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.

  • Comfy Cute Sweater Knit Bolero Hoodie

    Comfy and cute, you'll want to style this sweater knit bolero hoodie over all of your everyday 'fits! It features an open front, a hooded design, long sleeves, and an ultra-cropped hem. The ribbed sweater knit fabric offers plenty of stretch. Layer over a bodysuit paired with high-rise jeans and ankle boots.

    Fit & Features

    • Open front
    • Hooded design
    • Long sleeves, tapered hems
    • Ultra-cropped hem
    • Ribbed sweater knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1858

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Cozy Surplice Cropped Sweater

    This classic cozy cropped sweater is a chic winter season staple! It features a wide V-neckline that can be worn off-the-shoulder, a surplice wrap-front design, long dolman-style sleeves with tapered hems, a cropped hem, and a relaxed comfy fit. Pair this adorable top with a midi skirt and ankle boots for a casual holiday party.

    Fit & Features

    • V-neckline, surplice front design
    • Long dolman sleeves, tapered hems
    • Cropped hem
    • Relaxed fit
    • Sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1865

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Slay Cropped Oversized Faux Leather Bomber Jacket

    Slay casual cool vibes in a faux leather bomber that features a crew neckline, zipper front closure, side pockets, long sleeves, and a cropped oversized fit. Complete with a cargo skirt and lug boots for an edgy feel. 

    Fit & Features

    • Faux leather fabrication, sewn-in woven lining
    • Crew neckline
    • Long sleeves
    • Zipper front closure, side pockets
    • Cropped hem
    • Runs true to size 

    Style Number/Barcode: 06204-1696

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Stand Off Western Block Heel Booties

    Have yourself a cute stand-off in these Western micro suede booties! They feature a pointed toe, a stacked block heel, side stitched elastic panels and a back pull tab for easy on-and-off styling. Complete the look in a trendy statement belt to cinch your outfit together!

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side stitched elastic panels, back pull tab
    • Easy on-and-off styling
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1742

    Category Name: 2026 Fall Outfit Trends

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawlessly Chic Studded Panama Hat

    Keep cool and collected in this panama hat that features a wide-brim design with inner adjustable strings for a snug fit and a faux leather band accented with a flat studded design. Complete your look with a midi dress. 

    Fit & Features

    • Faux leather band
    • Flat studded design
    • Wide brim
    • Inner adjustable strings

    Style Number/Barcode: 07302-1553

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Mode Lace-Up Platform Combat Boots

    Enter winter mode with these casual and trendy platform combat boots! They feature an above-the-ankle height, a round toe, a front lace-up design, a platform and block heel with a lug sole, and are composed of smooth faux microsuede material. Style with a plaid fringe scarf.

    Fit & Features

    • Above-the-ankle height, back pull tab
    • Round toe
    • Front lace-up design, tie closure
    • Platform and block heel, lug sole
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1736

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Diva Rhinestone Fold-Over Denim Boots

    These fab rhinestone fold-over denim boots were made for a fashion diva like yourself! They feature a mid-calf height, a trendy fold-over design embellished with all-over sparkling rhinestones, a pointed toe, and a comfortable wedge heel. Style with a bodycon dress for a country bar!

    Fit & Features

    • Mid-calf height
    • Fold-over design
    • Rhinestone embellishments
    • Pointed toe
    • Wedge heel
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0989

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Bliss Sterling Silver Plated Cubic Zirconia Chain Necklace

    Wear the perfect finishing touch with this dainty sterling silver plated chain necklace! Made with a dainty chain link dipped in sterling silver plating complemented with a cubic zirconia embellished bar charm, and secured with a lobster clasp closure, this necklace is both elegant and timeless. Complete the look with a ring set for a party or date night!

    Fit & Features

    • Sterling silver plated
    • Dainty chain link
    • Bar charm, cubic zirconia embellishments
    • Lobster clasp closure

    Style Number/Barcode: 07002-1620

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Statement Platform Under-The-Knee Boots

    These of-the-moment platform boots will make a trendy statement this season! They feature an under-the-knee height with a simple pull-on design, a classic round toe, a chunky platform lug sole, and a short block heel. The boots are composed of a smooth matte jelly-like rubber material. Complete your cold-weather look with a plaid shacket!

    Fit & Features

    • Under-the-knee height
    • Pull-on design
    • Round toe
    • Platform lug sole
    • Short block heel
    • Matte rubber material
    • Runs true to size

    Style Number/Barcode: 07402-0986

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Repeat Flat Over-The-Knee Boots

    These must-have flat over-the-knee boots will be styled on repeat all season long. They feature a fitted over-the-knee design, an inner zipper closure that runs down the length of the boot, an almond-shaped toe, and a flat sole with a short block heel. The boots have a trendy design of sleek faux leather at the front with smooth spandex at the back. Pair with a sweater dress for such a chic winter look.

    Fit & Features

    • Fitted over-the-knee design
    • Complete inner zipper closure
    • Almond toe
    • Flat sole, short block heel
    • Half faux leather material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0980

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Over-The-Knee Boots

    These chic block heel over-the-knee boots are a staple you'll love to style up this season! They feature an over-the-knee height, a complete inner zipper closure for easy on-and-off wear, an almond-shaped toe, and a block heel. The boots have a trendy design of microsuede at the front with smooth spandex at the back. Pair these boots with a sweater dress and a fringe scarf. 

    Fit & Features

    • Over-the-knee height
    • Complete inner zipper closure
    • Almond-shaped toe
    • Block heel
    • Half microsuede material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0983

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut Your Stuff Lace-Up Over-The-Knee Boots

    Strut your stuff in these faux suede boots perfect for elevating every outfit! They feature an almond toe, a block heel, an inner zipper closure, and an eye-catching lace-up back along the over-the-knee shaft. Complete the look in a trendy denim crop jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Inner zipper closure
    • Lace-up back
    • Over-the-knee shaft
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0982

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stomp It Up Thigh-High Lug Boots

    Stomp it up in these faux leather lug boots to elevate your everyday style! They feature a round toe, inner zipper closure, a sturdy lug sole, and a thigh-high shaft with an elastic insert and tie for easier on-and-off styling. Complete the look in a basic smooth knit dress and jacket!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole
    • Thigh-high shaft, elastic insert and tie
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0984

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desk-To-Date Patent Pointed Toe Stiletto Mules

    From desk to date, these patent stiletto mules will keep you looking chic for any plans! The pointed toe and short stiletto heel create a sleek silhouette while the curved wide band adds a touch of elegance. The patent material and cushioned insole provide both style and comfort. Complete the look with dainty earrings.

    Fit & Features

    • 3.5" Stiletto heel
    • Pointed toe
    • Wide curved band
    • Luxe fit cushioned insole
    • Patent material
    • Runs true to size

    Style Number/Barcode: 07401-4665

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diva Mode Denim Western Heeled Boots

    Activate diva mode with these fabulous denim western heeled boots! They feature a below-the-knee height with pull tabs on each side, an open pointed toe, an angled toe strap, an angled cutout across the foot, a stiletto heel, and a back zipper closure for easy on-and-off wear. The two-tone denim material features a western-style design with mini rhinestone embellished trims. Style these heeled boots with a flowy dress and rhinestone fringe earrings for a country bar!

    Fit & Features

    • Below-the-knee height, pull tabs
    • Open pointed toe, angled toe strap
    • Angled cutout across the foot
    • Stiletto heel
    • Back zipper closure
    • Two-tone denim material, western-style design, mini rhinestone trims
    • Runs true to size

    Style Number/Barcode: 07403-1702

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $70.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upbeat Glam Rhinestone Denim Cowboy Boots

    Add some glam to your country-inspired look in these rhinestone denim cowboy boots - a sparkling stunner for festivals, concerts, or bachelorettes! These chic boots feature a pointed-toe design and inner zipper closure for a comfortable fit. The stacked block heel adds height, while the rhinestone embellished under-the-knee shaft adds a touch of glitz to the denim material. Complete the look with the matching cowboy hat!

    Shop Matching Hat: Upbeat Glam Rhinestone Denim Cowboy Hat

    Fit & Features

    • 3" Stacked block heel
    • 7.5" Leg opening and a 12.5" shaft height
    • Denim material with rhinestone embellishments
    • Pointed-toe
    • Inner zipper closure
    • Under-the-knee shaft
    • Runs true to size

    Style Number/Barcode: 07402-0976

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top Notch Cargo Twill Crop Bomber Jacket

    Top-notch function and fashion! This twill crop bomber jacket lets you layer on a cool and convenient style. This jacket offers slouchy long sleeves with elasticized cuffs, a trendy collar neckline, and a front hidden zipper and snap-button closures for functional style plus, cargo flap pockets to keep your hands warm and an adjustable drawstring crop hem let you customize the fit. Complete the look with the cargo skort for casual plans!

    Shop Matching Bottoms: Top Notch Cargo Twill Mini Skort

    Fit & Features

    • Twill woven cotton fabric
    • Cargo pockets
    • Hidden front zipper and snap-button closures
    • Oversized crop silhouette
    • Adjustable drawstring hem
    • Runs true to size

    Style Number/Barcode: 06204-1693

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Radiant Rhinestone Trim Denim Mini Bag

    Add a touch of radiance to any outfit with this denim mini bag! The front flap is adorned with eye-catching rhinestone trim, while the snap-button closure keeps your belongings secure. With a top handle and detachable crossbody chain strap, this bag offers both style and versatility. Stay organized with the spacious interior and convenient pocket. Complete the look with matching heels.

    Shop Matching Heels: Radiant Rhinestone Strappy Block Heels

    Fit & Features

    • Rhinestone trim along front flap
    • Snap-button closure
    • Top handle, detachable crossbody chain strap
    • Spacious interior with pocket
    • Denim material

    Style Number/Barcode: 07203-1958

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Look To Remember Block Heel Booties

    These ankle booties will make your outfit very memorable! They feature a faux leather front with a pointed-toe, inner zipper closure, and a faux suede back with a block heel that has a shiny gold metal trim. Complete the look in a chic trench coat for a dinner and show downtown!

    Fit & Features

    • Faux leather front
    • Pointed-toe
    • Inner zipper closure
    • Faux suede back
    • Block heel, gold metal trim
    • Ankle length shaft
    • Runs true to size

    Style Number/Barcode: 07403-1728

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamorous Nights Patent Rhinestone Heel Booties

    Glamorous nights are to be had in these patent leather booties! They feature a sleek pointed-toe, a stiletto heel with a unique rhinestone ball decor, an inner zipper closure, and an ankle-length shaft. Complete the look with a sparkly clutch for a birthday dinner and drinks!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Rhinestone ball decor
    • Inner zipper closure
    • Ankle-length shaft
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1727

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carry On In Style Scrunch Shoulder Bag

    Carry on in style toting this unique shoulder bag around! The nylon bag features a shoulder strap, an adjustable drawstring along the top for a scrunching effect, and a zipper closure revealing a spacious interior for your must-haves. Complete the look in a trendy puffer jacket.

    Fit & Features

    • Shoulder strap
    • Adjustable drawstring, scrunch effect
    • Zipper closure
    • Spacious interior
    • Nylon woven material

    Style Number/Barcode: 07203-1957

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not A Drill Denim Foldover Boots

    These trend-forward denim boots are the new style you're looking for! They feature a pointed toe, a thin block heel, a foldover design with frayed trim, and a calf-length shaft. Complete the look with a mini handbag for day or night plans!

    Fit & Features

    • Pointed toe
    • Thin block heel
    • Foldover design, frayed trim
    • Calf-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0975

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute Aesthetic Cargo Puffer Jacket

    Get adorably cute and cozy in this puffer jacket for the perfect aesthetic! It features comfortable long sleeves with elastic cuffs, a standing collar neckline with front zipper closure, cargo flap pockets with snap-button closures, and an elasticized crop hem. The jacket is composed of an insulated woven-lined fabric that helps to protect you warm and protected from the elements. Complete the look in lug boots.

    Fit & Features

    • Long sleeves, elastic cuffs
    • Standing collar neckline
    • Front zipper closure
    • Cargo flap pockets, snap-button closures
    • Elasticized crop hem
    • Insulated woven lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0439

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Times Hoodie Puffer Jacket

    Embrace the perfect blend of style and functionality with this hoodie puffer jacket perfect for the chilly season! Featuring puffy long sleeves with elasticized cuffs, a hooded neckline with a front collar and dual snap-button closures for extra protection, hidden front snap-button and zipper closures, hidden side zipper pockets, and adjustable drawcord elasticized hem. The jacket is designed from insulated nylon-woven lined fabric that's water resistant and helps keep you warm and protected from the elements. Complete the look in cute boots.

    Fit & Features

    • Puffy long sleeves, elasticized cuffs
    • Hooded neckline, front collar with dual snap-button closures
    • Hidden front snap-button and zipper closures
    • Hidden side zipper pockets
    • Adjustable drawcord elasticized hem
    • Insulated nylon-woven lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0464

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale