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.

  • Endlessly Effortless Crew Neck Abstract Midi Dress

    You'll always look and feel perfect in this sleeveless midi dress for parties or going out! Crafted from an abstract print mesh fabric, this dress boasts a crew neckline, a flattering bodycon silhouette, and a midi-length hem. Complete the look in stiletto heels and a purse!

    Fit & Features

    • Abstract print, mesh fabric, soft knit lining
    • Crew neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5819

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Vibe Halter Drop Waist Skater Dress

    Bring a cute vibe to brunch or a party in this halter skater dress showcasing a deep V-neckline and a pleated silhouette for flirty flare. Pair with earrings.

    Fit & Features

    • Poplin woven fabric with knit lining, minimal stretch
    • Deep V-neckline, dart seams at bust
    • Tie-back halter straps, partially open back, lower back zipper with hook-eye closure
    • V-shaped drop waist
    • Pleated short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3516

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's An Icon Faux Fur Cropped Jacket

    Become an icon layering on this faux fur cropped jacket this chilly season! Pair with a bodysuit and denim jeans. 

    Fit & Features

    • Soft faux fur fabric with smooth woven lining, no stretch
    • Collared neckline
    • Hook and eye front closures
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06201-0476

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Season High-Rise Cargo Corduroy Mini Skirt

    A corduroy mini skirt features a trendy high-rise waist with an adjustable belt, cargo side pockets for stylish convenience, and a form-hugging fit. Style with knee-high boots for a cute look.

    Fit & Features

    • Corduroy fabric, no stretch
    • High-rise waist, adjustable belt
    • Cargo side pockets
    • Form-hugging mini-length fit
    • Front dual button and zipper closure
    • Runs true to size

    Style Number/Barcode: 06301-0198

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Trend Corduroy Short Sleeve Romper

    Casually elevate your everyday look with this corduroy romper featuring a collared V-neckline with a trendy zip-front design, short sleeves, a high-rise waist, and a fitted silhouette. Style with a studded belt and booties!

    Fit & Features

    • Cotton-blend corduroy fabric, no stretch
    • Collared V-neckline, zip-front design
    • Short sleeves
    • High waist, belt loops, dual front pockets
    • Fitted silhouette
    • Romper in size small is 30" shoulder to hem with a 10" front rise and a 3" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0278

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For You High-Rise Plaid Slit Skort

    This plaid mini skort features a flattering high-rise waist, form-hugging fit, and a flirty front slit. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, woven fabric, shorts lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging mini-length silhouette
    • Skort has an 11" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0279

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Feeling Cargo Corduroy Mini Skort

    A trendy corduroy mini skort features a high-rise waist, cargo side pockets, and a form-hugging fit for a flattering look. Perfect for back-to-school styling.

    Fit & Features

    • Corduroy fabric, no stretch, shorts lining
    • High-rise waist, cargo side pockets
    • Form-hugging mini-length fit
    • Front button and hidden zipper closure
    • Skort in size small has a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0277

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pay A Visit Western Faux Leather Booties

    Pay a visit to the country bar in these western booties! Strut looks cute in these shoes featuring a pointed toe, a western-inspired design, and a stacked block heel, on faux leather material. Complete the look in a denim romper.

    Fit & Features

    • 2.5" Stacked block heel
    • 6" leg opening and a 5" shaft height
    • Faux leather material
    • Pointed toe
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1782

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling The Vibe Rhinestone Star Charm Platform Sneakers

    You'll be feeling the vibe of these athleisure sneakers perfect for casual coffee shop runs and errands! These playful kicks feature a round toe, a lace-up placket with a rhinestone star charm, and a comfy footbed with a platform sole and gel insert. Complete the look in a comfy lounge set.

    Fit & Features

    • Round toe
    • Lace-up placket, rhinestone star charm decor
    • Chunky platform sole with gel insert
    • Comfortable footbed
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07407-0227

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Too Cool Contrast Trim Faux Leather Sneakers

    These faux leather sneakers are too cool for school! Kick back in these exclusive shoes featuring a round toe and lace-up placket for a perfect fit. A cool contrast trim for added style and a comfortable footbed and rubber insole. Complete the look with a zip-up hoodie for casual plans.

    Fit & Features

    • Round toe
    • Lace-up placket
    • Contrast trim
    • Comfortable footbed
    • Rubber insole
    • Runs true to size

    Style Number/Barcode: 07407-0225

    Category Name: 2026 Fall Outfit Trends

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Impression Faux Pearl Bow Earrings

    Make a sweet impression with these faux pearl bow earrings secured with a post-back closure. Complete the look in a cocktail dress and heels.

    Fit & Features

    • Bow design
    • Faux pearls
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2006

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Sleek Reversible Cropped Puffer Vest

    Layer on this trendy sleek nylon puffer vest featuring a reversible design for that casual cool-girl look. It is detailed with a sleeveless collared neckline, a complete zip front, an adjustable drawcord for a cinched cropped hem, and a relaxed fit.

    Fit & Features

    • Nylon woven fabric with filling, no stretch
    • Reversible design
    • Collared neckline
    • Zip front, adjustable drawcord
    • Dual side pockets on the inside and outside
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0469

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Aesthetic Coated Faux Leather Mini Skirt

    Bring out your bold style in this high-waisted coated faux leather mini skirt accented with a traditional five-pocket design and a single button with front zipper closure. Pair the form-hugging skirt with a fitted halter top. 

    Fit & Features

    • Coated faux leather fabric, moderate stretch
    • High-rise waist
    • Five-pocket design, faux front pockets
    • Single button with front zipper closure
    • Mini-length curve-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0690

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Add Some Edge Moto Denim Jacket

    Add some edge to your everyday looks with this moto denim jacket featuring a lapel collar and zip-front design, long sleeves with snap buttons to cuff and zippered accents, and a chic belted waist. Layer over a basic top with a mini skirt and booties.

    Fit & Features

    • Cotton-blend denim fabric, no stretch
    • Lapel collar
    • Zip-front closure
    • Long sleeves with snap buttons, zippered accents
    • Dual zippered pockets, belted waist
    • Mid-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06203-0553

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Modern Shine Three-Pack Bracelet Set

    A three-pack bracelet set features one rhinestone bracelet, one snake chain bracelet, and one chain link bracelet. Style with a jumpsuit for any event.

    Fit & Features

    • Three-pack bracelet set
    • One rhinestone bracelet, lobster clasp closure
    • One snake chain bracelet, lobster clasp closure
    • One chain link bracelet, lobster clasp closure

    Style Number/Barcode: 07003-0552

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Go Jacquard Woven Tote Bag

    Grab your essentials and you'll be ready for any plans with this jacquard woven tote bag! Perfect for vacation, beach days, or daytime outings, this tote bag features top handles and a spacious interior with a zipper pocket and two slot pockets convenient for your cash, cards, keys, and phone. Complete the look with sunglasses and sandals!

    Fit & Features

    • Top handles
    • Spacious interior, zipper pocket, two slot pockets
    • Jacquard woven material

    Style Number/Barcode: 07203-2024

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest In The West Faux Leather Cowboy Boots

    Yeehaw to these fun cowboy boots! With a stylish almond toe and stacked block heel, these under-the-knee shaft boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Complete the look in a denim romper for a concert, festival, or bachelorette.

    Fit & Features

    • 3.5" Stacked Block Heel
    • Almond toe
    • Under-the-knee shaft length
    • Western-inspired stitch patterns
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1017

    Category Name: 2026 Fall Outfit Trends

    Price: $50.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trending Vibe Short Sleeve Zip Up Crop Top

    Set the trend in this sporty-inspired crop top to elevate your everyday style! The top features classic short sleeves and a mock neckline, a zip-up front closure, and a fitted crop hem to flaunt your figure. Complete the look in a cute skort.

    Fit & Features

    • Stretchy rib knit fabric
    • Mock neckline
    • Zip-up front closure
    • Fitted crop length hem
    • Runs true to size

    Style Number/Barcode: 07109-0405

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Fashion Under-The-Knee Faux Leather Boots

    Strut in these fashionable faux leather boots for insta-worthy looks all season! They boast a sleek pointed toe and block heel, an inner zipper closure to secure the style, and the perfect under-the-knee length shaft for styling with short dresses, skirts, or midis. Complete the look with a chic tote bag.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 14" shaft height
    • Faux leather material
    • Pointed toe
    • Inner zipper closure
    • Under-the-knee length shaft
    • Runs true to size

    Style Number/Barcode: 07402-1015

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Talks Long Sleeve A-Line Lace Mini Dress

    Let this romantic lace mini dress do all the talking at the school dance or as the lovely bride-to-be! The sheer long sleeves and flared cuffs add a touch of elegance, while the sweetheart neckline with bow tie highlights your feminine charm. With its flattering A-line silhouette and mini-length hem, this dress is perfect for any dressy occasion. Complete the look with earrings and a clutch purse.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Sheer long sleeves with flare cuffs
    • Sweetheart neckline, bow tie
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3491

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • No Hard Feelings Rose Crop Graphic Tee

    Express yourself in this cute graphic tee! Designed with cap sleeves and a crew neckline, this tee features a front rose graphic with the script "No Hard Feelings". The raw-cut cropped hem adds a touch of edgy style. Complete the look in denim shorts and sandals for any casual plans!

    Fit & Features

    • Soft knit fabric, moderate stretch
    • Crew neckline
    • Cap sleeves
    • Front rose graphic with the script "No Hard Feelings"
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06002-1873

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Standoff Faux Leather Cowboy Boots

    Giddy up and get struttin' in these faux leather cowboy boots for your fashion standoff at high noon! They feature an on-trend pointed-toe, a stacked block heel, inner zipper closure, and an under-the-knee shaft length with western-inspired stitching. Complete the look in a cowboy hat for a concert or bar!

    Fit & Features

    • 3" Block stacked heel
    • Pointed toe
    • Inner zipper closure
    • Under the knee length shaft
    • Western-inspired stitching
    • Faux leather material
    • Runs a half size small, recommend to size up

    Style Number/Barcode: 07402-1014

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pick Of The Season Belted Plaid Mini Skirt

    This plaid mini skirt is totally trending this season! It features a high-rise waist with a skinny belt accent for preppy style, an A-line silhouette, and a pleated mini-length hem. Complete the look in a basic top for any casual plans.

    Fit & Features

    • Plaid printed woven fabric, woven lining
    • High-rise waist with belt
    • Side zipper with hook-eye closure
    • A-line silhouette
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0689

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Basic Faux Leather Block Heels

    These perfect basic faux leather heels offer a pop of style for any outfit! They feature an almond toe, flared style block heel, a wrap-around adjustable ankle strap, and a luxe fit cushioned insole with breathability for ultimate comfort. Complete the look with a clutch purse.

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Wrap-around adjustable ankle strap. buckle closure
    • Luxe fit breathable cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4967

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free