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.

  • City Chill Platform Combat Boots

    Big attitude, bigger sole. These faux leather combat boots bring major edge with a chunky block heel and platform base—your new favorite for leveling up outfits.

    Fit & Features

    • 3” block heel, 5” leg opening, 6.5” shaft height
    • Square toe
    • Lace-up front placket, wrap-around tie design
    • Side zipper closure
    • Luxe fit cushioned insole
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000018

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Flirty Off-The-Shoulder Mini Dress

    Your new go-to mini dress for laidback plans with a flirty twist. Soft ribbed knit and an off-the-shoulder neckline make it equal parts comfy and casually flirty.

    Fit & Features

    • Ribbed sweater knit fabric, high stretch
    • Off-the-shoulder straight-across neckline
    • Long fitted sleeves
    • Faux button-down design, short front slit
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000122

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Life In The Fast Lane Crop Moto Jacket

    Experience life in the fast lane in this sleek moto jacket with a bold colorblock design and cropped fit. It’s the perfect jacket to layer over any outfit for a day or night out.

    Fit & Features

    • Faux leather fabric, color block design, sewn-in woven lining
    • Standing collar neckline with button closure
    • Long sleeves
    • Side zippered pockets
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000071

    Category Name: 2026 Fall Outfit Trends

    Price: $69.90

    Availability: In Stock

    Available Color: RED

    Available Size: S, M, L, XL

  • Catch The Light Glitter Faux Leather Mini Skirt

    Meet your new go-to for going out. This glitter-coated faux leather mini skirt brings that perfect mix of shine, edge, and confidence—because subtle was never really your thing.

    Fit & Features

    • Coated glitter faux leather fabric
    • High-rise waist
    • Five-pocket and belt loop design
    • Front button closure
    • Mini-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-000022

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cosmic Hour Hexagon Watch Ring

    This hexagon-shaped watch ring sparkles with rhinestone trim and an iridescent face that catches every light. It’s part jewelry, part timepiece, and all statement.

    Fit & Features

    • Hexagon-shaped clock
    • Rhinestone trim, iridescent clock face
    • Adjustable side dial
    • Stretch band

    Style Number/Barcode: 07004-000026

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Denim Dream Strapless Belted Skater Dress

    She’s giving flirty, fun, and just the right amount of edge. The strapless fit and belted waist make this denim skater dress the definition of standout style.

    Fit & Features

    • Denim fabric
    • Strapless fold-over neckline
    • Smocked back
    • Belted drop waist
    • Short pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000232

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back to Chic A-Line Mini Dress

    Business in the front, drama in the back. This sleeveless mini dress keeps it sleek with a high bateau neckline and surprises with a daring open back—perfect for brunch, dates, or any dressy plans.

    Fit & Features

    • Scuba smooth knit fabric, stretchy knit lining
    • Boat neckline
    • Low-back design, zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000471

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off Duty Vibes Denim Mini Skort

    Laidback but still a serve—this denim mini skort is the cool-girl staple your closet’s been waiting for. With its raw hem and sleek fit, it’s perfect for dressing up with heels or keeping it casual with sneakers.

    Fit & Features

    • Denim fabric
    • Mid-rise waist with extended button closure tab
    • Form-hugging fit
    • Front pockets, belt loop accents
    • Mini-length skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-000098

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Getter Hoop Earring Set

    Three sizes, endless vibes—this hoop set has your back whether you’re keeping it low-key or going full glam. Bold, shiny, and lightweight, they’re the hoops you’ll wear on repeat.

    Fit & Features

    • Set of three hoop earrings
    • Gold-tone metal finish
    • Chunky rounded design
    • Post-back closures

     

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

    Style Number/Barcode: 07001-000102

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Mood Fuzzy Scarf

    This fuzzy fringe scarf is ultra-soft, perfectly oversized, and made for layering into every cold-weather ‘fit—because cozy is the aesthetic.

    Fit & Features

    • Fringe trim
    • Soft, fuzzy material

    Style Number/Barcode: 07305-000025

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Sleek Halter Bodycon Mini Dress

    Serving sultry with a twist—this halter mini dress levels up your night-out look with chic hardware accents and a curve-loving fit. The ruching and sleek bodycon silhouette keep it bold, flirty, and ready to steal the scene.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless cowl neckline
    • Tie-back halter straps, metal O-ring and hardware accents
    • Partially open back, zipper closure
    • Ruching
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000390

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ride or Shine Studded Cowboy Boots

    Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties.

    Fit & Features

    • 3.5” stacked block heel, 7.5” leg opening, 12.5” shaft
    • Pointed toe, side zipper closure
    • Studded and grommet embellishments
    • Western-inspired embroidery
    • Under-the-knee length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000135

    Category Name: 2026 Fall Outfit Trends

    Price: $52.90

    Availability: In Stock

    Available Color: NAVY, CAMEL, BLACK-2

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 10, 9

  • Cozy Flirt Striped Mini Dress

    Cozy yet flirty—this striped sweater mini dress hugs your curves with a snug knit and a sultry off-shoulder neckline. Pair it with boots or heels for the perfect fall night-out look.

    Fit & Features

    • Striped pattern, stretch knit fabric
    • Folded off-the-shoulder neckline
    • Fitted long sleeves
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000119

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fireside Flirt Off-The-Shoulder Midi Dress

    Minimal effort, maximum slay—this knit midi dress is the definition of chic. With its off-shoulder neckline, peekaboo cutout, and side slit, it’s your new go-to for dinner dates or rooftop wine bars.

    Fit & Features

    • Stretch rib knit fabric
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Cutout bodice
    • Front slit and button accents
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000118

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Cute And Cool Denim Mini Dress

    Weekend plans? Sorted. This zip-front denim mini dress keeps it casual but still put-together, with a belted waist that flatters every move. Pair with sleek boots for the perfect edgy fall vibe.

    Fit & Features

    • Denim fabric
    • Sleeveless collared neckline
    • Zip-up front closure
    • Belted waist
    • Front pockets
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000223

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spice It Up Cutout Midi Dress

    Serving sultry vibes with zero effort required. This knit midi hugs in all the right places with a bold cutout back and leg slit that was made for double takes.

    Fit & Features

    • Textured knit fabric with stretch
    • V-neckline, tank shoulder straps
    • Open back cutout with racer strap detail
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000109

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spice Season Button Knit Mini Dress

    This one’s fall date night certified. With a chic knit pattern and statement buttons, this halter mini dress serves just the right balance of polished cuteness, perfect for styling with flats or boots.

    Fit & Features

    • Soft, stretch knit patterned fabric
    • Halter square neckline
    • Statement button details
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000115

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hot Take Ribbed Halter Midi Dress

    Turn up the heat in this curve-loving halter midi dress with a sultry side slit and button detail. Easy to style, impossible to ignore with your favorite pair of heels!

    Fit & Features

    • Stretch rib knit fabric
    • Square halter neckline
    • Bodycon silhouette
    • Front slit with button detail
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000111

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Snug Fleece Lined Tights

    These fleece-lined tights keep you warm without anyone knowing—they look sleek and sheer but feel like your favorite cozy leggings. Perfect for styling under skirts, dresses, or layering under denim when the temps drop.

    Fit & Features

    • Sheer finish with cozy fleece lining
    • Ultra-high waisted design
    • Footed design
    • Soft and comfortable

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-000021

    Category Name: 2026 Fall Outfit Trends

    Price: $16.90

    Availability: In Stock

    Available Color: BLACK, BROWN, BURGUNDY

    Available Size: S/M, M/L

    Product Badge:
    • Best Seller
  • Ready for Anything Utility Mini Denim Skirt

    Low-key obsessed with this cargo cutie. The denim mini skirt hugs you just right, while those oversized pockets keep the vibe cool, casual, and a little bit rebellious.

    Fit & Features

    • Medium wash denim, slight stretch
    • High-rise waist
    • Cargo pockets
    • Bodycon fit, mini-length hem
    • Front button and zipper closures, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06601-000016

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vintage Vibes Trucker Denim Jacket

    Giving vintage vibes but make it cropped and cool. This denim jacket is the layering hero your outfit needs for day or night out.

    Fit & Features

    • Acid wash cotton denim fabric
    • Relaxed long sleeves, button cuffs
    • Collared neckline
    • Button down front closures
    • Flap pockets
    • Relaxed mid-length hem
    • Runs true to size

    Style Number/Barcode: 06203-000019

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Lights Corset Denim Mini Dress

    Meet your after-dark essential—flirty, fitted, and ready for the spotlight. This lace up denim mini is the ultimate cool-girl piece to take you from golden hour snaps to rooftop cocktails.

    Fit & Features

    • Structured denim fabrication, knit panty lining
    • Strapless sweetheart neckline
    • Back zipper and hook-eye closure
    • Corset-like bodice
    • Lace up corset front detail
    • Flared skater hem, mini length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000756

    Category Name: 2026 Fall Outfit Trends

    Price: $52.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Late Night Whispers Lace-Up A-Line Mini Dress

    Slip into your spotlight moment—this flocked velvet pattern mesh mini dress is sleek, strappy, and just the right amount of flirty. With its open tie-back and barely-there vibe, it’s basically made for GNOs!

    Fit & Features

    • Flocked velvet pattern, mesh-lined fabric
    • V-neckline
    • Spagehtti straps
    • Lace-up open back
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000214

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Catwalk Ready Mini Purse Wallet

    Unleash your wild side—this mini purse wallet brings major attitude with its bold pattern and sleek gold hardware. Compact but statement-making, it’s the perfect purse for spicing up your looks.

    Fit & Features

    • Top handle
    • Hardware accents
    • Top zipper closure
    • Lined interior
    • Leopard and snake is faux leather material
    • Brown is faux suede material

    Style Number/Barcode: 07201-000036

    Category Name: 2026 Fall Outfit Trends

    Price: $18.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: NS