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.

  • Cozy Twist Cable Knit Tie Back Sweater

    A little preppy, a little playful—the cable knit sweater to add a cute flair to your everyday rotation, with a crop hem and tie-back detail that elevates every high-rise bottom.

    Fit & Features

    • Cable knit fabric
    • Long sleeves
    • Crew neck
    • Tie-back detail
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000169

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Giddy Up Knit Horse Cardigan

    A little western, a lot of cozy—this button-down cardigan features a playful horse knit pattern and collar detail that make it anything but basic.

    Fit & Features

    • Horse pattern, soft knit fabric
    • Oversized long sleeves with striped cuffs
    • Collared neckline
    • Button-down front closures
    • Relaxed fit hem
    • Runs true to size

    Style Number/Barcode: 06005-000167

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knit to Stun Open Back Mini Dress

    Keep your look playful and unexpected. This sweater mini dress keeps it sleek in the front, daring in the back. The cable knit keeps it cozy while the open back brings a hint of drama. perfect for fall slays.

    Fit & Features

    • Soft cable knit fabric with stretch
    • Mock neckline
    • Fitted long sleeves
    • Open back cutout design
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000460

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: In Stock

    Available Color: RAISIN

    Available Size: XS, S, M, L

  • Wrapped Up Cute Off-The-Shoulder Dress

    Serving soft girl vibes with a flirty edge, this off-the-shoulder sweater dress hugs just right. Perfect for latte runs, weekend plans, or anytime you want cozy and cute in one move.

    Fit & Features

    • Soft cable knit fabric with stretch
    • Off-the-shoulder folded neckline
    • Fitted long sleeves
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000153

    Category Name: 2026 Fall Outfit Trends

    Price: $42.90

    Availability: In Stock

    Available Color: TAUPE, BROWN, BURGUNDY

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Cozy Allure Cable Knit Mini Dress

    Chic meets snuggly. This off-the-shoulder sweater dress hugs your curves with cable-knit texture while keeping things flirty and polished—perfect for autumn plans, latte runs, or cozy dinners out.

    Fit & Features

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

    Style Number/Barcode: 06005-000157

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Scene Stealer Faux Fur Crop Denim Jacket

    Serving vintage glam with a rockstar twist. This faux fur trim denim jacket is oversized, plush, and impossible to ignore—the perfect throw-on for concerts, nights out, or everyday styling.

    Fit & Features

    • Denim fabric, sewn-in knit lining
    • Faux fur trim collared neckline
    • Long sleeves, faux fur trim cuffs
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06203-000024

    Category Name: 2026 Fall Outfit Trends

    Price: $49.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Back In Stock
  • Sheer Sass Ruffle Tie Front Top

    This long sleeve abstract print crop top is giving effortless cool. The ruffled tie front detail makes it the kind of top that goes from coffee dates to cocktails without missing a beat.

    Fit & Features

    • Abstract print, mesh-lined fabric
    • Fitted long sleeves
    • Plunge neckline
    • Ruffled tie-front design
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-000052

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wine And Dine Floral Open Back Maxi Dress

    Bold blooms meet a sultry silhouette. With its plunging cowl neckline, open back, and sweeping floral print, this gown is pure elegance with a daring allure. Perfect for date nights, weddings, or nights you want to stand out.

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Plunge cowl halter neckline
    • Open back design
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000617

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Snug Belted Button Coat

    This coat is that rare mix of polished and low-effort—throw it on, and suddenly your whole fit looks intentional. The belt cinches your waist just right, while the double-breasted buttons bring that cool, confident structure you can wear everywhere.

    Fit & Features

    • Faux wool-blend fabrication, sewn-in woven lining
    • Wide lapel collar with double-breasted front buttons
    • Long sleeves with tailored seams
    • Adjustable belt to define the waist
    • Convenient side pockets
    • Runs true to size

    Style Number/Barcode: 06201-000051

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chasing Time Leopard Watch

    It’s giving luxe with a wild streak. This gold-tone watch features a bold leopard print faux leather band and a sleek square face for that perfect mix of classic and daring. 

    Fit & Features

    • Watch face with roman numerals
    • Faux leather leopard print band
    • Adjustable buckle closure
    • Adjustable side dial

    Style Number/Barcode: 07007-000065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sharp Hour Faux Leather Watch

    Classic meets contemporary. This square watch pairs a faux leather band with a minimalist design for that effortlessly polished, always-on-time energy.

    Fit & Features

    • Square analog clock, adjustable side dial
    • Faux leather strap
    • Polished finish
    • Adjustable buckle closure

    Style Number/Barcode: 07007-000064

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling Petals Floral Crop Top

    Romantic yet bold—this tie-front top features sheer sleeves, layered ruffles, and a plunging neckline that makes florals feel anything but sweet. 

    Fit & Features

    • Floral print, mesh fabric, bust lining
    • Plunge neckline
    • Tie-front closure
    • Long sleeves with slit flared cuffs
    • Ruffled crop hem
    • Runs true to size

    Style Number/Barcode: 06202-000050

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Not Your Basic Grommet Sweater

    Prep meets punk in the best way possible. This grommet sweater gives classic knit energy with a rebellious twist—distressed edges, metal details, and all the attitude you need to stand out.

    Fit & Features

    • Soft knit fabric
    • Crew neckline
    • Long sleeves
    • Allover grommet accents
    • Distressed hem and cuffs
    • Runs true to size

    Style Number/Barcode: 06005-000141

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Street Icon Buckle Shoulder Bag

    Y2K energy, but make it modern—this buckle shoulder bag is the statement piece your night-out ‘fit has been begging for. Studded details and sleek hardware keep it equal parts edgy and iconic.

    Fit & Features

    • Studded shoulder strap
    • Front flap closure with buckle detail
    • Studded fringe trim
    • Spacious interior
    • Faux leather material

    Style Number/Barcode: 07203-000085

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Edge Faux Leather Cabby Hat

    Top off your look with a little edge—this faux leather cabby hat instantly takes any outfit from casual to cool. Perfect for those days you want a polished vibe without even trying.

    Fit & Features

    • Faux leather material
    • Round top
    • Short curved brim
    • Side button accents

    Style Number/Barcode: 07302-000393

    Category Name: 2026 Fall Outfit Trends

    Price: $18.90

    Availability: In Stock

    Available Color: BURGUNDY-2

    Available Size: NS

  • Effortless Chic Knit Off-The-Shoulder Long Sleeve Bodysuit

    When your outfit needs a little “I didn’t try, but I did.” This off-the-shoulder knit bodysuit brings a soft, form-hugging fit with just the right touch of allure. Pair it with denim for the day or dress it up for the night—either way, it’s your go-to for instant polish.

    Fit & Features

    • Textured knit fabric, moderate stretch
    • Off-the-shoulder scoop neckline
    • Long fitted sleeves
    • Thong-cut bottom
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-000539

    Category Name: 2026 Fall Outfit Trends

    Price: $34.90

    Availability: In Stock

    Available Color: RAISIN

    Available Size: XS, S, M, L

  • Off Duty Faux Leather Cabby Hat

    Serving effortless cool with zero effort—this faux leather cabby hat pulls your whole look together in seconds. Perfect for when you want that model-off-duty vibe without even trying.

    Fit & Features

    • Faux leather material
    • Round top, seam accents, button detail
    • Short curved brim
    • Woven lined interior
    • Interior adjustable strings

     

    How To Style For Spooky Season:

    Pair with a sleek bodysuit and skirt for a fab DIY Halloween look!

    Style Number/Barcode: 07302-000126

    Category Name: 2026 Fall Outfit Trends

    Price: $18.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • Jet Set Mood Faux Fur Vest

    Your statement layer for cool-girl fall. This luxe faux fur vest brings high-glam texture and warmth with a plush finish that instantly elevates any look. Throw it over knits or leather for that “I just stepped off the runway” kind of energy.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Sleeveless collar neckline
    • Hidden front hook and eye closures
    • Side pockets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000037

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Season Chill Cable Knit Crop Sweater

    A cozy classic, reimagined for fall. This cropped cable knit sweater features a soft ribbed texture and Henley-style buttons for a laid-back yet polished feel. Pair it with high-rise denim or a mini skirt for your ultimate fall uniform.

    Fit & Features

    • Soft cable knit fabric
    • Crew neckline with henley-style buttons
    • Long sleeves
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000137

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Soft Statement Knit Mock Neck Bodysuit

    For when you want that clean, put-together vibe with zero effort. This knit mock neck bodysuit hugs in all the right places and layers like a dream—your go-to for jeans, minis, and everything in between.

    Fit & Features

    • Textured knit fabric, moderate stretch
    • Mock neckline
    • Long fitted sleeves
    • Thong-cut bottom
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-000146

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Chic Vibe Off-The-Shoulder Top

    The kind of off-the-shoulder top that turns a casual moment into a whole vibe. The ribbed knit, twist-front detail, and flyaway design bring the chic fit that works for everything from chill hangs to late-night plans.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Off-the-shoulder subtle sweetheart neckline
    • Long fitted sleeves
    • Twist-front detail at the bust
    • Front flyaway design
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000142

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Falling for Knits Crop Sweater

    Cozy with a little edge. This cable knit crop sweater levels up your casual days with subtle distressed accents and a cute vibe—perfect for coffee runs, study dates, or layering over slip dresses.

    Fit & Features

    • Cable knit soft fabric
    • Crew neck
    • Long sleeves
    • Cropped-length hem with distressed accents
    • Runs true to size

    Style Number/Barcode: 06005-000138

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunday Edit Off-The-Shoulder Sweater

    The sweater that says “effortless but cute” every time. With a slouchy off-the-shoulder neckline and relaxed fit, it’s perfect for a cozy-meets-chic vibe.

    Fit & Features

    • Soft knit stretchy fabric 
    • Off-the-shoulder neckline
    • Long sleeves
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000139

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Gloss Point Patent Stiletto Mules

    These patent stiletto mules keep it sleek with a pointed toe and slip-on silhouette. The glossy finish brings instant polish, making them perfect for office hours to happy hour!

    Fit & Features

    • 4" Stiletto heel
    • Pointed toe
    • Wide curved strap
    • Cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000445

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free