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.

  • Buckle Up Faux Suede Booties

    A little polish, a little edge—these faux suede booties do it all. With square toes, buckle straps, and a sturdy block heel, they’re made for walking from weekday to weekend without missing a beat.

    Fit & Features

    • 3.5” block heel, 6” leg opening, 7.5” shaft height
    • Square toe
    • Side zipper closure
    • Buckled strap accents
    • Scrunched ankle-length shaft
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-000020

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Out And About Faux Suede Tote Bag

    Soft, slouchy, and seriously chic—this faux suede hobo bag nails the off-duty vibe. The roomy interior and matching zip pouch make it perfect for tossing in your essentials and heading anywhere from coffee runs to weekend plans.

    Fit & Features

    • Top shoulder strap
    • Slouchy hobo silhouette
    • Top snap-button closure
    • Spacious interior
    • Includes a zippered pouch to hold essentials
    • Soft faux suede material

    Style Number/Barcode: 07203-000119

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild At Heart Lace Leopard A-Line Mini Dress

    Turn up the heat in this sultry leopard mini dress. The fierce leopard print, lace bust, and flared skirt make it the perfect mix of wild and romantic. Whether it’s a night out or a wine bar evening, this dress brings all the allure.

    Fit & Features

    • Leopard print, mesh fabric, stretchy knit lining
    • Lace bust sweetheart neckline, underwire cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000353

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Suede Moment Belted Trench Coat

    Classic trench, luxe upgrade. This faux suede coat is belted and double-breasted for timeless structure, giving you that polished fall look whether you’re layering over dresses, denim, or office outfits.

    Fit & Features

    • Soft faux suede fabric, sewn-in knit lining
    • Lapel collar neckline
    • Long sleeves, button strap cuffs
    • Double-breasted front button closures
    • Tie-waist belt, side pockets
    • Longline hem, center back slit design
    • Runs true to size

    Style Number/Barcode: 06204-000058

    Category Name: 2026 Fall Outfit Trends

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Confidence Denim Mini Skort

    Cool-girl confidence, wrapped up in denim. This belted mini skort gives the perfect mix of structure and attitude, with an asymmetric front that looks styled-up without even trying.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Wrap-front belted design, asymmetric hem
    • Mini-length overlay
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000113

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Luxe Faux Fur Trim Trench Coat

    A little drama never hurt anyone. This faux leather trench coat turns every sidewalk into a runway with its plush faux fur trim and cinched waist belt. Equal parts glam and attitude, it’s the statement layer of the season.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Long sleeves with faux fur trim cuffs
    • Faux fur collared neckline and front trim
    • Tie-waist belt
    • Side pockets
    • Faux fur trim longline hem
    • Runs true to size

    Style Number/Barcode: 06201-000031

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Statement Shoulder Bag

    Clean lines, modern edge. This faux leather shoulder bag levels up your look with a sculpted silhouette and bold disc strap detail, perfect for day or night looks.

    Fit & Features

    • Disc metal insets along shoulder strap
    • Top zipper closure
    • Spacious interior with one open pocket, one zipper pocket
    • Faux leather material

    Style Number/Barcode: 07203-000094

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Golden Hour Off-The-Shoulder Mini Dress

    This long sleeve off-the-shoulder mini dress hugs in all the right places for that effortless “oh, this old thing?” vibe. Perfect for brunch, dinner dates, or any casual night out plans.

    Fit & Features

    • Smooth knit-lined stretchy fabric
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves with flare slit cuffs
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000363

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped in Charm Rib Knit Dress

    Soft meets sultry in this rib knit mini dress made for showing a little shoulder. The foldover neckline, waist wrap belt, and ruffled hem bring that flirty-feminine vibe—perfect for when cozy still calls for a look.

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, moderate stretch
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Wrap waist belt accent with hardware insert
    • Bodycon fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000371

    Category Name: 2026 Fall Outfit Trends

    Price: $30.00 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Edit Collar Knit Sweater

    Classic, cozy, and a little bit polished. This collared crop sweater gives laid-back luxe with its soft textured knit and relaxed silhouette—your go-to for everything from latte runs to weekend plans.

    Fit & Features

    • Soft texture knit fabric
    • Collared neckline
    • Long sleeves
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000171

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Espresso Martini Please Baseball Cap

    For the girl who runs on caffeine and compliments. This two-tone baseball cap says what we’re all thinking—with an “Espresso Martini, Please” embroidered front and that perfect lowkey vibe for errands, brunch, or your next weekend escape.

    Fit & Features

    • Two-tone panel design
    • Espresso Martini Please embroidered script
    • Classic baseball cap silhouette
    • Snapback closure

    Style Number/Barcode: 07302-000152

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Spotted Scene Cow Print Denim Jeans

    Call it denim with a wild streak. These cow print jeans bring a bold twist to your everyday fit with their flattering straight-leg fit and playful pattern—perfect for styling up with a corset and leather jacket, or a cozy knit sweater.

    Fit & Features

    • Cow print, denim fabric
    • Mid-rise waist
    • Straight-leg fit
    • Front button closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000051

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Too Cool Studded Denim Jeans

    Edge up your everyday style in these denim jeans. Boasting curve-contouring studded embellishments and a trendy flared hem, these jeans will be your new go-to for day or night plans.

    Fit & Features

    • Denim fabric, color fade effect
    • High-rise waist
    • Hip-hugging fit
    • Flared hem
    • Studded side embellishments
    • Front button closure, pockets, belt loops
    • Runs true to size

    Style Number/Barcode: 06602-000080

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Scene Corduroy Shorts

    Cozy texture, cool-girl fit. These corduroy shorts are soft, fitted, and made for easy styling—perfect for pairing with tights and boots or keeping it casual with a sweater and sneakers.

    Fit & Features

    • Soft corduroy fabric
    • Mid-rise waistline
    • Front zipper and button closure
    • Side and back pockets
    • Runs true to size

    Style Number/Barcode: 06603-000116

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Minimal Drama Off-The-Shoulder Midi Dress

    Simple, sleek, and seriously flattering. This foldover off-the-shoulder midi dress hugs every curve with a soft stretch fit—perfect for dinner plans, date nights, or any moment that calls for subtle confidence.

    Fit & Features

    • Brushed knit fabric, smooth stretchy knit lining
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000340

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet On Repeat Plaid Skort

    Prep never looked this playful. This plaid pleated skort gives that flirty-meets-put-together vibe, finished with front bow ties that add just the right amount of charm to your everyday lineup.

    Fit & Features

    • Plaid print, woven fabric, stretchy knit shorts lining
    • Mid-rise waist
    • Side zipper and hook-eye closure
    • Front bow ties
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000051

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Retro Remix Striped Flare Pants

    Retro flair meets everyday comfort. These striped flare pants sculpt your shape with a soft stretch fit that’s equal parts chill and elevated—perfect for coffee runs, office hours, or casual nights out.

    Fit & Features

    • Striped print, stretch knit fabric
    • Smooth high-rise waist
    • Hip-hugging fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-000063

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Step Patchwork Mules

    Step into your wild side. These slide heels feature a fierce patchwork animal-print strap with studded embellishments and a sleek kitten heel—mixing bold energy with effortless wearability for day or night looks.

    Fit & Features

    • 2" kitten heels
    • Square toe
    • Patchwork-studded strap
    • Luxe fit cushioned insole
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000454

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mini Moment Faux Suede Tote Bag

    Small but seriously stylish. This mini microsuede tote nails that luxe, low-effort vibe with its sleek shape, side buckle detail, and surprisingly roomy interior—perfect for holding your essentials without cramping your style.

    Fit & Features

    • Top handles
    • Detachable crossbody strap
    • Side buckled strap accent
    • inner buckled strap closure
    • Spacious interior with an open pocket
    • Micro faux suede material

    Style Number/Barcode: 07203-000093

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Repeat Under-The-Knee Boots

    Classic, clean, and effortlessly cool—these under-the-knee boots are your new everyday staple. The smooth faux leather and sleek shape give any outfit that “put-together without trying” vibe.

    Fit & Features

    • 2" Stacked block heel, 7.5" leg opening, 13" shaft height
    • Round toe
    • Under-the-knee height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000105

    Category Name: 2026 Fall Outfit Trends

    Price: $46.90

    Availability: In Stock

    Available Color: NATURAL, BROWN

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

  • Zip Me Up Off-The-Shoulder Top

    Effortlessly cool with a touch of attitude—this off-the-shoulder zip top nails that chic but not trying too hard vibe. The structured fit hugs just right while the front zipper adds that subtle, sultry edge perfect for night-out plans or casual moments.

    Fit & Features

    • Woven fabric, moderate stretch
    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Front zipper closure with double zip design
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000177

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Quiet Luxe Off-The-Shoulder Maxi Dress

    Minimal effort, maximum impact. This off-the-shoulder maxi brings that sleek, sculpted vibe with a foldover neckline and curve-hugging silhouette that’s equal parts timeless and sultry.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Bodycon fit
    • Center back slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000183

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Checkmate Plaid Mini Skort

    A classic, but make it cool. This plaid mini skort gives preppy a refresh with its tailored fit and built-in shorts—perfect for pairing with knee-high boots and a coat.

    Fit & Features

    • Plaid pattern, knit fabric
    • High-rise waist
    • Form-hugging silhouette
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000196

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale