2026 Fall Outfit Trends

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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.

  • Point Taken Lace-Up Stiletto Boots

    Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step.

    Fit & Features

    • 4” Stiletto heel, 7" leg opening, 16" shaft height
    • Pointed-toe
    • Foldover shaft with lace-up placket
    • Inner side zipper closure
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000097

    Category Name: 2026 Fall Outfit Trends

    Price: $58.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Stride Micro Suede Sneakers

    Cool, comfy, and city-ready—these microfaux suede sneakers feature sleek faux leather side stripes and a rubber traction sole that’s made for moving. Perfect for errands, off-duty looks, or casual hangs.

    Fit & Features

    • Square toe
    • Lace-up front placket
    • Faux leather side-striped design
    • Rubber traction bottom
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07405-000014

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: 5.5, 6, 6.5, 7, 7.5

    Product Badge:
    • Sale
  • Can’t Resist Off-The-Shoulder Mini Dress

    A little cozy, a little flirty—this rib knit mini dress does both. Designed with a foldover off-the-shoulder neckline, ruched sides, and a soft front drape that flatters every curve, it’s your go-to for coffee dates, casual dinners, or weekend chic plans.

    Fit & Features

    • Soft rib knit fabric lined with stretch knit
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Side ruched seams
    • Front drape accent, bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000396

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cuffed Up Denim Mini Skort

    A mini that plays both sides. This high-rise denim skort gives you the look of a flirty mini with the comfort of shorts—finished with a cheeky rollover cuffed hem that says “effortless but make it cool.”

    Fit & Features

    • Dark wash denim, non-stretch
    • High-rise waist
    • Form-hugging fit
    • Roll cuffed mini-length hem, stretchy knit shorts lining
    • Front button and hidden zipper closure
    • Belt loop accents, five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-000063

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Edit Plaid Blazer

    For the girl who plans her power moves and her outfits. This plaid blazer pulls any look together with a polished, structured fit that means business (but still plays it cool). Style with the matching mini skort.

    Shop Matching Bottoms: Polished Edit Plaid Pleated Mini Skort

    Fit & Features

    • Woven fabric with woven lining, plaid pattern
    • Lapel collar
    • Long sleeves
    • Single-breasted design
    • Dual front pockets
    • Structured silhouette with relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-000072

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Mood Snake Print Denim Mini Skort

    Meet the mini skort that does the flirting for you. The denim snake print adds that bold, I-run-the-room confidence—perfect for nights you want your outfit to do the talking.

    Fit & Features

    • Denim fabric, snake print
    • Mid-rise waist
    • Belted design, rectangular buckle
    • Mini-length overlay, form-hugging fit
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000130

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Layers Ponte Ruffle Skort

    Serving legs and layers—this skort is a total party starter. The tiered ruffles bring the drama while the built-in shorts keep it comfy enough for dancing all night.

    Fit & Features

    • Ponte knit fabric, shorts lining
    • High-rise waist
    • Ruffled tiered silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000157

    Category Name: 2026 Fall Outfit Trends

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • 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
  • The Icon Faux Leather Capri Pants

    Take charge in these high-rise faux leather capri pants designed with sleek pintuck seams and a wide-leg silhouette that means business (and a little bit of drama).

    Fit & Features

    • Faux leather fabric, slight stretch
    • High-rise waist
    • Back zipper closure
    • Pintuck seam detailing
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06402-000020

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Crush Sherpa Trim Faux Leather Tube Dress

    Think après-ski, but make it going-out glam. The faux leather gives you that sleek, sculpted confidence, while the faux sherpa trim adds that touch of softness that balances the boldness just right. It’s the kind of piece that feels luxe, a little daring, and completely worth showing off.

    Fit & Features

    • Faux leather fabric with sewn-in knit lining, moderate stretch
    • Faux sherpa trims
    • Strapless straight-across neckline, no-slip strip
    • Back zipper with hook-eye closure
    • Dual belted accents at the waist
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000362

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Attitude Ribbed Knit Off-The-Shoulder Midi Dress

    A sleek off-the-shoulder midi dress with just the right dose of attitude. The ribbed knit snatches softly, the cutout adds that chic twist, and the midi length keeps the whole look effortlessly elevated.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Off-the-shoulder sweetheart neckline, no-slip strip, center hardware accent
    • Keyhole cutout below the bust
    • Long fitted sleeves
    • High-cut front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000222

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Majorly Chic Ribbed Knit Mock Neck Midi Dress

    Meet the midi dress that makes minimal feel major. The mock neck and keyhole detail bring a chic vibe, while the ribbed knit stretch keeps it comfy enough from brunch meet-ups to dinner dates.

    Fit & Features

    • Ribbed hacci knit fabric with knit lining, high stretch
    • Sleeveless mock neckline
    • Keyhole cutout at the bust
    • Angled seams under the bust
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000422

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Energy Zebra Print Denim Mini Skort

    A mini skort with attitude—this zebra print denim instantly flips your outfit into something bold, confident, and impossible to overlook. It’s the style you grab when you’re craving bold energy that still feels effortless.

    Fit & Features

    • Denim fabric
    • Zebra print
    • Mid-rise waist, belted design
    • Dual front button closures, back zipper closure 
    • Mini-length overlay
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000115

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Saddle Chic Off Shoulder Top

    Bring a luxe, equestrian-inspired vibe to your cold-weather lineup with this off-shoulder ribbed knit top. The folded neckline gives that effortless, draped look while the gold-tone horsebit detail adds a polished designer touch.

    Fit & Features

    • Off-the-shoulder foldover neckline with a V-notch shape
    • Gold-tone horsebit hardware accent at the front
    • Ribbed knit fabric with a soft, stretchy feel
    • Long, fitted sleeves
    • Cropped, body-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000246

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortlessly Iconic Denim Mini Skirt

    Your go-to mini skirt for the moments when effortless ends up looking iconic. The denim mini silhouette adds that casual cool factor whether you’re running errands or going on a night out.

    Fit & Features

    • Denim fabric
    • Mid-rise waist, belt loops
    • Front button closure
    • Dual front flap pockets, button closures, dual back pockets
    • Mini-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-000019

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    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
  • Effortless Chic Off-The-Shoulder Top

    The kind of off-the-shoulder top that low-key steals the whole outfit without even trying. The ribbed knit hugs just right, and the sleek grommet trim gives you that effortless chic vibe.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Off-the-shoulder straight-across neckline
    • Front grommet trim
    • Long fitted sleeves
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000468

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spotted Muse Leopard Wide-Leg Jeans

    These leopard-spot flares bring that fierce, effortless confidence that works whether you’re dressing up or keeping it casual. The structured rise meets a flowy leg for a look that always lands—no overthinking required.

    Shop Matching Corset: Spotted Muse Leopard Cropped Corset

    Fit & Features

    • Mid-rise waist
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design
    • Leopard pattern
    • Denim fabrication
    • Flared wide-leg hem
    • Runs true to size

    Style Number/Barcode: 06602-000082

    Category Name: 2026 Fall Outfit Trends

    Price: $54.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M

    Product Badge:
    • Part of a Set
  • City Stroll Straight Leg Jeans

    These straight-leg jeans bring that effortlessly polished off-duty vibe that makes every sidewalk feel like your runway. The structured denim and clean silhouette keep your look sharp from brunch to golden hour hangs.

    Fit & Features

    • Structured denim fabric
    • Mid-rise waist
    • Straight leg silhouette
    • Classic five-pocket design
    • Runs true to size

    Style Number/Barcode: 06602-000081

    Category Name: 2026 Fall Outfit Trends

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5, 7, 9, 11, 13

  • Dark Rose Drama Low-Rise Jeans

    For the girl who likes her denim with attitude, these jeans take the lead. The lace-up waist and rhinestone detailing give your denim game a little edge, perfect for nights out.

    Shop Matching Top: Dark Rose Drama Denim Halter Top

    Fit & Features

    • Soft denim with subtle stretch
    • Low-rise waist with lace-up front
    • Rhinestone detailing
    • Rose pattern
    • Slim through the hip with a flared leg
    • Runs true to size

    Style Number/Barcode: 06602-000084

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ultra Game NFL New England Patriots Bomber Jacket

    Your game-day fit just got promoted—this bomber jacket does confidence without even trying. The quilted satin finish gives it that luxe, sporty edge while repping the New England Patriots loud and proud.

    Fit & Features

    • Quilted satin woven fabric with woven lining, no stretch
    • Ribbed knit cuffs
    • Snap button-down front
    • Long sleeves, striped detail
    • Dual lined pockets
    • Front and back New England Patriots embroidery
    • Oversized fit

    Style Number/Barcode: 06204-000069

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Faux Fur Mini Skort

    This faux fur mini skort is the cutest cold-weather flex — plush on the outside, stretchy knit shorts on the inside, and flirty enough to dress up or down. It’s comfort meets glam with zero effort required.

    Fit & Features

    • Soft faux fur exterior, sewn-in knit lining
    • Mini skort silhouette
    • Side zipper and hook-eye closure
    • Stretchy knit shorts lining
    • Comfortable, pull-on fit
    • Runs true to size

    Style Number/Barcode: 06403-000101

    Category Name: 2026 Fall Outfit Trends

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Frost Mode Faux Fur Puffer Jacket

    Cold weather, but make it glam. This puffer jacket levels up your outerwear game with plush faux fur trim at the collar and cuffs—cozy, elevated, and made to turn every chilly day into a look.

    Fit & Features

    • Sleek puffer insulated lined fabric
    • Faux fur trim on collar and cuffs
    • Front pockets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000068

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cold Girl Faux Fur Vest

    Soft, plush, and made to layer. This faux fur vest instantly upgrades any look with its cozy texture and luxe feel—perfect over long sleeves, knits, or even a sleek dress when you’re channeling off-duty glam.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Sleeveless collared neckline
    • Hidden side pockets
    • hidden front hook and eye closure
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000067

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free