2026 Fall Outfit Trends

Loading...

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.

  • Wonderful Winter Sweater Midi Dress

    Slay all season no matter the weather in this sweater midi dress perfect for casual or dressy events! It features fitted long sleeves, a mock neck, a bust cutout, and a form-hugging silhouette with a flirty front slit. The dress is composed of a stretchy rib-knit fabric. Pair with booties to complete the look.

    Fit & Features

    • Fitted long sleeves, mock neck
    • Bust cutout
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1579

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Loving Basics V-Neck Bodycon Tank Dress

    Every girl loves her basics and this sleeveless tank dress is perfect for day or night styling! It features a sleeveless notch V-neckline, a bodycon silhouette, and a fitted mini-length hem on stretchy rib knit fabric. Complete the look in a layered choker necklace for a backyard dinner party or casual hang!

    Fit & Features

    • Sleeveless notch V-neckline
    • Bodycon silhouette
    • Fitted mini-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5176

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Cozy And Cute Mock Neck Sweater Midi Dress

    Bundle up looking too cute and feeling cozy in this sweater midi dress you'll love all season! The dress features a sleeveless mock neckline, a bodycon silhouette, a flirty side slit, and is crafted from soft knit fabric with plenty of stretch. Complete the look with a sleek layered necklace and earrings for a wine bar!

    Fit & Features

    • Sleeveless mock neckline
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1742

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Streamlined Surplice Wrap Top
    Keep it cozy-chic in a flattering layer like this streamlined surplice top. Shirt features a wrap-style deep V bodice, long sleeves, and a slightly shorter hem. Top is made from an ultra-soft rayon knit with moderate stretch.

    Style Number/Barcode: 06001-1648

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best For Last Floral Metallic Midi Dress

    This floral midi dress gives you an excuse to arrive fashionably late! The midi-length dress is designed with a cowl neckline, spaghetti straps, a flattering bodycon silhouette, and a side ruched seam atop a high slit to reveal some leg on floral print metallic fabric. Complete the look with earrings for a celebration party!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam, high slit
    • Midi-length hem
    • Floral print, metallic knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2878

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Vibes Side Slit Mini Skirt

    Get those sleek and chic vibes with this trendy mini skirt! It features a high rise waist, a hidden back zipper closure, a front seam detail leading to a sultry side slit, and a short, form hugging fit. Skirt is composed of a faux leather fabric with moderate stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chunky Knit Pom Pom Beanie
    Be the ultimate snow bunny in this adorable beanie! It features a fold over cuff, a large, fluffy, faux fur pom pom and a warm knit.

    Style Number/Barcode: 07302-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Fur Collared Bomber Jacket
    Lookin' bomb in a bomber jacket babe! Designed with a collared neckline, long sleeves, and banded hemline this bomber jacket is a winter go to! Jacket also features a zipper closure with an o-ring detail, and traditional slanted pockets at the waist. Jacket is fully lined on the inside and the outside is composed of a super soft faux fur offering little stretch and a relaxed fit.

    Style Number/Barcode: 06201-0065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake The Lead Tie Front Crop Top

    Keep it fierce in this snake crop top! Step out this season in this statement-making top that features a sweetheart neckline, a tie front center and a snake-inspired print  Don't forget to add the matching skirt and head-turning earrings to complete your look. 

    Shop Matching Skirt: Snake The Lead Cinched Side Mini Skirt 

    Fits & Features

    • Tank shoulder straps
    • Tie front at center
    • Woven fabric 
    • Snake-inspired print 
    • Crop hem 
    • Relaxed fit 

     

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

    Style Number/Barcode: 06003-0620

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Thin Rhinestone Square Buckle Belt

    Channel glam with a rhinestone belt. For those occasions when you're feeling a little extra, throw on a narrow belt that features a rhinestone embellishment and a small square buckle. The belt is composed of faux leather material. Pair this glitzy belt with high waist jeans.

    Fit & Features

    • Narrow faux leather band
    • Small square buckle
    • Rhinestones
    • Adjustable  

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

    Style Number/Barcode: 07301-0214

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Snake Print Skort

    Keep it sassy in snake print skort. The skort features a trendy snake print and an envelope hem. Complete look with a basic scoop neck tank and clear heels for a look that slays.

    Fit & Features

    • High rise waist
    • Snake-inspired print
    • Envelope hem overlay
    • Faux leather fabric 

     

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

    Style Number/Barcode: 06403-0127

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Strappy Faux Suede Block Heels

    Strap up in stunning block heels that elevate your looks! Perfect for that upcoming bridal shower or date night, these heels feature lace-up straps, a narrow block heel, and composed of faux suede material. Complete your look with a stunning floral dress and fringe earrings!

    Fit & Features

    • Open back
    • Lace-up straps
    • Criss-cross straps over the toe 
    • Clear strap over the toe
    • Narrow block heel
    • Open square toe
    • Faux suede material 

     

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

    Style Number/Barcode: 07401-2324

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Fierce Leopard Print Stiletto Booties

    Yes babe, these leopard print stiletto booties will make you as fierce as can be! Slay each step in these booties that feature a trendy pointed toe and all over wild leopard print. Pair with a classic little black dress and a gold necklace for the perf date night in vibe.

    Fit & Features

    • Pointed toe
    • Elastic detail on each side
    • Back zipper closure
    • Stilleto heel
    • Leopard print

    Style Number/Barcode: 07403-0315

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Moment Slip On Sneakers

    Keep it casual in sneakers to have a cute look ready in minutes. The sneakers feature an easy slip-on design, a round toe, and a canvas material body. Complete your effortlessly casual look with a statement sleeve crop top and high waist jeans.

    Fit & Features

    • Slip-on design
    • Almond toe
    • Canvas material body
    • Elastic goring on each side
    • Contrasting white sole

    Style Number/Barcode: 07407-0157

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Everyday Faux Suede Booties

    Keep it chic every day in booties that go with every outfit! The booties feature an around the ankle fit, a trendy pointed toe, and a sturdy block heel to take you from day to night. Complete your look with high waist mom jeans and an off the shoulder top.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-0308

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Little Drama Ruffled Tulle Midi Skirt

    Bring a little drama to your look with this ruffled tulle midi skirt that will add a chic flair. It features a high-rise elastic banded waist for comfortable wear, a midi-length hem with a flowy, A-line silhouette, and a sheer ruffled tulle design over a knit lining. Style with a corset top and mules.

    Fit & Features

    • High-rise elastic banded waist
    • Midi-length hem
    • Flowy, A-line silhouette
    • Sheer ruffled tulle fabric
    • Knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0938

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Plaid Perfection Skinny Pants

    Keep it posied in plaid pants that bring the chic factor to your outfits! The pants feature a high waist, a tie waist belt, a trendy plaid print, and a skinny leg fit with a tapered hem. Complete your look with a black top and mules

    Fit & Features 

    • High rise waist
    • Tie waist belt
    • Plaid print
    • Skinny leg fit
    • Tapered cuff

    Style Number/Barcode: 06402-0265

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmering Beauty Rhinestone Necklace And Earrings Set

    You'll be a stunning shimmering beauty in this necklace and earring set! The pack features a choker necklace with two rows of rhinestones and matching stud earrings. Pair this set with a simple tee to add some glam to your everyday look.

    Fit & Features

    • Choker necklace and stud earrings set
    • Two row rhinestone choker
    • Rhinestone stud earrings

     

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

    Style Number/Barcode: 07002-0524

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Next Level High Rise Skinny Jeans

    Elevate your looks with skinny jeans that keep your outfits on point! These must-have jeans feature a high rise fit, light destructed detailing with knee slits, and a skinny leg fit with a cropped hem. Complete look with a ribbed crop top.

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket with belt-loop design
    • Light destructed detailing with knee slits
    • Skinny leg fit with slightly cropped hem
    • Medium wash fabric
    • Form hugging fit

    Style Number/Barcode: 06602-0189

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vote B*tches Graphic Tee Shirt

    Make your vote count, girl! Show off your patriotic side with this graphic tee that says it all! The tee features lettering that reads: "Vote B*itches", a crew neckline, and short sleeves. Complete look with classic jeans

    Fit & Features

    • Crew neckline
    • "Vote B*tches" lettering
    • Crew neckline 
    • Short sleeves
    • Jersey knit fabric 

    Style Number/Barcode: 06002-0660

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Knit Frayed Plaid Blanket Scarf

    Get all cute and cozy in this knit plaid blanket scarf! It features a frayed hem design with fringe detailing and a soft to the touch fabric. Layer this scarf over a long sleeve bodysuit and denim for a classic fall look.

    Fit & Features

    • Blanket scarf
    • Frayed hem
    • Fringe detailing
    • Multi-colored allover plaid print
    • Soft fabric

    Style Number/Barcode: 07305-0158

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Waist Plaid Shorts

    Cinch your waist in these chic shorts! The shorts feature a plaid pattern. a high rise waist, a tie waist belt with loops. and a cheeky bottom. Complete look with a basic bodysuit

    Fit & Features

    • High rise waist
    • Tie waist belt with loops
    • Plaid print
    • Cheeky bottom
    • Stretchy lightweight woven fabric 

    Style Number/Barcode: 06403-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Babe Over-The-Knee Stacked Heel Boots
    You'll be a major babe all day long in this pair of over-the-knee boots! They feature a lace-up back, an almond toe, and a stacked heel. Wear them with a bustier and distressed denim for a must-have look. 

    Fit & Features
    • Lace-up back
    • Almond toe
    • Stacked heel
    • Fits true to size 

    Style Number/Barcode: 07402-0714

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Lace-Up Booties

    Step out in these booties to make a stylish step on your next brunch date! These versatile booties feature a lace-up front, a caged cutout design, an almond toe, and a trendy block heel. The booties are composed of a faux leather material. Complete look with a curve-hugging bodycon dress.

    Fit & Features

    • Lace-up front
    • Caged cutout design
    • Almond toe, strap over the toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07403-1262

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale