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.

  • Slick Moves Faux Leather Mini Shoulder Bag

    This glossy faux leather mini purse brings the edge and shine, perfect for a day or night out, quick coffee runs, or anytime your fit needs a little extra attitude.

    Fit & Features

    • Top shoulder strap
    • Dual top zipper closures
    • Spacious interior, one zipper pocket, one open pocket
    • Mini silhouette
    • Glossy faux leather material

    Style Number/Barcode: 07203-000044

    Category Name: 2026 Fall Outfit Trends

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Intentions Long Sleeve Knit Bolero

    Layer it, slay it—this bolero is the ultimate fall cool-girl combo. Throw it on with your fave crop top or dress and you’re instantly serving street style.

    Fit & Features

    • Knit fabric
    • Long sleeves
    • Open front design
    • Ultra-cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-000123

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Suede Crush Collared Crop Jacket

    Soft, sleek, and a little luxe—this faux suede crop jacket levels up any fit. With a collared neckline and zip-up front, it’s the perfect throw-on layer for crisp fall days or nights.

    Fit & Features

    • Smooth faux suede fabric, minimal stretch
    • Long sleeves, snap-button cuffs
    • Collar neckline
    • Zip-up front closure
    • Front flap pockets
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000043

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zip Into It Knit Crop Top

    A little sporty, a little spicy—this knit crop top will be your fave this fall. With its sleek zip-front and fitted silhouette, it’s perfect for styling with a mini skirt and boots.

    Fit & Features

    • Rib knit stretchy fabric
    • Sleeveless V-neckline
    • Front zip-up closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000125

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hooked On Trouble Striped Top

    Business in the stripes, party in the cut—this hook-front striped top is a whole vibe. Pair it with your go-to mini skirt or jeans when you’re ready to blur the line between boss mode and nightlife.

    Fit & Features

    • Striped print, poplin woven fabric
    • Long sleeves
    • Collar neckline
    • Open front design with hardware hook closure
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06003-000164

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Agenda Faux Wool Trench Coat

    Sharp, polished, and endlessly wearable—your new faux wool trench coat for stylish layering over your everyday look from latte runs, dinners downtown, or dressy occasions.

    Fit & Features

    • Faux wool fabric
    • Long sleeves
    • Lapel collar neckline
    • Open front design
    • Side pockets
    • Long-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000017

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Checkmate Plaid Trench Vest

    Plaid, but polished. This faux wool trench vest comes belted at the waist for a cinched fit, making it the perfect pairing with the matching skort.

    Shop Matching Bottoms: Checkmate Plaid Mini Skort

    Fit & Features

    • Plaid pattern, faux wool-lined fabric
    • Sleeveless design
    • Lapel collar neckline
    • Double-breasted button front closures
    • Tie-waist belt, belt loop accents
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06201-000024

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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, 9, 10

  • 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