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.

  • Delicate Glamour Rhinestone Pendant Necklace

    A delicate glam necklace showcasing a rhinestone pendant that gives every outfit a luxe look. Pair with midi dress and heels.

    Fit & Features

    • Dainty chain-link design
    • Center cushion-cut rhinestone pendant
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1851

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

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  • Simple Shine Layered Chain Bracelet

    This bracelet adds a simple shine for a trendy layered style! It features two chain layers, a sleek snake chain, and a ball layer all fastened with a lobster clasp closure. Complete the look with chic sunglasses on a sunny day out and about! 

    Fit & Features

    • Layered bracelet
    • One ball chain layer
    • One snake chain layer
    • Two chain link layers
    • Lobster clasp closure

    Style Number/Barcode: 07003-0569

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Trendy Sheen Heart Charm Cord Necklace

    The charm necklace features a thin cord strap design accented with a sleek metal heart pendant for a trendy cool sheen. Style with hoop earrings.

    Fit & Features

    • Cord strap design
    • Metal heart pendant
    • Tie closure

    Style Number/Barcode: 07002-1853

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Love Bow V-Neck Lace Mini Dress

    You'll fall in love with the delicate details of this sleeveless lace mini dress featuring a V-neckline accented with a lace and ribbon bow trim and a stunning bodycon silhouette. Perfect for styling with heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • V-neckline with lace and ribbon bow trim
    • Spaghetti straps
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3625

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Deluxe Charm Pendant Necklace

    From parties to casual events, this necklace is here to charm! It features a sleek cord with a teardrop-shaped pendant and a back adjustable chain with a lobster clasp closure to secure the style. Complete the look in a flowy maxi dress.

    Fit & Features

    • Sleek cord
    • Teardrop pendant
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1854

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back to Basics Knit Ankle Booties

    Bring your look back to basics with a smooth knit bootie to compliment your style staples! The booties feature an above-the-ankle fit, a pointy toe, and a sturdy block heel. Complete with a cardigan and high waist jeans! 

    Fit & Features

    • 3.5" Block heel, 4" leg opening, 6" shaft height
    • Smooth knit material 
    • Pointy toe
    • Above-the-ankle fit
    • Runs true to size

    Style Number/Barcode: 07403-1794

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Desk To Dates Mesh Faux Leather Block Heels

    From desk to date, these faux leather heels are perfect for finishing off your outfit! They feature a sleek square toe and a sheer mesh strap, a cushioned insole for ultimate comfort, and block heels. Complete the look with a crossbody purse.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Sheer mesh strap
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5030

    Category Name: 2026 Fall Outfit Trends

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
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  • Good Vibes Era Mid-Rise Twill Cargo Pants

    These mid-rise cargo pants have a good vibe energy! Featuring convenient pockets, a relaxed fit, and adjustable drawcord at the ankle. Pair with a faux leather jacket.

    Fit & Features

    • Twill knit cargo fabrication, no stretch
    • Mid-rise waist
    • Slant pockets, cargo flap pockets
    • Front buttons with hidden zipper closure
    • Ruched bungee ankle, adjustable drawcords
    • Pants in size small have a 9.5" front rise with a 31" inseam
    • Runs true to size

    Style Number/Barcode: 06302-0833

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Patent Faux Leather Under The Knee Platform Boots

    Showcase your stunning taste with faux patent leather under-the-knee boots that feature an almond toe with a platform, an inner zipper closure for a secure fit, and a sturdy block heel. Complete the outfit with a bodysuit and mini skirt. 

    Fit & Features

    • 3.5" stacked block heel, 8" leg opening, 16" shaft height
    • Faux patent leather material 
    • Under the knee length 
    • Inner zipper closure 
    • Almond toe, platform
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07402-1026

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildly Cute Leopard Faux Suede Sneakers

    A pair of faux suede sneakers featuring a round toe, front lace-up closure, rubber gum sole, and a wildly cute leopard pattern. Perfect for styling with your everyday outfits.

    Fit & Features

    • Round toe
    • Leopard pattern
    • Faux suede material
    • Front lace-up closure
    • Rubber gum sole
    • Runs true to size

    Style Number/Barcode: 07407-0230

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Pair To Perfection Metallic Lace-Up Sneakers

    These metallic sneakers pair perfectly with your everyday outfits. They feature a round-toe, a lace-up front closure, and a rubber gum sole. 

    Fit & Features

    • Round toe
    • Metallic material
    • Lace-up front closure
    • Rubber gum sole
    • Runs true to size

    Style Number/Barcode: 07407-0231

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Silky Satin Tie Front Crop Top

    This silky satin crop top features trendy kimono half-length sleeves and a tie-front design making it perfect for layering or styling on its own. 

    Fit & Features

    • Satin woven fabric, no stretch
    • Kimono half-length sleeves
    • Tie-front design
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06204-1873

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Edge Moto Faux Leather Booties

    A pair of moto faux leather booties featuring a sleek square toe, a platform sole to elevate the style, a block heel, and a trendy side hoop strap design. Perfect for styling with a jacket.

    Fit & Features

    • 3.5" Block heel, 5” leg opening, 2.5” shaft height
    • Faux leather material
    • Square toe
    • Inner side zipper closure
    • Side hoop strap design
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1793

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Girl Walk Moto Block Heel Platform Booties

    Add some edge to your style in these faux leather booties as you step out for your hot girl walk! These booties feature a sleek square toe and edgy moto strap with a hoop insert for a touch of attitude. With an inner zipper closure for easy slipping on and off, a sturdy block heel and platform sole elevate the style. Complete the look with a trendy faux leather crop jacket.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Inner zipper closure
    • Moto strap with hoop insert
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1792

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Entrance Tie-Front Ponte Vest

    Make your entrance something everyone will notice in this sleeveless ponte vest! This adorable vest features dual tie-front closures and a split center design, giving you a versatile, cropped piece that can be dressed up or down. Complete the look in denim jeans and mules.

    Fit & Features

    • Ponte woven fabric, sewn-in knit lining, slight stretch
    • Dual tie-front design
    • Split center design
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06202-0485

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Cozy Feels Faux Sherpa Lined Platform Booties

    Slip into these cozy faux sherpa lined platform booties perfect for casual coffee and hanging with friends watching movies! Pair with a crop jacket and leggings.

    Fit & Features

    • Faux sherpa interior lining
    • Above ankle-fit
    • Round toe
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1791

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Chic Staple Platform Block Heels

    A pair of chic staple block heels featuring a sleek single strap design and platform sole to elevate your look. Pair with a handbag.

    Fit & Features

    • Block heel
    • Adjustable ankle strap with small buckle
    • Single strap design
    • Almond toe
    • Platform
    • Runs true to size

    Style Number/Barcode: 07401-5018

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Edge Under-The-Knee Moto Platform Boots

    Add some chic edge to your fave 'fits with these under-the-knee faux leather boots featuring a round toe, a dual buckle strap design, an inner zipper closure for effortless styling, a platform sole, and a sturdy block heel. Complete your looks with a trendy ring set.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 10" shaft height
    • Faux leather material
    • Under-the-knee length
    • Round toe
    • Dual buckle strap design, inner zipper closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07402-1071

    Category Name: 2026 Fall Outfit Trends

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moment Faux Leather Croc-Embossed Under the Knee Boots

    Create a chic moment with under-the-knee boots that bring the drama! The faux leather boots feature a trendy faux croc-embossed pattern, pointy toe, an inner zipper closure, and a sturdy block heel. Complete look with a sweater dress! 

    Fit & Features

    • 3.5” Block heel, 7" leg opening, 15" shaft height
    • Under the knee-length
    • Pointy toe
    • Faux leather material
    • Faux croc-embossing
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1024

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Instant Fave Faux Suede Platform Sneakers

    A pair of faux suede sneakers feature a round toe, rubber gum platform sole that elevates the look, a lace-up front, and a side striped design. Perfect for everyday styling.

    Fit & Features

    • Faux suede material
    • Round toe
    • Rubber gum platform sole
    • Lace-up front
    • Side striped design
    • Runs true to size

    Style Number/Barcode: 07407-0232

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Look Pointed Toe Buckle Slingback Flats

    On the go? Slip on these faux leather flats for a trendy look that's always effortless! They feature a closed pointed toe, dual grommet buckle accent straps for an edgy flair, and an open ankle with a strap. Complete the look with sunglasses for any plans!

    Fit & Features

    • Closed pointed-toe
    • Dual grommet buckle accent straps
    • Open ankle with strap
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0102

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must-Have Under The Knee Croc Faux Leather Boots

    These croc faux leather boots are a must-have for fall this season! These stunning boots feature a pointed-toe design and a block heel for a sleek and sophisticated look. With an inner zipper closure and under the knee length shaft, these boots offer both style and functionality. Complete the look with a chic sleeveless mini dress and sunglasses!

    Fit & Features

    • 3.5" Block Heel
    • Pointed-toe
    • Inner zipper closure
    • Under the knee length shaft
    • Embossed croc faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1023

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Slay Mid Rise Belted Denim Skort

    Casually slay in this mid-rise belted denim skort with a trendy skirt overlay and shorts lining for coverage. Pair with a crop tee and sneakers.

    Fit & Features

    • Denim fabrication
    • Mid-rise waist
    • Belted design, double grommet detailing
    • Side pockets
    • Mini skirt overlay, hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-0415

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Trend Plaid Drop Waist Skater Skirt

    Classic meets trendy in this adorable plaid skater skirt featuring a drop waist design, a satin bow accent, and a tiered mini-length hem. Perfect for styling with a basic top and sneakers.

    Fit & Features

    • Plaid-printed sheer woven fabric with lining, no stretch
    • Drop waist
    • Satin bow accent
    • Side zipper with hook-eye closure
    • Tiered mini-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0692

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale