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.

  • Velvet Thigh High Boots
    Bring on the velvet! Not only are we obsessed with a clear heel, but we are obsessed with a velvet boot! This pair is designed with an almond toe, a round clear Lucite heel, and an inner zipper. Boots have a tie detail at the top.

    Style Number/Barcode: 07402-0027

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zip It Coated Faux Leather Mini Skirt

    Zip up into this sleek and chic coated faux leather mini! Pair with an edgy graphic tee and some booties for a girly rocker look!

    Fit & Features

    • High rise waist
    • Asymmetric complete zip front
    • Zippered faux pockets
    • Short, form hugging fit
    • Coated faux leather fabric
    • Moderate stretch

    Style Number/Barcode: 06401-0203

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fave Frayed Cropped Denim Jacket

    Your new fave cropped denim jacket for sure! This adorable jacket features a collared neckline, a button-up front, and a trendy frayed cropped hem. Layer on over a cute cami and faux suede mini skirt for that everyday fall vibe.

    Fit & Features

    • Collared neckline
    • Long sleeves with buttons to cuff
    • Button-up front
    • Buttoned pockets
    • Frayed cropped hem
    • Denim fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0097

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Julie Formal Satin Cowl Neck Wrap Dress

    Special Occasion

    The luminous shine on the Juliet formal satin dress is all you need to stand out from any crowd! A striking style for galas, bridesmaids, or award banquets. She features a classy sleeveless cowl neckline, adjustable spaghetti straps, flexible boning inserts along the bodice, and a flattering asymmetrical wrap slim silhouette with a long hem. The formal dress is composed of lined silky satin fabric with moderate stretch and a sheen effect. Complete the look with sparkly hoop earrings and heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning inserts along the bodice
    • Asymmetrical wrap, slim silhouette, long hem
    • Lined satin fabric, sheen effect, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7199

    Category Name: 2026 Fall Outfit Trends

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Sassy Snake Print Midi Skirt

    Keep your 'fit chic and sassy with this on-trend midi skirt! It features a high waist, a mid-length, form-hugging fit, a stylish side slit, and is composed of a luxe brushed faux suede fabric with an all-over snake print pattern. Complete the look with a cropped blouse and clear heels.

    Fit & Features

    • High-rise waist, elastic band
    • Form-hugging fit
    • Side slit
    • Brushed faux suede fabric, minimal stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06401-0390

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Mate PU Croc Wide Leg Pants

    You'll be one chic mate in these faux leather pants featuring a sleek high-rise waist, back zipper closure, and a wide-leg silhouette on croc-embossed fabric with minimal stretch. Complete the look in a crop top and booties.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Wide-leg silhouette
    • Croc embossing
    • PU faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0469

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Secured Faux Leather Corset Belt

    Secure your style accessorizing with this faux leather corset belt! It features a front croc patterned band with dual adjustable buckle closures and a back elastic knit band that stretches to give you the perfect fit! Complete the look in square toe booties.

    Fit & Features

    • Front faux leather croc pattern
    • Dual adjustable buckle closure
    • Back elastic knit band
    • Stretch to fit

    Style Number/Barcode: 07301-0539

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trish Mid-Rise Carpenter Wide-Leg Denim Jeans

    Casual coolness is what the Trish mid-rise denim jeans are all about! They feature a flattering mid-rise waist, wide-leg silhouette, and carpenter-style strap and pocket detailing on vintage-inspired denim fabric with a slight stretch. Complete the look in a cute crop top and mules for brunch or a girl's day!

    Fit & Features

    • Mid-rise waist
    • Wide-leg silhouette
    • Carpenter-style strap, back pocket detail
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0459

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute March Faux Leather Lug Combat Booties

    Take a cute march around in these combat booties! The faux leather boots feature a round toe, a sturdy traction lug sole and short heel, a front lace-up placket, and a back pull tab for easy on-and-off styling. Complete the look in a plaid shacket for casual plans!

    Fit & Features

    • Round toe
    • Sturdy traction lug sole and heel
    • Front lace-up placket
    • Back pull tab
    • Easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1710

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Good On Paperbag Tapered Pants
    The silhouette of the moment gets gorgeous. Pants feature a high, elasticized paperbag waist with belt loops and removable tie and stylishly tapered legs. Pair them with a crop top and go from rush hour to happy hour! Pants are made from a soft, mid-weight woven material with moderate stretch.

    Style Number/Barcode: 06502-0025

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Softer Than Ever Turtleneck Crop Top

    If you love a soft top as much as we do this is a perfect fit! With a turtle neckline, and long sleeves this top is a good lightweight addition to a fall wardrobe. Hem is cropped and hits mid torso. Top is composed of a soft knit material that offers moderate stretch.

    Style Number/Barcode: 06001-1986

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set Me Up Suede Boots

    Set yourself up with some suede this season! These boots reach mid-calf, have a zipper at one side, round toe, and a stacked heel. Boots include a slight inner padding at the leg.

     Please be advised that these boots run 1/2 a size small.

     

    Style Number/Barcode: 07402-0052

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Up Sweater
    Cozy on up in this seriously soft sweater perfect for fall! It features a mock neckline, long dolman style sleeves, and a relaxed, comfortable fit with side slit accents. Sweater is composed of a fuzzy knit with moderate stretch.

    Style Number/Barcode: 06005-0215

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sequin Face Mask With Earloops

    Stay safe in this glam face mask that won’t clash with your fit! Fitted with a soft breathable knit, earloops for a comfortable customized fit, and green with blue sequins. For Halloween, complete your look with the matching beaded bustier and teal sequin skirt. Then reuse mask to glam up every day casual outfits. 

    Shop Matching Beaded Bustier: Dearly Beloved Beaded Pearl + Rhinestone Bustier

    Shop Matching Sequin Skirt: Under The Sea High Slit Glitter Maxi Skirt

    Fit & Features

    • Blue and green sequins
    • Earloops
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment 
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.

     

    Face masks are final sale merchandise and may not be returned or exchanged

    Halloween Costumes are excluded from Promotions.

    Style Number/Barcode: 07305-0144

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Charm Satin Strappy Block Heel Pumps

    These satin pumps will smoothly charm their way into your heart! The heels feature a closed pointed-toe, multi-strappy design, block heel, a closed ankle with back zipper closure, and dual adjustable ankle straps with buckle closure. Style the pumps with a chic handbag for a day or night occasion.

    Fit & Features

    • Closed pointed-toe
    • Multi-strappy design
    • Block heel
    • Closed ankle, back zipper closure
    • Dual adjustable ankle straps, buckle closure
    • Smooth satin material
    • Runs true to size

    Style Number/Barcode: 07401-4577

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Rise Houndstooth Plaid Mini Skirt

    Keep it preppy in a plaid skirt that keeps your look on point! The skirt features a trendy houndstooth plaid pattern and a mini side slit. Complete your outfit with a tie waist crop top and sneakers to nail that casual look. 

    Fit & Features

    • High rise waist
    • Houndstooth plaid pattern
    • Mini length silhouette 
    • Mini side slit

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0299

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Cozy Plaid Fringe Scarf

    Your weekend fit' isn't complete without this plaid fringe scarf. Composed of a soft woven fabric. Perfect for styling with a long sleeve dress and booties.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Soft woven fabric

    Style Number/Barcode: 07305-0328

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Biker Babe Cropped Graphic Tee

    Bring the cool girl energy with this edgy graphic tee! It features a crew neckline, short sleeves, a center motorcycle graphic with the script "American Motorcycle Legend," front slashed detailing, and a cropped, form-hugging fit. Style with high-rise distressed denim.

    Fit & Features

    • Crew neckline, short sleeves
    • Motorcycle graphic
    • Script that reads "American Motorcycle Legend"
    • Front slashed detailing
    • Cropped, form-hugging fit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1288

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Live Fast Graphic Halter Tunic

    A biker babe like you is in need of this graphic tunic! It features a sleeveless, halter neck with tie closure and a front lace-up cutout with graphic detail that reads, "Live Fast/Born To Ride" on a fitted, short-length hem. Complete the look in sleek booties.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Front lace-up cutout
    • Graphic detail that reads, "Live Fast/Born To Ride"
    • Fitted, short-length hem
    • Cotton fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1294

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool Vibes Fold-Over Waist Cargo Pants

    Show up with the coolest vibes in these trendy cargo pants! They feature a mid-rise waist with a front fold-over design, dual front and back pockets, large cargo-style pockets on each side with flap accents, and a straight-leg silhouette with a relaxed fit. The woven fabric has minimal stretch. Style with a basic bodysuit and sneakers.

    Fit & Features

    • Mid-rise waist
    • Front fold-over design, hidden zipper closure
    • Dual front pockets, dual faux back pockets
    • Dual large cargo-style pockets, flap accents
    • Straight-leg silhouette, relaxed fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0772

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Vintage Vibe Graphic Mini Dress

    Get that vintage vibe you've been longing for with this graphic mini dress perfect for festivals, concerts, and bar nights! It features short sleeves, a crew neck, front graphic detail with slash accents, and a fitted short-length hem. Complete the look in an edgy moto jacket and boots.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Front graphic detail, slash accents
    • Fitted short-length hem
    • Soft jersey knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1476

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Enchantress Of Beauty Spiral Rose Stiletto Heels

    Enchant with these beautiful metallic stiletto heels to dress up your evening look! They feature a sleek round toe, rhinestone embellished spiral straps with satin rose appliques that have a mini rhinestone trim, and a stiletto heel. Style with a fab ring set.

    Fit & Features

    • Round toe
    • Rhinestone embellished spiral straps
    • Satin rose appliques, mini rhinestone trim
    • Metallic material
    • Stiletto heel
    • Cushioned footbed
    • Runs true to size

    Style Number/Barcode: 07401-4562

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Plaid Fringe Faux Wool Trench Coat

    This perfect plaid fringe faux wool trench coat will add a pretty pop of color to your winter looks! It features a lapel collared neckline, long sleeves with classic cuffed hems, a tie-front belt to cinch your waist, front pockets, a long-line hem with a trendy fringe trim, and the cutest plaid print on faux wool fabric. Layer this trench over your fave crop top and pair of denim!

    Fit & Features

    • Lapel collar
    • Long sleeves, cuffed hems
    • Tie-front belt
    • Dual front pockets
    • Long-line hem, fringe trim
    • Plaid print, faux wool fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic In Plaid Pleated Mini Dress

    Stay classic and chic in this plaid mini dress! Featuring a flattering square neckline and spaghetti straps, this bodycon dress also has a chic side pleated seam and a faux wrap mini-length hem. Complete the look in a sleek moto jacket and boots.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, back zipper and hook-eye closure
    • Pleated side seam
    • Bodycon silhouette
    • Wrap mini-length hem
    • Plaid print, woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5507

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale