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.

  • Read All About It Crop Top

    You're so extra, everyone will come to you for style advice in this trendy crop top.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Ruched sides with drawstrings
    • Cropped
    • All over newspaper print
    • Sheer mesh fabric | Plenty of stretch

    Style Number/Barcode: 06001-2213

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • MILF Graphic Print Short Sleeve Tee Shirt

    Flaunt it out mama in a graphic tee. Show off that hot mama status in a graphic tee that says it all. The top features a crew neckline, short sleeves and a graphic print that reads: "MILF" in bold all cap lettering. The top is composed of a smooth cotton-like fabric that offers a relaxed fit with a moderate stretch. Complete your sassy look with high waist denim and chunky dad sneakers

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic print that reads Milf
    • Knit fabric
    • Relaxed fit
    • Moderate stretch 

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0477

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Digs Faux Suede Booties

    Dig up your cowgirl style! These faux suede booties feature a western-inspired design on a pointed toe, stacked block heel with a side zipper closure, and an ankle-length fit. Complete the look in a Panama hat for festival season.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper closure
    • Ankle-length fit
    • Faux suede material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1506

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hey Mama Large Hoop 3 Pack

    Hey mama, get a little funky with your style, especially if you are getting ready for festival szn! 

    • 3 Pack of hoop earrings
    • Large design
    • Omega closures
    • Oil slick | Thin gold | Chunky Rhinestone

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

    Style Number/Barcode: 07001-0342

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lovin' The Layers Belted Trench

    Fall in love with luxe layers in this chic belted trench! The coat features a faux suede fabric and a tie front belt to snatch your waist. Wear over a mock neck top and pair it with heeled booties for a go-to look for the cooler months.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belt
    • Relaxed fit
    • Faux suede fabric

    Style Number/Barcode: 06204-0695

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Chic Ruched Mini Dress

    Simple and chic, this ruched mini dress is an essential to have in your closet. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, back ruched detailing, and a short, curve-hugging silhouette. Style this dress with hoop earrings and trendy mules.

    Fit & Features

    • Sleeveless V-neckline
    • Wrap-front design
    • Spaghetti straps
    • Back ruched detailing
    • Mini-length, form-hugging fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-3876

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • First Sight Lug Block Heel Booties

    It's love at first sight when you set your eyes on these faux leather booties featuring an almond toe, block heel, lug sole, side zipper closure, and an ankle-length fit. Complete the look in a cool moto jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Lug sole
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1609

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross 'Em Off Pullover Sweater
    Cross 'em off your list in this classic crossover-style sweater. This piece features a V-shaped neckline, ribbed trim throughout, and has minimal stretch. Pair with jeans and heels for a sophisticated everyday look.

    Style Number/Barcode: 06005-0029

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tassel Detail Quilted Crossbody Bag

    Add this stylish crossbody bag to your 'fit for an elevated, chic vibe. It features a rectangular shape with a V-shaped quilted design, a tassel accent, and a chain shoulder strap. Pair this bag with a faux fur coat and faux leather joggers.

    Fit & Features

    • Rectangular shape
    • V-shaped quilted design
    • Tassel accent
    • Chain shoulder strap

    Style Number/Barcode: 07203-0390

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Like Crazy Plunge Neck Bodysuit

    Make 'em' crazy in love with you and your outfit showcasing this sultry plunge v-neck bodysuit! It features sheer mesh peasant sleeves, a ruched bodice, a deep cutout back with a lattice strap, a thong bottom, and dual snap-button closure. Complete the look in a chic skort for a night out with the girls!

    Fit & Features

    • Sheer mesh peasant sleeves
    • Plunge v-neckline
    • Ruched bodice
    • Deep cutout back with lattice strap
    • Thong bottom, dual snap-button closures
    • Slinky knit, partial lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4264

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Elegant Sparkle Rhinestone Bow Ballet Flats

    These chic rhinestone bow ballet flats will give off that elegant sparkle, a perfect alternate for heels! They feature a closed pointed toe, rhinestone and faux pearl bow accents, a closed back, a comfortable flat sole, a cushioned insole, and a sleek faux leather exterior. Style with an envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Rhinestone and faux pearl bow accents
    • Closed back
    • Flat sole
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0039

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knit Talks Mock Neck Sleeveless Sweater Dress

    This knit sweater dress speaks for itself! Flaunt your classic style in this sleeveless dress featuring a ribbed mock neck, a flattering bodycon silhouette, and a mini-length hem with a flirty slit accent. Complete the look with a chic mini handbag and knee-high boots for a daytime outing!

    Fit & Features

    • Sleeveless
    • Ribbed mock neck
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Stretchy sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1726

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Most Coveted Box Crossbody Bag

    This box crossbody bag will be the most coveted accessory in your lineup! It features a croc faux leather material, detachable chain-link strap, top push-lock closure, and a spacious and lined interior for keeping your essentials in. Complete the look in a boss babe blazer.

    Fit & Features

    • Box shape
    • Croc faux leather material
    • Detachable chain-link strap
    • Top push-lock closure
    • Spacious and lined interior

    Style Number/Barcode: 07203-1066

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cut Out Mini Dress

    This cute and casual cut out mini is perf for your next day out. The dress features an off the shoulder elastic banded square neckline, short sleeves, a trendy front cut out at the waist, and a short, form hugging fit. The dress is composed of a stretchy knit fabric with a knit lining.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0211

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mock Neck Long Sleeve Floral Lace Top

    Turn to a floral lace top for a chic look. Take your outfit from the office to happy hour in a sophisticated lace top that features a mock neck, unlined long sleeves, and a floral lace pattern throughout. The top is composed of a lace fabric that offers a relaxed fit. Complete your outfit with a bralette and statement earrings

    Fit & Features

    • Mock neck
    • Unlined long sleeves
    • Floral lace
    • Unlined 
    • Relaxed fit
    • Bralette sold separately 

    Style Number/Barcode: 06003-0951

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Basic Life Ribbed Crop Top

    Keep it basic in a crop top to nail those cool girl vibes that are oh-so-trendy. The crop top features a square neckline with tank straps and is composed of a ribbed knit fabric. Create a perfect day-out look with the matching ribbed biker shorts and chunky dad sneakers.

    Shop Matching Biker Shorts: That Basic Life Ribbed Biker Shorts

    Fit & Features

    • Sleeveless square neckline
    • Tank straps
    • Cropped hem 
    • Ribbed knit fabric
    • Form-hugging fit
    • Moderate stretch 
    • Matching biker shorts sold separately
    • Runs true to size

    Style Number/Barcode: 06002-0593

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Ribbed Knit Crop Top

    Keep it cozy in a trendy twist top for your next day in lounging this season. The top features a plunging V-neckline with a twist knot accent, long sleeves, and a cropped hem. Complete your look with the matching high waist leggings. 

    Shop Matching Leggings: Trendy High Waist Ribbed Knit Leggings

    Fit & Features

    • Plunging V-neckline
    • Twist knot accent at the center of the bodice
    • Long sleeves
    • Ribbed knit fabric with plenty of stretch
    • Matching leggings sold separately 

    Style Number/Barcode: 06001-2868

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Cropped Ribbed Mock Neck Top

    Keep it chic in a crop top that is perfect for layering with your favorite style staples. The crop top features a mock neck with a merrow edge trim, long sleeves, and a cropped hem. Complete your look with high waist mom jeans and a cute crossbody

    Fit & Features

    • Mock neck with merrow edge trim
    • Long sleeves
    • Cropped hem
    • Ribbed knit fabric
    • Relaxed fit, moderate stretch 

     

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2766

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get A Clue Plaid Blazer Dress

    Showcase a trendy look with this effortlessly fab dress that will give you an all-in-one outfit! It features a blazer-designed top with a V-neckline and a lapel collar, shoulder pads, long sleeves, a dual snap-button front, a waist cutout, and a short fitted skirt with a high waist and a faux button-down design. The plaid woven fabric has a smooth lining and no stretch. Pair this dress with strappy mules.

    Fit & Features

    • Blazer-designed top
    • V-neckline, lapel collar
    • Shoulder pads, long sleeves
    • Dual snap-button front
    • Waist cutout, hidden side zipper closure
    • Short fitted skirt, high waist, faux button-down design
    • Woven fabric, smooth lining, no stretch, plaid print
    • Runs true to size

    Style Number/Barcode: 05102-4209

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crystal Clear Lucite Heels

    It's clear as day that these lucite heels belong in your lineup. It features a square toe design, PVC toe and ankle strap, and block heels. Style with a glittery dress and gold hoops. 

    Fit & Features

    • Square toe design
    • PVC toe strap
    • Adjustable buckle ankle strap
    • Lucite block heel
    • Faux leather 
    • Runs true to size

    Style Number/Barcode: 07401-3837

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Cozy Chenille Sweater

    This adorable chenille knit sweater is casually chic and oh-so-cozy! It features a ribbed turtleneck, long dolman-style sleeves with cuffed hems, button detailing down the sides, and an oversized, relaxed fit. Pair this sweater with faux leather pants and booties.

    Fit & Features

    • Ribbed turtleneck
    • Long dolman sleeves, cuffed hems
    • Buttons down the sides
    • Chenille knit fabric
    • Oversized fit

    Style Number/Barcode: 06005-1073

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On An Adventure Corduroy Utility Romper

    This corduroy romper will inspire your next adventure! It features short sleeves, a collared neckline, front zipper closure and flap pockets, an adjustable belted waist with belt loop accents, back pockets, and a form-fitting silhouette. Complete the look in cool sunglasses and thigh-high boots.

    Fit & Features

    • Short sleeves
    • Collared neckline
    • Front zipper closure and flap pockets
    • Adjustable belted waist, belt loop accents, back pockets
    • Form-fitting silhouette
    • Corduroy fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06303-0168

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One Shoulder Bliss Crop Sweater

    Feel bliss this autumn in this one-shoulder crop sweater featuring a long sleeve and a cable knit design. Complete the look in trending new flare jeans.

    Fit & Features

    • One-shoulder neckline
    • Long sleeve
    • Cropped hem
    • Cable knit design
    • Fits true to size

    Style Number/Barcode: 06005-1439

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance