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.

  • Taylor High Rise Skinny Crop Jeans By Windsor Denim

    Taylor fits like a dream and is made to be seen...on you! The high-rise jeans by Windsor Denim feature a flattering, skinny-leg design with distressed knee accents and a cropped raw hem. They are crafted on dark wash denim fabric with a moderate stretch. Complete the look in a chic blouse and heels.

    Fit & Features

    • High-rise waist
    • Skinny-leg design, distressed knee accents
    • Cropped raw hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loops
    • Dark wash denim, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06602-0357

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Harper Mid-Rise Frayed Skinny Jeans by Windsor Denim

    Forever flattering and so stylish, what more could you ask for? This pair of Harper mid-rise skinny jeans by Windsor Denim feature a skinny-leg silhouette, a clean design with no distressing, and a trendy frayed hem. The medium-wash denim fabric has a vintage-inspired color fade effect and offers a form-hugging fit with a moderate stretch. Style with your favorite bodysuit and clear heels.

    Fit & Features

    • Mid-rise waist
    • Skinny-leg silhouette
    • Clean design, no distressing
    • Frayed hem
    • Five-pocket design, belt loops, front button, hidden zipper closure
    • Medium-wash denim fabric, color fade effect
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0356

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool And Classic Plaid Twist Top

    A cool take on a forever classic! This plaid woven top brings effortless styling for back-to-school, fall festivals, and PSL runs. It features long sleeves with buttoned cuffs, a collar neckline, a three-button front closure, and a twisted crop hem. Complete the look in skinny jeans and sneakers.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Three-button down front closures
    • Twisted crop hem
    • Plaid print
    • Woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1842

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taylor High-Rise Cropped Skinny Jeans by Windsor Denim

    Form-fitting and on-trend, the Taylor jeans by Windsor denim are a wardrobe staple for the cutest casual looks. They feature a high-rise waist, a skinny-leg silhouette, an ankle crop hem, and lightly distressed detailing at the knees and hem. The denim fabric offers a moderate stretch. Style with a basic bodysuit and mules.

    Fit & Features

    • High-rise waist
    • Skinny-leg silhouette, ankle crop hem
    • Distressing at the knees and hem
    • Five-pocket design, belt loops
    • Front button and hidden zipper closure
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0358

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Charm Chiffon Peplum Corset Top

    Bring the chic charm to your cute 'fits with this airy chiffon corset top. It features long bishop sleeves, a V-neckline, a fitted corset-designed bodice with hook and eye closures, and a mid-length peplum hem for some stylish flair. Complete the look with dress pants and mules.

    Fit & Features

    • Long bishop sleeves, elastic cinched hems
    • V-neckline
    • Corset-designed bodice, front hook and eye closures
    • Mid-length peplum hem
    • Sheer chiffon and crepe fabrics, lining at the bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1838

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Animal Kingdom Zebra Satin Dress

    You'll be the head of the animal kingdom in this fierce and femme zebra satin mini dress! It features a sleek and sleeveless cowl neck, spaghetti straps, and a curve-hugging silhouette. Complete the look in strappy heels for a wild night out!

    Fit & Features

    • Sleeveless cowl neck
    • Spaghetti straps
    • Curve-hugging silhouette
    • Mini-length hem
    • Zebra pattern
    • Smooth satin with minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4532

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be My Sweetheart Ruche Mini Dress

    Show your sweet side for date night in this mini dress featuring a sleeveless, sweetheart neck, spaghetti straps, a lightly padded bust, side ruching, and a bodycon silhouette on lined knit fabric that fits your body like a glove. Complete the look in a chic ring set and heels.

    Fit & Features

    • Sleeveless, sweetheart neck, spaghetti straps
    • Lightly padded bust
    • Side ruching
    • Bodycon silhouette
    • Mini-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4708

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • What's The Ruche Mesh Mini Dress

    The latest dish everyone will be talking about is you in this mesh mini dress! Hit the town with the girls in this spicy little number featuring a sleeveless, square neck, adjustable spaghetti straps, and all-over ruched seams that complement the bodycon silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • All-over ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4444

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Spice Cutout Maxi Dress

    Sultry and spicy! Make jaws drop in this sleeveless maxi dress featuring a one-shoulder neckline, waist cutout details and a form-fitting silhouette with a high-cut side slit for a show of skin. Composed of stretchy slinky knit fabric. Finish the look in lucite mules.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Waist cutout details
    • Form-fitting silhouette
    • High-cut side slit
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4528

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Date Vibes Satin Cropped Blouse

    Get a dreamy-chic look for date night with this sleek satin cropped blouse! It features a deep V-neckline with a wrap-front, long peasant sleeves with smocked hems, a lace-up back design, and a cropped, form-hugging fit. The lightweight woven satin fabric has no stretch. Style with faux leather pants and heels.

    Fit & Features

    • V-neckline, wrap-front
    • Long peasant sleeves, tapered smocked hems
    • Lace-up back design, tie closure
    • Cropped hem, form-hugging fit
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1831

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hardrock Babe Graphic Short Dress

    You're with the band. Enter backstage in this edgy babe-status graphic short dress featuring a strapless bodice, lace-up bungee straps, flexible boning inserts, side denim panels with seam detail, and a front script that reads, "Make Some Noise/ Hardrock" and a form-fitting short hem. Complete the look in a ring set.

    Fit & Features

    • Strapless tube bodice
    • Lace-up bungee straps, flexible boning inserts
    • Side denim panels, seam detail
    • A font script reads, "Make Some Noise/ Hardrock"
    • Form-fitting, short-length hem
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06002-1222

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Distressed Oversized Denim Jacket

    This trendy denim jacket is perfectly distressed for that cute and casual vibe! It features a collared neckline, long sleeves, a button-down front, buttoned chest pockets, destructed details, and an oversized fit. Layer this jacket over a mini dress and complete the look with your fave mules.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Button-down front
    • Buttoned chest pockets, side pockets at the waist
    • Distressed detailing
    • Light wash denim fabric, no stretch
    • Oversized fit

    Style Number/Barcode: 06203-0453

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Vibes Only Ribbed Knit Mini Dress

    Rock a basic ribbed mini dress for your everyday looks! The dress features a sleeveless square neckline, bungee straps, and composed of a ribbed knit fabric. Complete look with chunky sneakers for that casual vibe. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps 
    • Ribbed knit fabric 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06002-0638

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 90s Chick Boyfriend Denim Jacket

    Take it back to a 90s chick look with this boyfriend denim jacket featuring long sleeves with button cuffs and drop shoulder seams, a collar neckline, button-down closures, front flap pockets, and a cropped hem with a cinched elastic back band. Perfect for styling with high-rise jeans.

    Fit & Features

    • Long sleeves, button cuffs, drop shoulder seams
    • Collar neckline
    • Button-down closures
    • Front flap pockets
    • Cropped hem, cinched elastic back band
    • Medium-wash denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0449

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All About You Mini Dress

    Make the night all about you in this alluringly chic mini dress! It features a square neckline, ruffled shoulder accents, long sheer chiffon peasant sleeves with smocked hems, a mesh bodycon silhouette with ruched detailing down the sides, and a mini-length hem. Style this mini dress with strappy stilettos.

    Fit & Features

    • Square neckline
    • Ruffled shoulder accents
    • Long sheer chiffon peasant sleeves, tapered smocked hems
    • Back zipper, hook and eye closure
    • Bodycon silhouette, ruching down the side seams, mini-length hem
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2719

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Move It To The Music Mini Dress

    Move it and groove it to the music in this sassy mini dress featuring a sleek, sleeveless, v-neck, spaghetti straps, open-back with lace-up detail, form-fitting silhouette, and a swirl print woven fabric. Complete the look in platform lucite heels.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Open-back, lace-up detail
    • Form-fitting
    • Mini-length hem
    • Swirl print, woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4522

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Energy Marble Mesh Dress

    Radiate major stylish energy in this marble print mini dress featuring a sleek, sleeveless square neck with bungee spaghetti straps, a bodycon silhouette, and a sheer mesh overlay with lining. Complete the look braid strap mules.

    Fit & Features

    • Sleeveless, square neck, bungee spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Marble print
    • Sheer mesh overlay, lining
    • Fits true to size

    Style Number/Barcode: 05102-4523

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Highly Sophisticated Sweater Dress

    This sleeveless sweater dress brings sultry-sophistication to every occasion! It features a halter neckline, side cutouts on the bodice, and a form-fitting silhouette on a mini-length hem. Complete the look in a classy blazer and heels.

    Fit & Features

    • Sleeveless, halter neckline
    • Side cutouts
    • Form-fitting silhouette
    • Mini-length hem
    • Soft sweater knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1377

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lush Paradise Lace-Up Mini Dress

    Escape to a lush paradise in this tropical mini dress perf for your next island vacay! Featuring a sleeveless, square neck, spaghetti straps that lead to the open-back with a lace-up design, a bodycon silhouette, and palm print knit-lined fabric. Complete the look in sunglasses and heels.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Open-back, lace-up design
    • Bodycon silhouette
    • Mini-length hem
    • Palm print, stretchy knit-lined fabric
    • Fits true to size

    Style Number/Barcode: 05102-4516

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Marble Print Mini Dress

    You'll look mesmerizing in this trendy-chic marble print mini dress! It features a sleeveless square neckline, spaghetti straps, a short, curve-hugging, bodycon silhouette, and an all-over marble print pattern. Style this dress with clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mini-length, form-fitting, bodycon silhouette
    • Marble print
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4514

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made To Be Seen PU Halter Crop Top

    This PU crop top is made to be seen! Step out in this edgy-chic top featuring a sleeveless, halter plunge neckline, lace-up corset-style bodice, partial open-back, and zipper closure. Complete the look in 90's-inspired jeans for a girl's night.

    Fit & Features

    • Sleeveless, halter plunge neckline
    • Lace-up, corset-style bodice
    • Cropped hem
    • Partial open-back
    • Zipper closure
    • PU fabrication
    • Fits true to size

    Style Number/Barcode: 06003-1789

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Spirit Pleated Mini Skirt

    You've got spirit, yes you do! Showcase your stylish side in this preppy mini skirt featuring a high-rise waist, side zipper, hook-eye closure, and pleating on twill woven fabric with no stretch. Complete the look in a crop top and your fave heels. 

    Fit & Features

    • High-rise waist
    • Side zipper and hook-eye closure
    • Pleating
    • Mini-length hem
    • Woven twill fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06301-0121

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Talk Business Blazer Open Back Romper

    This blazer romper is all about business in the front and sultry in the back! It features long sleeves, a lapel collar plunge neckline, double-breasted button closures, an open-back, and a short-length hem. Complete the look in a sleek necklace and heels.

    Fit & Features

    • Long sleeves
    • Lapel collar plunge neckline
    • Double-breasted button closures
    • Open-back
    • Short-length hem
    • Woven fabric
    • Fits true to size

    Style Number/Barcode: 06403-0224

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good To Be Plaid Woven Crop Top

    What can we say? It feels good to be in this plaid crop top for fall! It features long sleeves with button cuffs, a collar neckline, button-up front closures, and a relaxed fit on lightweight woven fabric. Complete your trendy look in a mini skirt for the perf ootd!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-up front closures
    • Relaxed crop hem
    • Plaid pattern
    • Lightweight non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-1774

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free