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.

  • Find Your Style Button Down Pleated Mini Dress

    Make a style statement in this woven shirt mini dress! Featuring long sleeves with button cuffs, a collar neckline, a button down front, and a flattering A-line silhouette and pleated mini-length hem for an adorable and undeniable stylish look. Complete the look in knee-high boots for brunch downtown!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button down front
    • A-line silhouette
    • Pleated mini-length hem
    • Woven poplin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5379

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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  • Trendy Style Staple Canvas Woven Belt

    This canvas woven belt is one of those trendy style staples that need to be in your closet. It features a double D-ring buckle on a canvas woven material with faux leather strap accents. Pair this casual belt with a crop top and cargo pants!

    Fit & Features

    • Double D-ring buckle
    • Canvas woven material
    • Faux leather straps
    • Adjustable fit

    Style Number/Barcode: 07301-0678

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Chic Off-The-Shoulder Mini Dress

    This essential chic off-the-shoulder mini dress is the perfect pick for the new season. It features an off-the-shoulder neckline with a cute fold-over design, long fitted sleeves, a mini-length hem, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style this mini dress with over-the-knee boots for a fall happy hour!

    Fit & Features

    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Mini-length hem
    • Bodycon silhouette
    • Ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5376

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shift Into Plaid Slit Mini Skirt

    Shift into this plaid mini skirt perfect for the autumn to winter seasons! It features a flattering high-rise waist, bodycon silhouette, front slit, and a mini-length hem. Complete the look in a bodysuit and heels for a sassy vibe!

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit
    • Mini-length hem
    • Plaid pattern, texture knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0916

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever Fabulous Faux Fur Knit Duster

    Layer on this chic ribbed knit duster for a forever fabulous look! Featuring a removable faux fur collar accent, long fitted sleeves, a tie-front design, and a long-length flowy silhouette, this duster can be dressed up or down depending on your mood! The ribbed knit fabric offers a moderate stretch. Complete your look with ankle booties.

    Fit & Features

    • Removable faux fur collar, button attachments
    • Long fitted sleeves
    • Tie-front
    • Long-length flowy silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1785

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Deny Strapless Cargo Mini Dress

    Cargo will forever be a classic and this strapless mini dress is no exception! It features trendy contrast stitched seams, a flattering bodycon silhouette, side cargo-style flap pockets, and a mini-length hem on textured knit fabric. Style with a cute crop jacket for a casual dinner and movie!

    Fit & Features

    • Strapless neckline
    • Back zipper and hook-eye closure
    • Contrast stitched seams
    • Bodycon silhouette
    • Side cargo-style flap pockets
    • Textured knit fabric, moderate stretch
    • Mini-length hem

    Style Number/Barcode: 05102-5377

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunting It High-Rise Corset Midi Skirt

    Show off what you've got in this captivating woven midi skirt! Drawing attention with its ultra-high rise waist, corset trim detail, and center back slit, this figure-hugging midi skirt adds a sultry edge to any look. The knee-length skirt is composed of a smooth woven fabric with minimal stretch. Complete the look in a chic blouse and flats for a cute outfit for work or business settings!

    Fit & Features

    • Ultra-high rise waist, corset trim
    • Back zipper closure
    • Figure-hugging silhouette
    • Center back slit
    • Midi-length hem
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0609

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iconic Style Plaid Knit Skort

    Bring an iconic style to your 'fits this season with this on-trend plaid knit skort. It features a high-rise waist, a mini-length overlay with a side slit, and fitted shorts. The knit fabric features a chic plaid print pattern that is perf for the fall and winter seasons. Complete the look with a long sleeve bodysuit and over-the-knee boots.

    Fit & Features

    • High-rise waist
    • Mini-length overlay, side slit
    • Fitted shorts
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1098

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy-Chic Plaid Envelope Skort

    This preppy-chic plaid envelope skort is the perf addition to your fall wardrobe. It features a high-rise waist, a back zipper closure, an asymmetric faux wrap-front overlay, and fitted shorts. The woven fabric features an all-over plaid print pattern. Style this skort with a basic crop top and a faux leather blazer for a cool-girl 'fit!

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Asymmetric faux wrap-front overlay
    • Fitted shorts
    • Plaid print
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06403-0355

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Western Glam Girl Pearl And Rhinestone Statement Belt

    Channel that western glam girl energy with this on-trend statement belt! The faux leather belt features a large western-style buckle with a textured studded design, small rhinestone embellishments, and larger faux pearl accents. Style over an oversized blazer for a snatched silhouette!

    Fit & Features

    • Faux leather belt
    • Large western-style buckle
    • Textured studded design
    • Rhinestones, faux pearls
    • Adjustable fit

    Style Number/Barcode: 07301-0685

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ultimate Glitz Rhinestone Western Buckle Belt

    Showcase ultimate glitz and glamour with this rhinestone western buckle belt. It features a large western-style buckle and all-over rhinestone embellishments on faux leather material for that fabulous sparkle. Style with the matching western boots for a night out bar-hopping!

    Shop Matching Boots: Western Flair Rhinestone Flame Faux Leather Boots

    Fit & Features

    • Large western-style buckle
    • All-over rhinestone embellishments
    • Faux leather material
    • Adjustable fit

    Style Number/Barcode: 07301-0680

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cause A Scene Bodycon Mini Skirt

    Show off your form-fitting style in this mini skirt! The short skirt features a sleek high-rise waist, flattering bodycon silhouette, a fitted mini-length hem, and smooth knit fabric with an eye-catching sheen. For striking looks that turn heads, complete the look with a blazer for an evening downtown! 

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Fitted mini-length hem
    • Smooth knit fabric, sheen effect
    • Plenty of stretch
    • Runs true to size

      Style Number/Barcode: 06501-0912

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Such A Treat Denim Rhinestone Stiletto Mules

      These denim mules will be such a treat to your feet! They feature an open square-shaped toe, an asymmetric foot strap with iridescent rhinestone embellishments, a short stiletto heel, and a slightly cushioned faux leather insole. Complete the look with a trendy mini handbag for a day or night out!

      Fit & Features

      • Open square toe
      • Asymmetric foot strap, iridescent rhinestones
      • Open back
      • Short stiletto heel
      • Slightly cushioned faux leather insole
      • Denim material
      • Runs true to size

      Style Number/Barcode: 07401-4606

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chic Attitude Bow-Detail Stiletto Pumps

      Showcase a chic attitude in these bow-detail stiletto pumps! They feature a closed pointed toe, a thin adjustable ankle strap, a closed back with an adorable rhinestone-embellished tulle bow accent, and a sleek stiletto heel. The pumps are composed of a smooth satin material with a faux leather subtle cushioned insole. Style with an envelope clutch for a dressy dinner date!

      Fit & Features

      • Closed pointed toe
      • Thin adjustable ankle strap, buckle detail
      • Closed back
      • Rhinestone tulle bow accent
      • Stiletto heel
      • Satin material, faux leather subtle cushioned insole
      • Runs true to size

      Style Number/Barcode: 07401-4600

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Checkin' It Twice Plaid Mini Skort

      This plaid mini skort is so cute you'll be checking yourself out twice in the mirror! It features a flattering high-rise waist, a front skirt overlay with a slit accent, a bodycon silhouette, and shorts lining. The plaid printed woven fabric has a moderate stretch. Complete the look in a sultry corset top for day or evening plans!

      Fit & Features

      • High-rise waist, elastic waistband
      • Front skirt overlay, slit accent
      • Shorts lining, mini-length hem
      • Plaid print
      • Woven fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06403-0354

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stylish And Sculpted Bandage Midi Skirt

      This chic bandage midi skirt will create a stylish and sculpted look to show off your silhouette! It features a high-rise waist, a hidden back zipper, a midi-length hem, and a bodycon fit to put your gorgeous curves on display. The structured and stretchy bandage knit fabric offers a smooth figure-flattering fit. Style this midi skirt with a corset top and clear heel mules for happy hour!

      Fit & Features

      • High-rise waist
      • Hidden back zipper, hook and eye closure
      • Midi-length hem
      • Bodycon silhouette
      • Bandage knit fabric, smooth and sculpted look
      • Plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06501-0911

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Western Flair Studded Faux Leather Pants

      Bring that western flair to your next night out in these studded faux leather pants! They feature a high-rise waist, a trendy faux suede waist panel, round studded trims, and a relaxed straight-leg silhouette. The pants are composed of a buttery smooth faux leather fabric that gives off a sleek sheen and offers a moderate stretch. Style with a crop top, a fringe jacket, and ankle booties for a country concert!

      Fit & Features

      • High-rise waist, belt loops
      • Hidden front zipper, button closure
      • Faux suede waist panel
      • Studded trims
      • Straight-leg silhouette
      • Faux leather fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06402-1357

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • All Things Cute Cable Knit Sweater Dress

      Wrap yourself up in this cute and casual cable knit sweater dress perfect for pumpkin patches or festivals! It features long sleeves with banded cuffs, a plunge surplice V-neckline and V-cut back, a tie-waist belt, and a short form-hugging fit. Complete the look in trendy knee-high boots.

      Fit & Features

      • Long sleeves, banded cuffs
      • Plunge surplice V-neckline, V-cut back
      • Tie-waist belt
      • Form-hugging fit
      • Short-length hem
      • Cable knit design, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-5370

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Looking For The One Basic Long Sleeve Maxi Dress

      Dare to be bold this season and fall in love with this basic maxi dress! Its fitted long sleeves, crew neckline, and bodycon silhouette hug your figure in all the right places all the way down to the maxi-length hem. The dress is composed of a double-lined rib knit fabric with plenty of stretch. Complete the look in block heels and a handbag for any day or night occasion!

      Fit & Features

      • Fitted long sleeves
      • Crew neckline
      • Bodycon silhouette
      • Maxi-length hem
      • Double-lined rib knit fabric
      • Plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05102-5375

      Category Name: 2026 Fall Outfit Trends

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Delightfully Cute Plaid Cargo Mini Dress

      This delightfully cute plaid mini dress dares you to stand out from the crowd! It features a square neckline, spaghetti straps, trendy side cargo flap pockets, a flattering bodycon silhouette, and a mini-length hem. Layer with a cropped jacket for casual hangs or school!

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Side cargo flap pockets
      • Bodycon silhouette, mini-length hem
      • Plaid print
      • Stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 05102-5372

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Edgy Mood Faux Leather Western Heeled Boots

      These faux leather western heeled boots will put you in an edgy style mood! 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 sleek faux leather material features a western-style design with mini rhinestone embellished trims. Style these heeled boots with a bodycon dress and rhinestone fringe earrings for a country concert!

      Fit & Features

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

      Style Number/Barcode: 07403-1701

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $70.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trendy Country Babe Fringe Western Boots

      Give off trendy country babe vibes in these fun fringe western boots! They feature a knee-high height with pull tabs on each side for easy wear, a back zipper closure, small studded-embellished trims, a flowy fringe all-around design, a pointed toe, and a low block heel. The western-style boots are composed of a faux suede material. Pair with a short flowy dress and hoop earrings for your weekend plans!

      Fit & Features

      • Knee-high height, pull tabs at each side
      • Back zipper closure
      • Studded-embellished trims
      • Flowy fringe design
      • Pointed toe, block heel
      • Faux suede material
      • Runs true to size

      Style Number/Barcode: 07402-0928

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $85.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleek Strut Faux Leather Fitted Knee-High Boots

      Show off a sleek strut in these trendy faux leather knee-high boots. They feature a chic fitted knee-high design with an inner zipper closure for easy on-and-off styling, a curved square-shaped toe, and a block heel. Pair these boots with an oversized blazer.

      Fit & Features

      • Fitted knee-high design
      • Curved square toe
      • Block heel
      • Inner zipper closure
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07402-0929

      Category Name: 2026 Fall Outfit Trends

      Price: $20.97 $50.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Chic 'Fit Pinstripe Paperbag Dress Pants

      Create an elevated and chic 'fit with these pinstripe paperbag dress pants. They feature a high-rise paperbag waist with pleated detailing, a tie-front belt to snatch your silhouette, front pockets, and a tapered skinny-leg fit. The woven fabric features a classic pinstripe pattern for a sophisticated look. Style these dressy pants with a bodysuit and mules to wear from the office to drinks with the squad!

      Fit & Features

      • High-rise paperbag waist, pleating
      • Tie-front belt, hidden front zipper closure
      • Dual front pockets
      • Tapered skinny-leg fit
      • Pinstripe pattern
      • Woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06402-1355

      Category Name: 2026 Fall Outfit Trends

      Price: $21.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale