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.

  • Effortless And Breezy Short T-Shirt Dress

    Style up this effortless and breezy short T-shirt dress for your casual weekend plans! It features a crew neckline, short sleeves, dual side pockets, a loose T-shirt fit, a short-length hem, and an A-line silhouette. The cotton-blend fabric has a moderate stretch. Pair with hoop earrings and strappy sandals.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Dual side pockets
    • Loose T-shirt fit
    • Short-length hem, A-line silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5044

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made To Sparkle Rhinestone Cowboy Boots

    These cowboy boots were made to sparkle and shine and have all eyes on you! They feature a below-the-knee length, side zipper closure, almond toe, and a stacked block heel with all-over rhinestone embellishments. Complete the look in a fringe denim jacket.

    Fit & Features

    • Almond toe
    • Side zipper closure
    • Stacked block heel
    • Below-the-knee shaft length
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1624

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bri Mid Rise Belted Flare Jeans By Windsor Denim

    Fling into the Bri flare jeans by Windsor Denim! They feature a flattering mid-rise waist with an adjustable belt and buckle closure, a hip-hugging fit, and a raw flared hem. The jeans are composed of premium medium-wash denim fabric with a color fade effect and minimal stretch. Complete the look in a corset top for a casual dinner out!

    Fit & Features

    • Mid-rise waist
    • Adjustable belt, buckle closure
    • Hip-hugging fit, raw flared hem
    • Front buttons and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0420

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Codi High-Rise Dad Jeans by Windsor Denim

    Your best silhouette yet is to be experienced in the Codi dad jeans by Windsor Denim! They feature a flattering ultra-high-rise waist, a slim hip-hugging fit, front distressed accents for a trendy look, and split sides along the hem. The dad jeans are crafted from a premium medium wash denim fabric with a color fading and slight stretch. Complete the look in a sleeveless bodysuit for a casual backyard dinner!

    Fit & Features

    • Ultra high-rise waist
    • Slim curve-hugging fit, dad-style leg
    • Front distressed accents, split sides along hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim fabric, color fading, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0419

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't Tempt Me Textured Slit Crop Top

    Don't let your girls tempt you from taking this sultry crop top out for a good time! It features fitted long sleeves, an open V-neckline, a center front slit accent, and is composed of a textured sheer knit fabric. Complete the look in distressed denim jeans.

    Fit & Fetaures

    • Fitted long sleeves
    • Open V-neckline
    • Center front slit accent
    • Cropped hem
    • Textured sheer knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-5267

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Babe Utility Romper

    This casual-cool utility romper will make you a trendsetting babe! It features a collared V-neckline, short sleeves, a zip-front design, chest pockets, a cinched high waist, and a fitted silhouette. The woven fabric features chic contrast stitching. Style with combat boots for an everyday vibe.

    Fit & Features

    • Collared V-neckline, short sleeves
    • Zip-front
    • Chest pockets
    • Cinched high waist, elasticized back waistband
    • Fitted silhouette
    • Woven fabric, contrast stitching, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0222

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kori Formal Velvet Cutout Midi Dress

    Special Occasion

     Every guest will be crushing on you in the Kori formal velvet dress perfect for engagement parties and a dressy casino night! She features long sleeves, a plunge v-neckline, a back keyhole with button closure, a center front o-ring insert and a cutout waist and back, and a slim curve-hugging midi-length silhouette. The formal dress is composed of stretchy crushed velvet fabric. Complete the look in clear stiletto heels.

    Fit & Features

    • Long sleeves, plunge v-neckline
    • Back keyhole with button closure, lower zipper closure
    • Center front o-ring insert, cutout waist, and back
    • Slim, curve-hugging silhouette, midi-length hem
    • Crushed velvet fabric, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1517

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The It Knit Crop Cardigan Sweater

    The knit cardigan sweater is sure to be a staple in your seasonal lineup! It features fitted long sleeves, a V-neckline with front button-down closures, and a cropped hem on stretchy rib knit fabric. Complete the look in boyfriend jeans for lunch with friends.

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Front button-down closures
    • Cropped hem
    • Stretchy rib-knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1676

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off Duty Babe Luxe Zip-Up Crop Hoodie

    Elevate your off-duty look babe in this luxe crop hoodie perfect for running errands or coffee runs! It features relaxed long sleeves with elasticized cuffs, a hooded neckline, front zipper closure, functional pockets, and a cropped elasticized hem on stretchy scuba knit fabric. Layer over a basic top and pants.

    Fit & Features

    • Relaxed long sleeves, elasticized cuffs
    • Hooded neckline
    • Front zipper closure
    • Functional pockets
    • Cropped elasticized hem
    • Stretchy and luxe scuba knit fabric
    • Runs true to size

    Style Number/Barcode: 06202-0379

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Swept Away Floral Chiffon Maxi Dress

    Get swept away in this dreamy floral chiffon maxi dress to serve romantic vibes at every brunch or baby shower! The dress features long peasant sleeves with ruffle trim along the shoulders, a sweetheart neckline, a lightly padded bust, a smocked back, and an A-line silhouette with a sultry side slit. The dress is composed of an airy chiffon fabric with a blooming floral print and a woven lining. Complete the look in strappy heels.

    Fit & Features

    • Long peasant sleeves, ruffle trim
    • Sweetheart neckline, lightly padded bust
    • Smocked back
    • A-line silhouette
    • Side slit, maxi-length hem
    • Blooming floral, non-stretch chiffon fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 05101-2215

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marsha Formal Long Sleeve Pleated Cutout Dress

    Special Occasion

    Make your memorable mark in the Marsha formal dress as a sultry sight for all the sore eyes! She features pretty long peasant sleeves, a plunge-open neckline with a hoop insert, a cutout waist, and a flattering slim silhouette, high front slit, and floor-length hem. The formal dress is composed of a pleated knit fabric with a stretchy short knit lining. Complete the look with dangly earrings and a clutch for a dressy event!

    Fit & Features

    • Peasant long sleeves
    • Plunge open neckline, hoop insert, cutout waist
    • Back zipper and hook-eye closure
    • Slim silhouette, high front slit, floor-length hem
    • Pleated knit fabric, stretchy short knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-6980

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl On The Go Crossbody Wallet

    Perfect for the girl on the go, this crossbody wallet is a chic staple to keep your must-haves close and outfit on point! It features a sleek saffiano design on faux leather material, an envelope front flap with metal trim, a detachable chain link shoulder strap, and plenty of interior pockets for cash, cards, and more! Complete the look with statement earrings.

    Fit & Features

    • Envelope flap front, metal trim
    • Detachable chain link shoulder strap
    • Wristlet strap
    • Spacious interior pockets for cash, cards, and more
    • Saffiano design
    • Faux leather material

    Style Number/Barcode: 07201-0093

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rocker-Chic Rhinestone Fringe Denim Jacket

    Layer on this rocker-chic denim jacket for a glam festival vibe! It features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, front pockets, rhinestone fringe detailing down the front and back, and a cropped, relaxed fit. The sparkling rhinestone fringe will move with you as you dance to the music. Style with sleek hoop earrings and cowboy boots.

    Fit & Features

    • Collared neckline
    • Long sleeves, button details
    • Button-down front, dual front pockets
    • Rhinestone fringe down the front and back
    • Cropped, relaxed fit
    • Cotton denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0523

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Christen Formal Velvet Midi Dress

    Special Occasion

    Stealing the spotlight is a guarantee in the Christen formal velvet dress perfect for ceremonies and dinner parties! She delivers allure in a sleeveless one-shoulder neckline, dual spaghetti straps, and a high-waist seam leading to her bodycon, midi-length hem with a flirty slit. The formal dress is composed of luxurious velvet-lined knit fabric with minimal stretch. Style with a sparkling necklace and earrings set to complete the look!

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Dual spaghetti straps
    • High-waist seam, bodycon silhouette
    • Slit accent, midi-length hem
    • Lined velvet knit fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1403

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Spirit Chiffon Skater Dress

    Play up your flirty side in this adorable chiffon skater dress featuring sheer peasant sleeves, a square neckline, an open-back with tie closure, and a short-length hem. Complete the look in platform heels for a dressy event!

    Fit & Features

    • Sheer peasant sleeves
    • Square neckline
    • Open-back with tie closure
    • Skater silhouette
    • Short-length hem
    • Airy chiffon fabric, woven lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-2162

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maria Formal Velvet A-Line Long Dress

    Special Occasion

    Luxurious velvet is the star of the show on the stunning Maria formal dress ready to make an appearance at galas, winter formals, and dressy celebrations! She makes a striking impression in her eye-catching, sleeveless one-shoulder neckline with asymmetrical spaghetti straps. Her high-waist seams lead to the a-line silhouette with a sultry high-cut side slit perfect for showing some skin along the floor-length hem. The formal dress is composed of a soft velvet-lined fabric with moderate stretch. Complete the look with an embellished clutch and heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Asymmetrical spaghetti straps
    • High-waist seam
    • A-line silhouette
    • High-cut side slit, floor-length hem
    • Lined velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6912

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fly By Satin Butterfly Crop Top

    Whimsical and sleek, this satin crop top will inspire you to spread your wings! It features peasant long sleeves, a sweetheart neck, a stretchy smocked back, and a twisted cropped hem. The top is composed of an abstract butterfly print on non-stretch satin fabric. Style with the matching bottoms.

    Shop Matching Bottoms: Fly By Satin Butterfly Midi Skirt

    Fit & Features

    • Peasant long sleeves
    • Sweetheart neck
    • Stretchy smocked back
    • Twisted cropped hem
    • Abstract butterfly print
    • Non-stretch satin fabric
    • Runs true to size

    Style Number/Barcode: 06003-2136

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cargo Cutie Faux Wrap Mini Skort

    Take charge in this cute cargo skort perfect for taking care of business! It features a high-rise waist, belt loop accents, a faux wrap front with a hidden snap button closure, front hidden hook-eye and zipper closure, a cargo-style flap pocket, and a short-length hem. The skort is composed of smooth twill woven-lined fabric. Complete the look with the matching blazer.

    Shop Matching Blazer: Cargo Cutie Structured Crop Blazer

    Fit & Features

    • High-rise waist, belt loop accents
    • Faux wrap front, hidden snap button closure
    • Hidden front hook-eye and zipper closure
    • Cargo-style flap pocket
    • Short-length hem
    • Lined smooth twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0270

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Front Line Mock Neck Bodycon Dress

    In this sultry bodycon dress, you'll be taken to the front of the line! It features long sleeves with thumb holes, a mock neck with dual button closures, a back keyhole accent, and a mini-length hem, and is composed of a slinky double-lined knit fabric. Complete the look in statement heels.

    Fit & Features

    • Long sleeves with thumb holes
    • Mock neck with dual button closures
    • Back keyhole accent
    • Bodycon silhouette
    • Mini-length hem
    • Slinky double-lined knit fabric, moderate stretch

     

    Please be advised that the plum dress runs small. Fit model recommends one size up. The khaki dress runs true to size.

    Style Number/Barcode: 05103-4862

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Casual Everyday Ribbed Knit Midi Dress

    This ribbed knit midi dress is cute, casual, and perf for everyday styling! It features a sleeveless V-neckline, spaghetti straps, a midi-length hem with a side slit accent, and a form-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Pair with a cropped denim jacket and strappy mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline
    • Spaghetti straps
    • Side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-4934

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Deck The Halls Glam Scarf Top

    Deck the halls with your glamorous self in this metallic scarf top featuring a dazzling rhinestone halter detachable strap, cowl square neckline, tie-back closure, and a cropped hem. Complete the look in a fringe mini skirt for a party!

    Fit & Features

    • Sleeveless cowl square neckline
    • Rhinestone detachable halter strap
    • Cropped hem
    • Tie-back closure
    • Metallic knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4680

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce Flair Leopard Print Bodysuit

    Bring that fierce flair to your next night out in this sultry knit bodysuit! It features a mock neckline, a small back keyhole cutout, long fitted sleeves, a cheeky bottom, and an all-over velvet burnout leopard print design. The semi-sheer knit fabric offers plenty of stretch. Style with faux leather pants and clear heels.

    Fit & Features

    • Mock neckline
    • Back button closure, keyhole cutout
    • Long sleeves
    • Cheeky bottom, dual snap button closure
    • Form-hugging fit
    • Velvet burnout leopard print design
    • Semi-sheer knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4678

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkle Like A Star Sequin Crop Top

    Twinkle like the star you are in this sequin crop top perfect for your next night out! The top features a sleeveless cowl neckline, open-back, and dual tie-back closures on mesh-lined knit fabric. Complete the look with matching bottoms.

    Shop The Matching Bottoms: Twinkle Like A Star Sequin Pants

    Fit & Features

    • Sleeveless cowl neckline
    • Open-back
    • Dual tie-back closures
    • Cropped hem
    • Sequin mesh-knit fabric, lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4681

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Gingham Plaid Mini Skirt

    This chic gingham plaid mini skirt will give you that cool-girl vibe! It features a high-rise waist, side pockets, a short, fitted silhouette, and an all-over trendy gingham print. Style with a basic bodysuit and over-the-knee boots.

    Fit & Features

    • High-rise waist
    • Side pockets
    • Form-hugging, mini-length hem
    • Hidden side zipper closure
    • Gingham plaid print, woven fabric. minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0525

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale