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.

  • Faux Suede Pointed Toe Block Heel Booties

    Everyone need that basic pair of pointed toe block heel booties! These feature an ankle high fit with a smooth faux suede material. Pair these chic booties with a sweater dress and a faux leather jacket for a fall night out!

    Fit & Features

    • Ankle high fit
    • Pointed toe
    • Sturdy block heel
    • Inner zipper closure
    • Faux suede material

    Style Number/Barcode: 07403-0329

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Slay Block Heel Booties

    Slay every day in these fab block heel booties! They feature a sturdy block heel and a smooth, faux suede fabric. Pair these chic booties with a faux leather mini skirt for a stylish night out look.

    Fit & Features

    • Above the ankle fit
    • Almond toe
    • Inner zipper closure
    • Block heel
    • Faux suede fabric


    Please be advised that these booties run 1 size too small.

    Style Number/Barcode: 07403-0335

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Lace Up Booties

    Lace-up this season in chic booties that perfectly go with your layered looks! The booties feature an around the ankle fit, a lace-up front with small grommets, and a trendy cutout design. Complete your look with skinny jeans and a faux leather moto jacket.

    Fit & Features

    • Around the ankle fit
    • Caged design
    • Cutout pattern
    • Lace-up front, peep toe
    • Zippered back closure
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07403-0320

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay In Basic Faux Suede Booties

    Slay in basic booties this season! Dress up or dress down with these faux suede booties that bring the style to your outfits this season. The booties feature a pointed toe, a block heel, and a faux suede body. Complete your look with an off the shoulder sweater and a dainty charm necklace. 

    Fit & Features

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

     

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

    Style Number/Barcode: 07403-0327

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy and Chic Faux Leather Lug Booties

    These booties are part edgy and part chic to nail down your everyday outfits. The booties feature a lace-up front, an outer zipper closure, an almond toe, and a lug sole. Complete your look with matching separates and hoops. 

    Fit & Features

    • Around the ankle fit
    • Zipper front
    • Outer zipper closure 
    • Almond toe
    • Lug sole
    • Low block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0340

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Let Them Look Thigh High Boots

    Let them look, let them stare, because they are lovin' your style with those thigh-high boots babe! The boots feature a thigh-high fit, a gorgeous lace detailing and composed of a faux suede material. Complete your outfit with a sweater dress!

    Fit & Features

    • Thigh high fit
    • Almond toe
    • Low block heel
    • Lace back detailing
    • Inner zipper
    • Faux suede

    Style Number/Barcode: 07402-0168

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Moves Lace-Up Combat Booties

    Get ready to make major trendy moves in these edgy combat booties! They feature a lace-up design with a sturdy block heel to elevate your look. Pair these faux leather booties with distressed mom jeans to level up your everyday 'fit.

    Fit & Features

    • Lace-up front
    • Dual zipper details
    • Lug sole
    • Block heel
    • PU material

    Style Number/Barcode: 07403-0333

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! These booties feature an ankle-high height, an on-trend pointed toe, an inner zipper closure for easy on-and-off wear, and a sturdy block heel. The bootie is composed of a faux leather material. Complete your look with a sweater dress and a crossbody bag!

    Fit & Features

    • Ankle-high height
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-0330

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lady In Red Block Heel Booties

    Here's looking at you lady! Stun in booties that add a burst of color to your outfits! The booties feature an ankle-length fit, a pointed toe, and a low block heel. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Ankle-length fit
    • Pointed toe
    • Low block heel
    • Inner zipper closure
    • Faux suede material 

    Style Number/Barcode: 07403-0322

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Angelic Beauty Ruched Mini Dress

    Look like such an angelic beauty in this gorgeous ruched mini dress! Featuring a curve-hugging fit with an allover angelic print and front ruched detailing, this dress will make you look oh so dreamy. Pair it with some clear heels for a date night.

    Fit & Features

    • Adjustable spaghetti straps
    • Cowl neckline
    • Back zipper closure
    • Front ruched detailing with slit and drawstring accent
    • Ruffle detail at hem
    • Mesh fabric
    • Allover angelic print

    Style Number/Barcode: 05101-0914

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Leather Paper Bag Shorts

    Keep it chic in these glam shorts to dress up your next night out! The shorts feature a high-rise paper bag waist, a tie-waist belt with loops, and slant pockets. Style shorts with a basic bodysuit and ankle booties.

    Fit & Features

    • High-rise paper bag waist
    • Tie-waist belt with loops
    • Hidden front zipper and button closure
    • Slant pockets
    • Faux leather fabric, minimal stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-0130

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Retro Tie Dye Ruched Mini Dress

    Keep it retro in a tie-dye dress to brighten up your outfits! The mini dress features a mock neck with a zipper front, a tie-dye print, and a mini length silhouette complemented with ruched side seams. Complete your look with clear mules. 

    Fit & Features

    • Mock neck with zippered front
    • Long sleeves
    • Tie-dye print
    • Mini length silhouette
    • Ruched side seams
    • Form hugging fit
    • Moderate stretch 

     

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

    Style Number/Barcode: 05102-1013

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off the Shoulder Ribbed Crop Top

    This crop top has a gorgeous detail to dress up your next night out outfit. It features an off the shoulder neckline, a subtle cutout slightly above the bust with a matching cutout at the midriff, and a bar strap across the center of the midriff. Complete your night out look with high waist jeans and mules.

    Fit & Features

    • Off the shoulder neckline
    • Cut out above the bust
    • Cut out at the midriff
    • Bar strap at the midriff
    • Long sleeves
    • Ribbed knit fabric with moderate stretch
    • Form-hugging fit

    Style Number/Barcode: 06001-3046

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Classy Shirt Dress

    This classic chic mini shirt dress is everything you need and more. It features a collar, a plunging wrap front V neckline, long sleeves with buttons to cuff, a high waist seam, side ruched detailing, and a short fit. The dress is composed of a woven fabric with no stretch. Complete your chic look with mules and statement hoops. 

    Fit & Features

    • Collared neckline
    • Plunging v-wrap bust
    • Long sleeves with multi- buttoned cuff
    • Side ruched detailing
    • Mini length silhouette
    • Woven fabric
    • Form hugging fit, minimal stretch 

     

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

    Style Number/Barcode: 05102-1015

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitter And Gleam Ribbed Knit Sweater

    Glitter and gleam this holiday season in this shimmery casual-chic sweater! It features a wrap front and back with a V neck and back, long dolman style sleeves with tapered hems, and a cropped, banded hem. Pair this sweater with a plaid mini skirt and thigh-high boots.

    Fit & Features

    • Wrap front and back
    • V neck and back
    • Back strap detail
    • Long dolman sleeves with tapered hems
    • Cropped, banded hem
    • Ribbed lurex knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0849

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Side Tie Ribbed Knit Crop Top

    Yes girl, we see you, rockin' this trendy side tie knit crop top! Featuring a high neckline and a form-hugging fit, this top will pair well with some distressed mom jeans and cute heels. Perf for a casual date night out look.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped hem
    • Side drawstrings at hem
    • Ribbed knit fabric

     

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

    Style Number/Barcode: 06002-0720

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Everyday Biker Shorts

    Get an effortless look for a stylish everyday slay in these biker shorts! Featuring a flattering high rise waist and mid-thigh length hem, these shorts would pair perfectly with chunky sneakers. Wear these shorts to lounge in at home for a comfy, cute vibe.

    Shop Matching Top: Effortless Everyday Oversize Basic Tee

    Fit & Features

    • High rise waist
    • Mid-thigh length hem
    • Knit fabric

    Style Number/Barcode: 06503-0187

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Pointed Toe Block Heels

    Keep it so chic in pointed toe heels that go with all your favorite looks! The heels feature a pointed toe, an adjustable ankle strap, and a low block heel. The heels are composed of a faux nubuck material. Complete your look with high waist jeans and a cozy cardigan. 

    Fit & Features

    • Closed-back
    • Pointy toe
    • Adjustable ankle strap
    • Low block heel
    • Faux nubuck material 

    Style Number/Barcode: 07401-2391

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Sweet Puff Sleeve Mini Dress

    Keep your look sweet and stylish in this adorable puff sleeve mini dress! It features a tie front detail and a short, curve-hugging fit. Pair this cute dress with some strappy heels and a chic mini handbag for a brunch date with your squad.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline
    • Tie front detail
    • Back zipper closure
    • Short, form-hugging fit
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 05102-1011

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Ruched Mini Dress

    This ribbed knit ruched mini dress will be a staple in your fall wardrobe! It features a curve-hugging silhouette with ruched detailing and side tie accents. It can be worn as a cute mini or pulled down as a midi dress. Pair with some bold door knocker earrings and clear heels for that chic vibe you can wear to date night.

    Fit & Features

    • High crew neckline
    • Tank-like shoulder straps
    • Form-hugging fit
    • Ruched detailing
    • Side ties at hem
    • Ribbed knit fabric

    Style Number/Barcode: 05102-1828

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Platform Combat Boots

    Showcase the major trendsetter you are in these of the moment platform combat boots! They feature a lace-up front, a lug sole and a chic around the ankle zippered pouch. Pair these boots with a curve-hugging mini dress for an edgy girl vibe.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Around the ankle zippered pouch
    • Lug sole and platform
    • PU material

     

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

    Style Number/Barcode: 07403-0393

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Perfection Ruched Mini Skirt

    This ruched mini skirt is total plaid perfection! It features a flattering high rise waist, ruched side detailing and a short, curve-hugging fit. Pair this knit skirt with a trendy crop top for an adorable fall look.

    Fit & Features

    • High rise waist
    • Ruched side detailing with side ties
    • Short, form-hugging fit
    • Knit fabric with plenty of stretch
    • Allover plaid print

    Style Number/Barcode: 06501-0314

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glen Check Faux-Wrap Front Skirt

    Stylish and chic, this glen check mini skirt is a fall staple for sure! It features a faux-wrap front and a curve-hugging silhouette. Pair this skirt with a crop top and chunky sneakers for an adorable everyday 'fit.

    Fit & Features

    • High rise waist
    • Faux-wrap front
    • Short, form-hugging fit
    • Allover plaid print
    • Knit fabric

    Style Number/Barcode: 06501-0316

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • At Ease High Top Zippered Sneakers

    Stand out in trendy print sneakers that are perfect to style with your basic staple pieces. The sneakers feature a high top, an inner zipper closure, and an almond toe, Complete your look with cuffed mom jeans and a basic bodysuit.

    Fit & Features

    • High top
    • Inner zipper closure
    • Almond toe
    • Pull tabs at the ankle
    • Camo print

    Style Number/Barcode: 07407-0153

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale