. Either way your go-to sweater works! Designed with a v neckline, long sleeves, and a knotted back. Sweater is composed of a chenille material that is super soft and offers a relaxed fit with moderate stretch.

    Style Number/Barcode: 06005-0297

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chilly Day Rhinestone and Pom Knit Beanie

    Get toasty on a chilly day by adding a beanie to your look! Designed with a traditional vertical ribbed cable knit fabric. Beanie has a traditional fit, dazzling rhinestones throughout, and a cute little faux fur pom pom accent at the top. Complete look with a faux fur jacket

    Fit & Features 

    • Vertical ribbed cable knit
    • Rhinestones
    • Faux fur pom pom

    Style Number/Barcode: 07302-0233

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Totally Fab Ribbed Mini Dress

    Keep your look totally fab in a mini dress that keeps it effortlessly chic! The dress features a sleeveless V-neckline, bungee spaghetti straps, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sleeveless V-neckline 
    • Bungee spaghetti straps
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1050

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut Of Sultry PU Mini Skirt

    Keep it sultry for a night out in this PU mini skirt featuring a sleek high-rise waist with cutout sides and a bodycon silhouette. Complete the look in a crop top and lace-up heels.

    Fit & Features

    • High-rise waist
    • Cutout sides
    • Bodycon silhouette
    • Mini-length hem
    • PU fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0726

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Teach Me Tonight Crepe Crop Top

    Teach everyone the art of sultry in this crepe crop top featuring a strapless neckline with a front cutout and lattice bar inset and flexible boning. Complete the look in the matching skirt and stilettos for drinks and dancing!

    Shop The Matching Skirt: Teach Me Tonight Crepe Maxi Skirt

    Fit & Features

    • Strapless neckline
    • Front cutout with lattice bars
    • Flexible boning
    • Cropped hem
    • Lined crepe fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4525

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Style Lace Trim Sheer Stockings

    Add a sultry style to your party look with these sexy sheer stockings featuring a thigh-high design with a dainty lace trim at the top. Pair with a mini dress and heels!

    Fit & Features

    • Thigh-high sheer design
    • Lace trim

     

    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: 07306-0368

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Sleek Satin Cargo Joggers

    Look sleek in the city wearing these satin cargo joggers to elevate your style! They feature a flattering high-rise waist, hidden side pockets, a relaxed fit, cargo flap pockets with pull tabs, and an elasticized drawstring cuff. Complete the look in a long sleeve crop top for grabbing cocktails and appetizers!

    Fit & Features

    • High-rise waist, back elasticized band
    • Hidden side pockets, cargo flap pockets, pull tabs
    • Relaxed fit
    • Elasticized drawstring cuff
    • Front button and hidden zipper closure, belt loop accents
    • Smooth satin fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1360

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Chenille Crop Top

    Stay cozy in this must have top! It features a ribbed crew neckline, long sleeves and a high-low cropped hem. Sweater is composed of soft to the touch chenille fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06001-1805

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Leather Biker Shorts
    Stand out with these statement shorts! They feature a high rise waist, a mid thigh legth and a faux leather fabric throughout. Shorts offer a form hugging fit.

    Style Number/Barcode: 06403-0022

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance