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.

  • Perfect Circle Twisted Gold Earrings
    Let a gorgeous accessories game take shape when you incorporate these gotta-have circular gold-tone earrings. They come in a versatile medium size and feature a retro-chic twist effect design and pierced backings.

    Style Number/Barcode: 07001-0119

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Thigh's The Limit Suede Boots
    You aim high, and your footwear's no exception! Slip into these thigh-high faux suede boots and make it happen. Shoes feature a pointed peep toe, an interior side zipper, a stiletto heel, and an elasticized, pull-on shaft.

    Style Number/Barcode: 07402-0010

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Baby Doll V-Neck Bodysuit

    Looking fine, babydoll! Don't miss out on this wardrobe essential - a knit baby doll with a flirty deep V-neck front, cheeky back and bottom snap button closure. This fabric is ribbed for an ultra-flattering fit.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1616

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic And Chic Belted Pants
    A classic look with an added chic factor, these pants are a must-have. They feature a high rise waist, front hidden multiple hook and bar closures, an included belt, front slanted pockets, and tapered, straight pant legs. The pants are composed of a smooth woven fabric with no stretch.

    Style Number/Barcode: 06402-0089

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You're A Softy Lounge Leggings
    Cozy up in these flirty pajama leggings. These pants feature an elasticized waist with a tie front accent. They're constructed of a super-soft knit fabric with plenty of stretch for lounging, sleeping, or everyday outings.

    Style Number/Barcode: 07103-0010

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You're a Softy Lounge Crop Tee
    Snuggle up! Don't miss out on this cute cropped cami with spaghetti straps and an elasticized back. Made of deliciously soft knit fabric with plenty of stretch for lounging, sleeping, or everyday outings.

    Style Number/Barcode: 07103-0009

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Cover Distressed Camo Pants
    Let's be real: despite your love of camo, you of all people won't be going incognito! Stand apart in these mid-rise skinnies. They feature belt loops and a zip fly with button closure, classic five-pocket styling, distressed detailing from mid thigh through calves, and a tapered silhouette. Pants are made from pure cotton with a hint of stretch.

    Style Number/Barcode: 06302-0058

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Black Booties
    Don't sleep on this wardrobe essential! These timeless ankle booties feature a round toe and a side zipper closure with a tassel accent. Composed of faux suede, these booties feature a rubber sole for a no-slip grip.

    Style Number/Barcode: 07403-0084

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruffle Trim High-Waist Pants
    Channel retro-chic vibes in these cute textured crepe pants! They feature a high paperbag waist with removable tie, a back zip, pockets at either hip, and wide legs. 

    Style Number/Barcode: 06402-0046

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Binz Mini Skirt
    You're so classic. This bodycon mini skirt features an elasticized waist with a hidden band. Constructed of a shiny stretch fabric, this piece has plenty of wiggle room while hugging your feminine curves. Skirt is unlined. Complete your look with the matching crop top!

    Style Number/Barcode: 06501-0061

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Move With The Groove Crop Top
    Move with the groove of this trendy tie dye crop! The top features a crew neckline, short sleeves, a cropped hem, and a knot front detail. The top is composed of a knit fabric that offers a form-fitting style with plenty of stretch.

    Style Number/Barcode: 06002-0154

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flatter Me Please Tank Bodysuit

    You won't be able to live without this one, bb! This tank bodysuit features a slightly curved neckline and elasticized shoulder straps with a comfy amount of stretch. A thong back with a snap bottom closure means a seamless look for you. Constructed of thick rib knit fabric.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0153

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You Better Believe It Pants
    You better believe these are the cutest pants ever! Featuring an elasticized waist with an adjustable tie, these wide leg pants are made of a lightweight crepe fabric for dressing up or down. The pants are fully lined for a comfy fit with no stretch.

    Style Number/Barcode: 06402-0040

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Cutie Pants
    No such thing as a pair of pants too bold! These high rise pants feature a banded waist and break out into a wide leg fit. They're made of a ponte fabric with moderate stretch.

    Style Number/Barcode: 06502-0118

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Midi Dress

    Turn heads in this off the moment chic midi! The dress features a sleeveless bodice, a deep V neckline, tank like shoulder straps that lead to a cross back followed by a cut out, a vertical seam running down the front and back, and a mid-length, form hugging fit with a small slit at the back hem. The dress is composed of a thick nylon ponte knit fabric that offers moderate stretch.

    Model is 5'7" with 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0185

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't You Want Me Dress

    They're gonna want you AND your dress! This tank dress features adjustable shoulder straps with a back tie closure and ruched sides. It's structured with a bodycon fit and hits at the mid-thigh. Fully lined and made of a comfy, textured jersey knit fabric for dressing up or down.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0258

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Best In Style Cropped Hoodie

    Get voted best in style with this sporty chic hoodie! It features a drawstring hood, long dolman style sleeves, and a cropped, raw cut hem. The hoodie is composed of a soft knit fabric and showcases an all over trendy colorblock pattern.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0139

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Stunning Midi Dress

    Simply stunning is what you are in this trendy knit midi dress.

    Fits & Features

    • Bungee Spaghetti Straps
    • Square Neckline
    • Curve-Hugging Fit
    • Midi Length Silhouette
    • Soft Brushed Knit Composition | Fully Lined
    • Offers Plenty Of Stretch

     

    Hunter & Mauve: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0175

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhinestone Playboy Anklet
    Glam up your style with this trendy statement piece! The chain link anklet features three rows showcasing rhinestones and a script saying "Playboy." Anklet includes an adjustable lobster clasp closure.

    Style Number/Barcode: 07003-0015

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Be Mine Sweetheart Tapered Jumpsuit

    A little utilitarian and a lot chic, this crepe jumpsuit guarantees all eyes on you. The suit features a strapless sweetheart neckline, a seamed, lightly padded bodice with elasticized zippered back and cutout detail above the waist, pockets at either hip and legs that are slightly fuller through thigh and taper gently towards hems. The jumpsuit is made of lightweight woven material with modest stretch. Complete look with heels. 

    Fit & Features

    • Strapless sweetheart neckline with padded bodice
    • Cutout detail above the waist
    • Pockets 
    • Skinny leg fit
    • Lightweight woven fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06502-0115

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rock That Bodysuit
    Lookin' fly, girl! This simple bodysuit is your newest wardrobe essential. Featuring a square neckline that leads to a thong back and button snap closure, this piece is super stretchy and fits to each and every curve. Pair with your favorite jeans or high-rise shorts for a laidback everyday vibe.

    Style Number/Barcode: 06001-1664

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim With An Edge Jacket
    Give your look an edge with this must have jacket! It features a flat collar, a multi-button front with matte buttons, long sleeves with a single button cuff, two chest pockets, and a raw edge hem. The back features an elastic back waist band to provide a comfortable fit. Jacket is composed of a denim fabric that offers a relaxed fit with a slight stretch.

    Style Number/Barcode: 06203-0024

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Classic Midi Dress

    You love a classic look, and this chic and sophisticated midi dress is a definite must for your wardrobe!

    Fits & Features

    • Spaghetti Straps
    • V Neckline
    • Square Back
    • Mid-Length 
    • Form Hugging Fit With High-Low Trumpet Hem
    • Crepe Composition
    • Moderate Stretch

    Style Number/Barcode: 05101-0128

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Talk That Talk Tank Dress

    You're a bad gal, bb! Catch some eyes in this simple-yet-sexy tank dress. Including a racerback neckline that flows into a midi length, this spaghetti tank dress features a smooth, stretchy fabric that hugs your body with every move.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05102-0183

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance