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.

  • Surplice Sweetie Tie Waist Sweater

    Show off your sweet side in a sweater that is oh so adorable! The sweater features a surplice neckline, long sleeves, and a chic tie waist belt. Complete look with a pair of high waist jeans and ankle booties. 

    Fit & Features

    • Surplice V-neckline
    • Long sleeves
    • Cropped hem
    • Tie waist belt 
    • Soft knit fabric with plenty of stretch
    • Relaxed fit

    Style Number/Barcode: 06005-0762

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Tie Waist Trench Duster

    Start a trend with a cute trench-styled duster that slays! Layer this trench with your favorite surplice tops and high waist jeans for a night out. The duster features a collared neckline, long sleeves, a tie waist belt, and a knee-length hem.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Tie waist belt
    • Knee-length
    • Two side slits at the hem
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0743

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Faux Suede Lug Sole Booties

    Stack on the style with booties that create chic head-turning moments! The booties feature a faux suede body with a lined pattern, a lace up front with small metal grommets, a lug sole, and a stacked block heel. Complete your chic layered look with a striped sweater and dark wash denim jeans. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front with small metal grommets
    • Faux suede material with line pattern
    • Almond toe
    • Faux leather Lug sole
    • Stacked blocked heel

    Style Number/Barcode: 07403-0370

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Chic Surplice Jumpsuit

    Keep it casually chic in a cozy jumpsuit that is perfect for lounging or creating a stylish streetwear outfit. The jumpsuit features a plunging surplice neckline, long sleeves with ribbed cuff, an elastic waist with adjustable drawstrings to create a customized fit, trendy side pockets, and composed of a smooth to the touch cashmere-like fabric. Complete your look with chunky sneakers and layers of dainty necklaces.

    Fit & Features

    • Surplice neckline
    • Long sleeves
    • Elastic waist with adjustable drawstrings
    • Side pockets
    • Straight leg
    • Cashmere-like feel fabric
    • Relaxed fit, moderate stretch 

     

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

    Tan Jumpsuit: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Stiletto Sock Booties

    Looking to amp up your everyday basic 'fit? These faux suede sock booties are a definite must-have. Featuring a trendy pointed toe and sleek stiletto heel, they will elevate any look. Pair them with a curve-hugging midi dress for a chic vibe.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Sock bootie design
    • Faux suede fabric

    Style Number/Barcode: 07403-0368

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Knot Back V Neck Sweater

    This trendy knot-back V-neck sweater is definitely a level up from your basic pull-over! Featuring a knot back detail that can be worn in the front or the back, this sweater will be your go-to for the fall. Pair it with dark wash denim for a casual chic vibe.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Knot back detail
    • Relaxed fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-0765

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destructed Mock Neck Cropped Sweater

    A must-have for sure, this mock neck cropped sweater will have you ready for all things fall! It features destructed detailing to give it a trendy vibe and a majorly cropped hem. Pair with high rise denim and heeled booties for a day out with your girls.

    Fit & Features

    • Mock neckline
    • Long sleeves
    • Cropped hem
    • Destructed detailing along the hems
    • Sweater knit fabric

    Style Number/Barcode: 06005-0737

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Basic Face Mask With Earloops

    Keep it basic and cute in a mask that doesn't clash with your favorite fits! The basic face mask features a breathable knit material and earloops for a comfortable fit. Complete your look with a basic tee and high waist skinny jeans. 

    Fit & Features

    • Solid color
    • Breathable knit fabric 
    • Reusable 
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask

     

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

    Style Number/Barcode: 07305-0153

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layer Up Basic Knit Cardigan

    Layer up in a cozy cardigan this season to create fab looks! The cardigan features a draped open front, long sleeves, front pockets, and composed of a soft to the touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with thigh high boots. 

    Fit & Features

    • Draped open front
    • Long sleeves 
    • Front pockets
    • Above the knee length
    • Angora knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0746

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ribbed Knit Long Sleeve Cropped Sweater

    This ribbed knit long sleeve cropped sweater is the must-have basic of the season! It features a flattering V neckline with long fitted sleeves, a form-hugging fit, and a cropped hem. Pair this essential top with a plaid mini skirt and thigh high boots for an elevated everyday look.

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Ribbed sweater knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0742

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Babe Edgy Cropped Graphic Tee

    Showcase what a major babe you are in this stylishly edgy graphic tee! It features a notched front V neckline with a trendy knot front detail and a center motorcycle graphic. Pair this crop top with a faux leather mini skirt and combat boots to get that total rocker-chic vibe.

    Fit & Features

    • Short sleeves
    • Notched front V neckline
    • Knot front detail
    • Center motorcycle graphic
    • Cropped
    • Form-fitting style
    • Cotton fabric with moderate stretch

    Style Number/Barcode: 06002-0580

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy High Waist Ribbed Knit Leggings

    Keep it cozy in a trendy high waist leggings for your next day in lounging this season. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your look with the matching crop top.

    Shop Matching Crop Top: Trendy Twist Ribbed Knit Crop Top

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric with plenty of stretch
    • Matching crop top sold separately

    Style Number/Barcode: 06502-0434

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Long Sleeve V-Neck Bodysuit

    This long sleeve V-neck bodysuit is the elevated basic you need in your closet. It features a ribbed compression knit fabric and an overall form-hugging fit. Wear this bodysuit with a classic pair of denim for a perfect everyday style.

    Fit & Features

    • Long fitted sleeves
    • V-neckline
    • Ribbed compression knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-0614

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Cozy Ribbed Crew Neck Sweater

    Stay cozy and chic in this adorable ribbed knit sweater! Featuring a flattering crew neck and comfy knit fabric, this sweater is a must-have for the fall season. Pair it with denim for a classic look or tucked into a faux leather mini skirt for an edgy vibe.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Ribbed knit fabric

    Style Number/Barcode: 06005-0755

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over The Knee Tie Back Heeled Boots

    These chic over the knee heeled boots will give you that perfect winter 'fit you've been lusting after! They feature a trendy tie back design and smooth faux suede fabric. Style these with some dark wash skinny jeans for an adorable everyday look.

    Fit & Features

    • Almond toe
    • Low block heel
    • Inner zipper closure
    • Over the knee design
    • Tie back detail
    • Faux suede fabric

    Style Number/Barcode: 07402-0197

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Plaid Mini Skirt

    Keep it stylish in a plaid skirt that keeps you, on-trend girl! The skirt features a high rise waist, a plaid pattern, and ruched drawstrings at each side. Complete your look with a graphic tee shirt and booties. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Mini length silhouette
    • Ruched drawstring at each side
    • Form hugging fit

    Style Number/Barcode: 06501-0302

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

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

    Lace-up in booties that bring the edge to your look! Create a stylish grunge outfit with these must-have booties! The booties feature an around the ankle fit, a lace-up front, and a lug sole with a block heel. Complete your look with a graphic tee and high waist pants.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Round toe
    • Lug sole
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0366

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Basic Ribbed Knit Bodysuit

    Rock a basic bodysuit to style with your favorite mini skirts this season! The bodysuit features a turtle neck, long sleeves, and is composed of a ribbed knit fabric. Includes a thong bottom with snap button closure. 

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Ribbed knit fabric 
    • Relaxed fit, moderate stretch 
    • Thong bottom with dual snap closure

    Style Number/Barcode: 06005-0736

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Ribbed Knit Crop Top

    Keep it cozy in a trendy twist top for your next day in lounging this season. The top features a plunging V-neckline with a twist knot accent, long sleeves, and a cropped hem. Complete your look with the matching high waist leggings. 

    Shop Matching Leggings: Trendy High Waist Ribbed Knit Leggings

    Fit & Features

    • Plunging V-neckline
    • Twist knot accent at the center of the bodice
    • Long sleeves
    • Ribbed knit fabric with plenty of stretch
    • Matching leggings sold separately 

    Style Number/Barcode: 06001-2868

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Henley Button-Front Bodysuit

    Keep it casual and cute in this basic must-have knit henley bodysuit. It features a wide V-neckline, button-down front detailing, and a comfy ribbed knit. Add on some cargo joggers and booties to get that edgy-chic vibe.

    Fit & Features

    • Wide V-neckline
    • Long fitted sleeves
    • Button-down front
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-0747

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Extra High Rise Destructed Skinny Jeans

    Girl, you're so extra! Let these jeans show off your chic fashion taste for your next night out. The jeans feature a high rise waist, a skinny leg fit, and heavy destruction throughout. Complete your look with a wrap top. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure 
    • Skinny leg fit
    • Heavy destruction 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06602-0201

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Basic Ribbed Mini Dress

    Keep your look basic and chic in this ribbed mini dress you can totally dress up or down! It features a mini length silhouette and a form-hugging fit to enhance your curves. Elevate your outfit by pairing this adorable dress with chunky sneakers for a more casual vibe.

    Fit & Features

    • Bungee spaghetti straps
    • Scoop neckline
    • Short, form-hugging fit
    • Ribbed fabric

    Style Number/Barcode: 06002-0611

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Free Sprit Paisley Crop Top

    Go boho chic in this top that brings those carefree vibes. Step out for brunch in this top that features an elastic off the shoulder neckline, long sleeves, and a pretty paisley print. Style your top with high waist skinny jeans. 

    Fit & Features

    • Elastic off the shoulder neckline
    • Paisley print
    • Long sleeves
    • Cropped hem 
    • Lightweight woven fabric 

    Style Number/Barcode: 06003-1079

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cubic Zirconia Leaf-Shaped Duster Earrings

    Showcase an effortlessly pretty look in these cubic zirconia duster earrings! Featuring two rows of linear leaf-shaped stones, these dusters would pair perfectly with a sweeping formal dress for an elegant evening out.

    Fit & Features

    • Two rows of linear leaf-shaped stones
    • Cubic zirconia

     

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

    Style Number/Barcode: 07001-0674

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale