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.

  • Forever Fabulous Faux Fur Knit Duster

    Layer on this chic ribbed knit duster for a forever fabulous look! Featuring a removable faux fur collar accent, long fitted sleeves, a tie-front design, and a long-length flowy silhouette, this duster can be dressed up or down depending on your mood! The ribbed knit fabric offers a moderate stretch. Complete your look with ankle booties.

    Fit & Features

    • Removable faux fur collar, button attachments
    • Long fitted sleeves
    • Tie-front
    • Long-length flowy silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1785

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet In Snake Print Cropped Blouse

    Create a sweet yet still sassy look in this on trend snake print blouse! It features three quarter length sleeves with single button details, a sweetheart neckline with a twisted front, a hidden side zipper closure, and a form-fitting, cropped hem. The top is composed of a lightweight sheer woven fabric with a woven front and back lining.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0522

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Breasted Cropped Blazer

    Bring your look to an executive level when you top it all off with a cropped blazer!

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Cropped neckline
    • Double breasted design
    • Button closures
    • Moderate stretch
    • Polyester

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0425

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bae-cation Palm Print Mini Dress

    Look and feel like a total bae on vacay! This tropical mini dress is essential for exploring the island in style. It features a sleeveless, square neck, adjustable spaghetti straps, side ruched seams, and a brushed knit fabric offering a form-hugging fit and moderate stretch. Complete the look in espadrille wedges and earrings.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Side ruched seams
    • Form-hugging fit
    • Mini-length hem
    • Palm print, brushed knit-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4557

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied To Chic Skinny Jeans

    Tie yourself to this chic pair of skinnies to make a gorge statement for a dressed up look, perfect for a date night with bae!

    Fit & Features

    • High Rise Waist
    • Tie Waist Belt with Loops
    • Traditional Five Pocket Design 
    • Dark Wash Denim 
    • Skinny Straight Leg
    • Cropped Hem 

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size three.  

    Style Number/Barcode: 06602-0157

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Looking Good Lace Up Bodysuit

    You’re definitely going to need this bodysuit in every color! This summer staple looks amazing dressed up or down. Style it with denim shorts and sandals for a chill day date.

    Fits & Features

    • Lace Up Back
    • Square Neckline

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2512

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Icon Denim Jumpsuit

    You'll be the total style icon of your squad in this retro-chic denim jumpsuit. It features a sleeveless sweetheart neckline, spaghetti straps, a flattering high waist with dual waist cutouts, and flared pant legs. Complete the outfit with hoop earrings and cute mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • High waist, dual waist cutouts
    • Two back zipper closures
    • Flared pant legs
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0274

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Biker Shorts

    Keep it sporty or sassy in biker shorts that bring the luxe! The shorts feature a high-rise waist, mid-thigh length, and a fitted fit throughout. The shorts are composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with a crop top.

    Fit & Features

    • High rise waist
    • Mid-thigh length 
    • Faux leather fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1014

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • City Slicker High-Rise Trouser Pants

    Elevate your streetwear fashion in these sleek faux leather trouser pants perf for your next stay in the city! They feature a high-rise waist with a hidden zipper hook-eye closure, belt loop accents, faux back pockets, and front pin tuck seams going down the wide-leg silhouette. Complete the look in a collar bodysuit and booties.

    Fit & Features

    • High-rise waist
    • Hidden zipper and hook-eye closure
    • Belt loop accents, faux back pockets
    • Pin tuck seams going down the front
    • Wide-leg hem
    • Smooth PU faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0471

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Casual Collared Knit Bodysuit

    This cute and casual ribbed knit bodysuit is a must-have for trendy everyday 'fits! It features a johnny collar, a V-neckline with a partial button-down front, cap sleeves, a thong bottom, and a form-hugging fit. The ribbed sweater knit fabric offers plenty of stretch. Style with your fave pair of denim.

    Fit & Features

    • Johnny collar
    • V-neckline, partial button-down front
    • Cap sleeves
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1247

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Style Triple Hoop Earrings

    Step up your everyday glam with the elevated style of these hoop earrings! They feature a triple hoop open-ended design. Include a post-back closure. Pair with a layered chain necklace.

    Fit & Features

    • Triple hoop open-ended design
    • Post-back closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1661

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Setting Trends Faux Wool Houndstooth Long Shacket

    Layer on this faux wool houndstooth long shacket to set the trend this season! It features cozy long sleeves with button cuffs, a collar neckline, button-down front closures, flap pockets, hidden side pockets for keeping your hands warm, and a longline hem. Complete the look in boots for day or night plans!

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Button-down front closures
    • Flap pockets, hidden side pockets
    • Longline hem
    • Soft faux wool fabric, houndstooth pattern
    • Runs true to size

    Style Number/Barcode: 06201-0419

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Faux Leather Shorts
    Add some serious edge to your chic look with these faux leather shorts. They feature a high rise waist, an exposed half zipper front closure, faux zippered pocket details, and fitted shorts. The bottoms offer moderate stretch and a form hugging fit.

    Style Number/Barcode: 06403-0021

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Knit Mini Dress
    Pretty plaid is the way to go! This knit mini dress features a sleeveless bodice, spaghetti straps, a scoop neck, a square back, and a short, curve hugging fit. The dress offers plenty of stretch and includes a knit lining.

    Style Number/Barcode: 05102-0302

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flatter Me Cutout Maxi Dress

    You won't need anyone flattering you in this sexy maxi dress! Featuring a sleeveless, scoop neck, spaghetti straps, a cutout bodice, partial open-back, a form-fitting silhouette, and a sultry slit perfect for showcasing heels.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Cutout bodice
    • Partial open-back
    • Form-fitting silhouette
    • Front slit
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch, fits true to size

    Style Number/Barcode: 05102-4603

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not So Basic Flat Wide-Calf Suede Boots
    Designed with a drawstring wide calf, a round toe, a wide calf fit, and an over the knee fit these boots are not designed for the basic gal! The faux suede fabric adds to that fall vibe that we are all obsessed with right now!

    Style Number/Barcode: 07402-0092

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Fusion Tie Waist Catsuit

    Bring the florals in a sleek catsuit. This season must-have features a floral print bodice with a plunging V-neckline, a partially open back, and spaghetti straps. The relaxed fit bodice leads to a high rise waist with a cinching tie-waist belt and a straight leg fit with a tapered leg. The jumpsuit offers a form hugging fit with a moderate stretch. Complete your outfit with sleek hoops and statement heels

    Fit & Features

    • Sleeveless floral bodice
    • Plunging V-neckline
    • Spaghetti straps
    • High rise waist pants
    • Tie-waist belt 
    • Straight leg fit with a tapered leg
    • Form hugging fit, moderate stretch 

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0354

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Waist Wide Leg Pants

    Bring the sophistication in flared pants to make a chic statement. Create a standout workwear outfit in these flared pants to style with a statement sleeve top. The pants feature a high rise waist, a tie waist pants, and a flared wide leg pant. 

    Fit & Features

    • High rise waist
    • Tie waist belt 
    • Flared wide leg pant
    • Woven fabric
    • Form hugging fit

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06402-0204

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Rhinestone Lariat Necklace And Duster Earring Set

    Live that luxe life in this gorgeous lariat necklace and duster earring set! It features a rhinestone adorned collar necklace with teardrop rhinestone accents and a cascading lariat. The set also includes matching rhinestone duster earrings. Wear with a showstopping formal dress for an elegant ensemble.

    Fit & Features

    • Two-piece set
    • Collar necklace with a cascading lariat
    • Matching duster earrings
    • Rhinestone adorned with teardrop rhinestone accents

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07002-0533

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Up Faux Nubuck Stiletto Booties

    Lace-up in these chic booties this season as you head out to grab a PSL or to go with your back to school outfit! The booties feature a trendy pointy toe, a lace-up front with small grommets, and a sleek stiletto heel. Complete your look with a cute cardigan and high waist skinny jeans

    Fit & Features

    • Around the ankle fit
    • Lace-up front with small grommets
    • Pointed toe
    • Stiletto heel
    • Faux nubuck material

    Style Number/Barcode: 07403-0316

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bell Sleeve Beauty Tie Front Top

    Hey beauty! Get that boho babe vibe in this bell sleeve tie front top. It features long flowy bell sleeves and a tie front detail creating a V neckline and a majorly cropped hem. Pair with some high rise dark wash denim to bring in the fall feel.

    Fit & Features

    • V neckline
    • Tie front detail
    • Long flowy bell sleeves
    • Cropped hem
    • Viscose woven fabric

    Style Number/Barcode: 06204-0613

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What's The Scoop Cutout Ribbed Knit Mini Dress

    Serve up a chic look in the ribbed dress! Perfect for your next brunch date, this mini dress brings the drama! The dress features a scoop neckline with shoulder cutouts, tank-like straps, and a mini length silhouette. Style dress with a fab top knot and door knocker earrings

    Fit & Features

    • Scoop neckline with tank-like straps
    • Shoulder cutouts
    • Long sleeves
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0903

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Plaid Dress Shorts

    Give your everyday look a dressier vibe in these adorable plaid shorts! They feature a high rise waist and a figure-flattering form-hugging fit. The plaid woven fabric offers plenty of stretch. Pair these shorts with a basic crop top for a day date with bae.

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Plaid woven fabric
    • Plenty of stretch

    Style Number/Barcode: 06403-0139

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Faux Leather Platform Booties

    Step up your style in these perf booties to go with your favorite outfits, The booties feature an around the ankle fit, a double strap design with buckle accent, an inner zipper, a wide platform, and a stacked heel. Complete outfit with a faux leather mini skirt and bustier.

    Fit & Features

    • Around the ankle fit
    • Double strap design with buckle accent
    • Inner zipper closure 
    • Wide platform 
    • Stacked heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0588

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale