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.

  • Stylish Reputation Rhinestone Snake Necklace Pack

    Show off your stylish reputation with a necklace set that brings a major edge to your look! The set includes three necklaces that feature a dainty chain link, a rhinestone embellished snake charm, and a chain link design. Complete look with a bodysuit and a faux leather mini skirt.

    Fit & Features

    • Includes three necklaces
    • Dainty chain link 
    • Rhinestones
    • Snake charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-1027

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slither & Shine Three-Pack Necklace Set

    Show off your unique style in this set featuring a layered snake chain, pendant, and rhinestone necklace. Style with a chic blouse. 

    Fit & Features

    • Three-necklaces
    • Snake chain
    • Rhinestone
    • Snake pendant

    Style Number/Barcode: 07002-1026

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Gems Flower Halo Stud Set

    Your ears deserve some sparkle! Make them shine in this stud earring set featuring one diamond-shaped and flower halo pair with a post-back closure and rhinestone inserts. Style with a chic blouse.

    Fit & Features

    • One diamond-shaped pair
    • One flower halo pair
    • Post back closure
    • Rhinestone inserts
    • Cubic zirconia material

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1070

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Strike A Pose Cutout Bodycon

    Strike a pose in a stunning bodycon that dares to go bold! The dress features a plunging V-neckline with a metal O-ring at the center of the bodice, dual cutouts at the waist for a sultry show of skin, fitted long sleeves, and a mini-length bodycon hem. The dress is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules and a faux leather clutch for your next night out!

    Fit & Features

    • V-neckline, adhesive bra required
    • Metal O-ring accent
    • Dual cutouts at the waist
    • Long fitted sleeves
    • Mini-length silhouette
    • Lined smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1332

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cow Print Faux Fur Shoulder Bag

    Stay on trend with a shoulder bag that takes center with your look! The shoulder bag features a cow print, a rectangular-shaped body, a top zipper closure, and a chunky chain with a faux leather shoulder strap. The shoulder bag is composed of a faux fur material. Complete look with a bustier and mom jeans.

    Fit & Features

    • Cow print
    • Rectangular-shaped body
    • Top zipper closure
    • Chunky chain with faux leather shoulder strap
    • Faux fur material 

    Style Number/Barcode: 07203-0885

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In Plaid View Blanket Scarf

    This scarf is a winter must-have, plain and simple! This versatile scarf features a plaid print with short fringes around the edges. Wear it as a scarf, a wrap, or even a blanket! Complete look with ankle booties.

    Fit & Features

    • Plaid print
    • Short fringe trim
    • Soft cashmere-like fabric
    • Multiple ways to wear

    Style Number/Barcode: 07305-0342

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Sultry Slinky Knit Mini Dress

    This simple yet sultry mini dress will have you looking oh-so-fab on your next night out. It features a sleeveless square neckline, spaghetti straps, and a ruched side seam for added allure on the short, curve-hugging hem. The lightweight slinky knit fabric offers a moderate stretch. Complete the look with clear heels.

    Fit & Features

    • Square neckline, bra-friendly
    • Spaghetti straps
    • High waist seam, ruched side seam
    • Mini curve-hugging hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1330

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Biker Babe Chain-Detail Tunic

    Showcase an edgy biker babe vibe with this cool graphic tunic. It features long sleeves, a low V-neckline with tiered chain-link details, a center motorcycle and skulls graphic with the script "Motorcycle Biker," and a relaxed fit. Style this tunic with faux leather leggings and ankle booties.

    Fit & Features

    • Long sleeves
    • Deep V-neckline
    • Tiered chain-link details
    • Motorcycle and skulls graphic
    • Script that reads "Motorcycle Biker"
    • Cotton fabric, moderate stretch, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-1028

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clearly Stylish Saffiano Trim Top Handle Purse

    This purse is clearly stylish! It features saffiano trim, a top handle, and detachable shoulder strap, and a turn-lock closure. Complete your look with matching mules.

    Fit & Features

    • Saffiano trim 
    • Top handle, detachable shoulder strap
    • Turn-lock closure

    Style Number/Barcode: 07203-0881

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rocker Babe Slashed Mini Dress

    Rock on babe in a tee that shows off your edgy side! The mini dress features a crew neckline, short sleeves, a bold rock-inspired graphic, a slashed design at the back, and a mini-length silhouette. The dress is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with combat boots and a swag chain belt. 

    Fit & Features 

    • Crew neckline 
    • Short sleeves
    • Rock-inspired graphic 
    • Slashed design at back 
    • Mini length silhouette
    • Cotton knit fabric 
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 06002-1027

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play It Cool Crepe Mini Dress

    Play it cool with this fab mini dress that is part casual, part chic! The dress features a sleeveless square neckline, spaghetti straps, pleating at the bodice, and a mini-length silhouette. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and a clutch. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleating at bodice
    • Mini length silhouette
    • Crepe fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4190

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Look Printed Tights

    Achieve that on-trend luxe look by pairing these chic tights under your fave sweater dress! The tights feature a high-rise banded waist with a form-hugging fit and are composed of a sheer unlined fabric with an all-over double O-ring pattern. Complete your look with ankle booties.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Sheer unlined fabric
    • Double O-ring pattern


    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: 07306-0095

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mini Me Jelly Crossbody Bag

    This crossbody bag is the perfect size for keeping your essentials handy! It features top handles, a detachable shoulder strap, zipper closure on glossy, jelly material. Complete your look in cute sunnies.

    Fit & Features

    • Top handles
    • Detachable shoulder strap
    • Zipper closures
    • Glossy, jelly material

    Style Number/Barcode: 07203-0876

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Bag Diamond Quilt Crossbody

    Keep all of your essentials in this stylish crossbody! It features a diamond quilt pattern, chainlink strap, and turn-lock closure. Complete the look in a bodycon dress.

    Fit & Features

    • Diamond quilt pattern
    • Chainlink strap
    • Turn-lock closure
    • Faux leather material 

    Style Number/Barcode: 07203-0873

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Drama Faux Leather Bodycon

    Bring the drama in a bodycon that creates a head-turning moment! The dress features a plunging V-neckline, long puff sleeves, a cinching belted waist, and a mini-length silhouette. The dress is composed of a curve-hugging faux leather fabric that offers a moderate stretch. Complete look with clear mules. 

    Fit & Features

    • Plunging V-neckline
    • Long puff sleeves 
    • Belted waist
    • Mini length silhouette
    • Faux leather fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1320

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Contemporary Over The Knee Boots

    Elevate your contemporary style in these over-the-knee boots featuring a sleek almond toe, block heel, side zipper closure, and top tie-back drawstring that lets you customize the fit on faux suede material. Complete the look in a cute crop denim jacket. 

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Over-the-knee style
    • Tie-back customizable drawstring
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0734

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knott Love Halter Cutout Midi Dress

    You'll fall for this halter midi dress with just one look! Featuring a sleeveless, halter neck with tie-back closure, a trendy knot cutout bodice that shapes the bodycon silhouette. Complete the look in classy nubuck heels.

    Fit & Features

    • Sleeveless, halter neck, tie-back closure
    • Knot cutout bodice
    • Bodycon silhouette
    • Midi-length hem
    • Soft and stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4322

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Kicks Pointed Toe Booties

    These pointed-toe booties are sure to become your favorite for creating all sorts of looks! They feature a block heel, side zipper, and faux leather material on an ankle-length fit. Style with a cute jumpsuit.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper 
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1388

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce And Fab Snake Mini Dress

    Keep it fierce and fab with a snake print dress that elevates your style! The dress features a snake print, a square neckline, long sleeves with ruffled trim, dual ruched drawstrings, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Snake print
    • Square neckline
    • Long sleeves with ruffled trim
    • Dual ruched drawstrings
    • Mini length silhouette
    • Brushed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1316

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Single Scoop Strappy Back Midi Dress

    Serve up a single scoop of you in this sultry midi dress for cocktail hour! It features a sleek, sleeveless, scoop neck, spaghetti straps, bodycon silhouette, and a strappy open back. Complete the look in glitzy earrings.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Strappy open-back detail
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1317

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Chic Faux Suede Lace Up Heels

    Lace-up in these everyday heels that dress up your casual outfits! The heels feature an open back, lace-up straps, a double-row strap design, an open square toe, and a block heel. The heels are composed of a faux suede material. Complete look with a midi skirt and blouse for a chic workwear outfit. 

    Fit & Features

    • Open back 
    • Lace-up straps
    • Double-row strap design 
    • Open square toe
    • Block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-3602

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dangerous Glam Faux Leather Midi Skirt

    Dare to go bold with a mini skirt that is so dangerously glam! The skirt features an elastic high rise waist, ruching, a high side slit with a twist-knot accent, and a midi length silhouette. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a slight stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Dangerous Glam Faux Leather One Shoulder Crop Top

    Fit & Features

    • Elastic high rise waist
    • Ruching 
    • High side slit
    • Midi length silhouette
    • Faux leather fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0526

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Must-Have Plaid Flare Pants

    These trendy must-have plaid pants will be your go-to pair for the fall season. They feature a flattering high waist, a form-hugging fit, and a chic flared hem. The soft brushed knit fabric offers plenty of stretch. Complete the look with a cute cropped sweater.

    Fit & Features

    • High-rise waist, elastic waistband
    • Form-hugging fit
    • Flared hem
    • Brushed knit fabric, plenty of stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06502-0711

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Vibes Stiletto Booties
    Show off your pedi in these elevated and chic stiletto booties! They feature a square peep toe design, side zipper closure, an above the ankle-length, and a stiletto heel. Complete your look with a stylish bodycon dress.

    Fit & Features
    • Peep toe
    • Side zipper closure
    • Above the ankle fit
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1383

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance