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.

  • Boho Flair Floral Stripe Flare Pants

    You'll want to include some boho flair in your outfits as sunnier days are here to stay. Time to bust out those camis and crop tops! 

    Fits & Features

    • High Rise Elastic Waistband 
    • Flare Leg Openings 
    • Brushed Knit Fabric 
    • Floral Stripe Print Design 
    • Form Hugging Fit I Plenty Of Stretch 

    Style Number/Barcode: 06502-0268

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Ribbed Top

    Show off a little shoulder action with this essential basic ribbed top! It features an off the shoulder neckline and a button-down front. Add this staple piece to your closet to pair with your favorite denim and chunky sneakers to wear to a coffee date with your squad.

    Fit & Features 

    • Off the shoulder neckline
    • Button-down front
    • Long sleeves
    • Smocked back and a lettuce-edge trim
    • Ribbed knit fabric 
    • Relaxed fit
    • Moderate stretch 

     

    Black Top: Model is 5'4" with a 32" bust, 23" waist and 38" hips. She is wearing a size small. 

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

    White Top: Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Mint Top: Model is 5'8" with a 34" bust,  24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2635

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tribal Print Faux Wool Panama Hat

    Play it up in trendy Panama hat to add to your favorite fits The hat features a Panama design with a short brim and a tribal print band. Complete look with high waist shorts and crop top. 

    Fit & Features

    • Panama design 
    • Short brim
    • Tribal print band 
    • Faux wool material 

    Style Number/Barcode: 07302-0146

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Simple Style Top

    Get wrapped up in that perf simple style with this adorable knit top!

    Fit & Features

    • Long fitted sleeves
    • Surplice front | V neckline
    • Ruched side detailing
    • Mid-length, form hugging fit
    • Stretchy knit fabric

    White: Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Mint: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2300

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Vibes Ribbed Henley Bodysuit

    We're feeling those basic vibes bby! Pair this ribbed bodysuit with some high waist skinny jeans for an effortlessly chic look!

    Fit & Features

    • Plunging V-Neckline 
    • Henley Button-Down Closure 
    • Short Sleeves
    • Lined Ribbed Knit Fabric 
    • Thong Bottom | Snap Button Closure
    • Form Hugging Fit 
    • Moderate Stretch  

     

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

    Style Number/Barcode: 06002-0369

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hey Mama Large Hoop 3 Pack

    Hey mama, get a little funky with your style, especially if you are getting ready for festival szn! 

    • 3 Pack of hoop earrings
    • Large design
    • Omega closures
    • Oil slick | Thin gold | Chunky Rhinestone

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

    Style Number/Barcode: 07001-0342

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not So Typical Cubic Zirconia Bollo Bracelet

    Babe your style is not so typical, it's original and high end, and that's why this is the bracelet for you! Layer with your gold watch for a real classy vibe!

    • Circular cubic zirconia stones
    • Adjustable bollo closure
    • Dainty rope chain

    Style Number/Barcode: 07003-0081

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Up Faux Leather Stiletto Booties

    Lace-up in booties that keep it sleek and chic this season. The booties feature a lace-up front, a sleek stiletto heel, and a trendy pointed toe. Complete your look with a ribbed midi dress.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Pointed toe
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07403-0254

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stretch Satin Mini Skirt

    This stretch satin mini skirt is a must for your next girl's night out! The skirt features a high rise waist, cinched ruched detailing, and a curve-hugging fit. Complete your look with a chic bodysuit. 

    Fit & Features

    • High rise waist
    • Cinched front ruched detailing
    • Short, curve-hugging fit
    • Satin-like fabric, plenty of stretch

    Red Skirt: Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small

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

    Style Number/Barcode: 06501-0204

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Latina Cropped Tee

    Embrace your roots and live that latina lifestyle with this tee that says it all!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Center "Latina" script in contrasting print
    • Stretchy knit fabric

    Style Number/Barcode: 06002-0366

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Radiant Rhinestone Door Knocker Earrings

    Dazzle them with these radiant rhinestone door knocker earrings baby! They feature a gorgeous rhinestone embellished design that will add the perfect amount of sparkle to your look. Style these trendy earrings with your special night out dress, or even pair with a faux leather jacket.

    Fit & Features

    • Large circular post
    • Door knocker design
    • Rhinestone embellished
    • Post back closure

     

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

    Style Number/Barcode: 07001-0338

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Them Who's Boss Oversized Twill Jacket

    Show them all who's boss in this chic oversized twill jacket. With its cargo pocket detailing, you'll be so on-trend for the upcoming fall season. A must-have to pair with your everyday 'fits, wear with mom jeans and some sleek black booties.

    Fit & Features

    • Collared
    • Long sleeves
    • Two large front cargo style pockets
    • Button-down front
    • Oversized fit

     

    Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0398

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Above The Fray Cropped Denim Jacket

    Forget the drama in a denim jacket to layer with all your favorite looks. Step out for a casual night out or layer this jacket to create an edgy concert outfit. The denim jacket features an all-over light-medium acid wash, destructed detailing throughout and a cropped hem. Layer with a graphic tee and high waist shorts. 

    Fit & Features 

    • Collared neckline
    • Two small chest pockets
    • Button-down front
    • Long sleeves with single-button cuff
    • Cropped frayed hem
    • Destructed detailing 
    • Light-medium wash denim fabric 

     

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

    Style Number/Barcode: 06203-0048

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Squad Goals Over-Sized Denim Jacket

    Layer on the looks that slay with this must-have denim jacket! Perfect for pairing with your fav graphic tees for a squad-approved look! 

    Fit & Features

    • Collared Neckline 
    • Small Chest Pockets 
    • Button Down Front 
    • Long Sleeves With Buttons To Cuff
    • Front Pockets
    • Light Medium Wash Denim Fabric
    • Oversized Fit 
    • Minimal Stretch

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

    Style Number/Barcode: 06203-0045

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shake Your Shamrocks Mesh Cropped Top

    Shake those shamrocks this st. pattys day, and have the night go ur way!!

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Green rhinestone shamrocks
    • Cropped hemline
    • Sheer mesh material | Moderate stretch

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

    Style Number/Barcode: 06001-2264

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snake The Lead Cinched Side Mini Skirt

    Keep it fierce in this snake skirt!  Make a statement and take the lead by rocking this fab mini skirt! The skirt features a high rise waist and an all-over snake print. Don't forget to add the matching top and earrings to complete your look! 

    Shop Matching Top: Snake The Lead Tie Front Crop Top 

    Fits & Features

    • High rise waist 
    • Cinched at the side seams
    • Mini length silhouette 
    • Lightweight woven fabric 
    • Minimal stretch 

     

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

    Style Number/Barcode: 06401-0160

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    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
  • 100% Lucky Cotton Tee

    We got the recipe for a lucky night, and its an easy one!

    50% Jameson, 50% Beer=100% LUCKYYYY!

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Mid-length fit
    • Script graphic
    • Cotton blend | Moderate stretch

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

    Style Number/Barcode: 06002-0363

    Category Name: 2026 Fall Outfit Trends

    Price: $6.47 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rule Breaker Aquarius Graphic Tee

    Rules were made to be broken for an Aquarius bby like you! Pair this tee with a chic high waist skirt to dress up this basic tee! 

    Fit & Features

    • Crew Neckline
    • Short Sleeves
    • Graphic 
    • "An Aquarius Never Follows The Rules"
    • Cropped Hem | Knotted Hem 
    • Cotton Fabric
    • Relaxed Fit | Moderate Stretch 

     

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


    Style Number/Barcode: 06002-0360

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drink Up Drawstring Crew Neck Cropped Top

    You're that friend aren't you? The one that tells ur bit**es to drink up? We thought so and designed this top 4 u. Pair with denim or joggers for casual drinking, or pair with a high waist skirt for fancy drinking!

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hemline with a drawstring
    • "Drink up b*tches" clover script
    • Cotton like material | Moderate stretch
    • St. pattys vibes

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

    Style Number/Barcode: 06002-0361

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Choker + Hoop Earring Set

    Yes girl, this rhinestone choker and hoop earring set will elevate your look and make it all the more glamorous! Featuring large rhinestone embellished hoop earrings and a matching choker necklace, this set can easily be paired with your everyday crop top and denim 'fit to level it up.

    Fit & Features

    • Choker necklace and hoop earrings included
    • Rhinestone embellished
    • Choker has double row design 
    • Adjustable lobster clasp closure
    • Hoops have an omega closure
    • Hoops are a large design with a single row

     

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

    Style Number/Barcode: 07002-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 100% Aquarius Tee

    Take 50% Creative and 50% Defiant to create those Aquarius vibes! Pair this cosmically-inspired tee with your fave denim for super casually cute look!

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cotton material | Moderate stretch
    • Script that reads "50% Creative, 50% Defiant, 100% Aquarius"

     

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

    Style Number/Barcode: 06002-0359

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Don't Text Your Ex Tee

    Girl, don't even think about it! Make sure all your besties do the same by wearing this must have graphic tee.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Knot front detail
    • Cropped
    • Center bold graphic reading "Don't Text Your Ex" in contrasting print
    • Cotton fabric | Plenty of stretch

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

      Style Number/Barcode: 06002-0357

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Already Forgot You Tee

      New year, new you, and you already forgetin' all those negative ppl you left behind!

      Fit & Features

      • Crew neckline
      • Short sleeves
      • Mid-length hemline
      • Cotton material 
      • Moderate stretch
      • "Already Forgot You" script

      Style Number/Barcode: 06002-0358

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale