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.

  • Trending Charm Faux Wool Belted Trench Coat

    Layer on this trending faux wool trench coat for a charming look in the city! It features long sleeves, a lapel collar neckline, side pockets for keeping your hands warm, and a tie-waist belt and short-length hem. Complete the look in booties for day or night plans!

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Side pockets
    • Tie-waist belt
    • Short-length hem
    • Faux wool fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0401

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Operation Cute Wide-Leg Cargo Sweatpants

    Pull off a cute operation in these cargo sweatpants! They feature a high-rise elasticized drawstring waist with tie, hidden side pockets, back flap pockets, and three lower flap pockets along the wide-leg silhouette on smooth scuba knit fabric. Complete the look with the matching hoodie for lounging or running errands!

    Shop Matching Jacket: Looking Sweet Corset Crop Hoodie

    Fit & Features

    • High-rise elasticized drawstring tie waist
    • Hidden side pockets
    • Back flap pockets
    • Three lower flap pockets
    • Wide-leg silhouette
    • Smooth scuba knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2400

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Pair Braided Hoop Earrings

    Glam up your look with these stunning hoop earrings. Crafted with an intricate braid design and post-back closure, these earrings will add a hint of sophistication to any outfit. Complete the look with a choker for a day or night occasion!

    Fit & Features

    • Braided design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.  

    Style Number/Barcode: 07001-1684

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glimmer Girl Long Sleeve Mini Sweater Dress

    It's the season of glam, and you'll shimmer and glimmer in this mini sweater dress! It features a sweetheart neckline, long fitted sleeves, a mini-length hem with a fab side slit, and a bodycon silhouette to show off your curves. The ribbed knit fabric features a sparkly lurex threaded design for a glam touch. Style this sweater dress with strappy mules for a holiday party!

    Fit & Features

    • Sweetheart neckline
    • Long fitted sleeves
    • Mini-length hem, side slit
    • Bodycon silhouette
    • Ribbed knit fabric, lurex threaded design
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1771

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Looking Sweet Corset Crop Hoodie

    Look and feel sweet in this crop hoodie perfect for layering over your casual outfits! The hoodie features slouchy long sleeves, a hoodie neckline, a front zipper closure, a corset-seam bodice for a snatched appearance, and a fitted crop hem on smooth scuba knit fabric. Complete the look with the matching sweatpants for coffee runs or errands!

    Shop Matching Bottoms: Operation Cute Wide-Leg Cargo Sweatpants

    Fit & Features

    • Slouchy long sleeves
    • Hoodie neckline
    • Front zipper closure
    • Corset-seam bodice
    • Fitted crop hem
    • Smooth scuba knit fabric
    • Runs true to size

    Style Number/Barcode: 06202-0424

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Next-Level Cool Satin Bomber Jacket

    This smooth satin bomber jacket will make your 'fit next-level cool. It features a ribbed knit collar, long sleeves, a zip-front design, dual faux flap pockets at the chest, a cropped hem with a relaxed fit, and ribbed knit trims. The ultra-smooth satin woven fabric includes a lining and offers minimal stretch. Effortlessly stylish, layer this satin bomber jacket over a mini dress with clear heels for a night out bar-hopping!

    Fit & Features

    • Ribbed knit collar, long sleeves
    • Complete zip-front design
    • Dual faux flap pockets
    • Cropped hem, relaxed fit
    • Ribbed knit trims
    • Woven satin fabric, smooth woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1653

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Snow Bunny Faux Sherpa Rain Boots

    Hop into these chic rain boots to keep you cozy and protected from the drizzle. The rain boots feature a square toe, a sturdy traction lug bottom and block heel, and a soft faux sherpa trim with a strap accent and zipper closure for added flair. Complete the look in style with a cute jacket for a coffee run and errands! 

    Fit & Features

    • Square toe
    • Sturdy traction lug bottom and block heel
    • Faux sherpa trim with strap accent
    • Side zipper closure
    • Ankle-length shaft height
    • Waterproof rubber material
    • Runs true to size

    Style Number/Barcode: 07403-1691

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • My Favorite Flower Rhinestone Stiletto Booties

    These faux leather booties will be your favorite pair to style with every outfit! They feature a sleek pointed-toe, a rhinestone flower decoration, an inner zipper closure, and a stiletto heel. Complete the look with a sleek blazer for an evening out or concert!

    Fit & Features

    • Pointed toe
    • Rhinestone flower decoration
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1690

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Looking Sleek Platform Block Heel Booties

    These platform block heel booties will amp up your style and have you looking sleek this season! They feature an above-the-ankle height, a square toe, an inner zipper closure for easy on-and-off wear, a trendy platform sole, and a sturdy block heel. The booties are composed of a smooth faux leather material. Style with a cropped sweater and mini skirt for the cutest fall look!

    Fit & Features

    • Above-the-ankle height
    • Square toe
    • Inner zipper closure
    • Platform sole
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1689

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vintage Allure Lace-Up Denim Stiletto Pumps

    Weave a timeless tale of fashion with these denim stiletto pumps! Designed with denim material, a pointed toe, a bungee lace-up design, and a cushioned faux leather insole, these stiletto pumps have it all for the perfect vintage allure. Complete the look with a chic mini shoulder bag for a daytime outing!

    Fit & Features

    • Closed pointed-toe
    • Bungee lace-up design
    • Stiletto heel
    • Cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4547

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Real Showstopper Denim Stiletto Pumps

    Flaunt these showstopping denim stiletto pumps all over town! The heels feature a closed pointed-toe with a lace-up design, a stiletto heel, a cushioned faux leather insole, and an open back. Complete the look in a classy black dress for a wine bar with bae!

    Fit & Features

    • Closed pointed-toe
    • Lace-up design
    • Open back
    • Stiletto heel
    • Cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4548

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Favorite Trend High-Rise Oversized Sweatpants

    These comfy high-rise oversized sweatpants will be your new favorite trend to style! They feature a high-rise waist with an elastic waistband for comfortable wear, dual side pockets, a relaxed wide-leg silhouette, and an oversized fit. The heather knit fabric offers plenty of stretch and a soft fleece lining. Pair these sweatpants with a basic crop top and sneakers to look cute as you run errands, or a tube top and mules for a casual-chic 'fit to grab drinks!

    Fit & Features

    • High-rise elasticized waistband
    • Side pockets
    • Wide-leg silhouette
    • Heather knit fabric, soft fleece lining
    • Plenty of stretch
    • Oversized fit

    Style Number/Barcode: 06502-2395

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get A Clue Double Breasted Trench Coat

    Mystery solved! This trench coat is the perfect essential to layer over all of your 'fits this season. The coat features long sleeves with buttoned straps on the cuffs, a lapel collar neckline, double-breasted front button closures, side flap pockets for keeping your hands warm, an adjustable belted waist with buckle closure, and a longline hem. Complete the look with chic knee-high boots.

    Fit & Features

    • Long sleeves, buttoned straps on the cuffs
    • Lapel collar neckline
    • Double-breasted front button closures
    • Side flap pockets
    • Adjustable belted waist, buckle closure
    • Longline hem
    • Sleek woven fabric, sewn-in lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1668

    Category Name: 2026 Fall Outfit Trends

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not My First Rodeo Faux Wool Cowboy Hat

    Look like a total rodeo babe in this trendy western trim faux wool cowboy hat. It features a structured top with a wide brim, an upturned side design, and a faux leather trim with studded details and engraved oval-shaped accents. Includes adjustable ties hidden on the inside for a tighter fit. Style with a graphic tee and distressed jeans!

    Fit & Features

    • Structured top
    • Wide brim, upturned side design
    • Faux leather center trim
    • Studded details
    • Engraved oval-shaped accents
    • Faux wool material
    • Adjustable ties for tighter fit

    Style Number/Barcode: 07302-1511

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh This Fall Faux Suede Mini Skirt

    Get posh this fall styling this faux suede mini skirt all season! It features a high-rise waist, a form-hugging fit, a mini-length hem, and a cute checkered pattern. The soft faux suede fabric offers a moderate stretch. Complete the look in knee-high boots and a sweater for autumn-to-winter fun!

    Fit & Features

    • High-rise waist, back zipper closure
    • Form-hugging fit
    • Mini-length hem
    • Checkered print
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0601

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Ahead One-Shoulder Tunic Top

    You'll always be ahead of the trends in this one-shoulder tunic top perfect for elevating your everyday look! It features a fitted long sleeve, a side ruched adjustable drawstring atop a flirty slit, and a long hem on stretchy rib knit fabric. Style with the matching bottoms.

    Shop Matching Bottoms: Always Ahead High Rise Flare Pants

    Fit & Features

    • One shoulder neckline
    • Fitted long sleeve
    • Side ruched adjustable drawstring
    • Side slit, long hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4978

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Ahead High-Rise Flare Pants

    You'll always be ahead of the trends in these flare pants perfect for elevating your everyday look! The pants feature a flattering high-rise waist, hip-hugging fit, and flared hem on stretchy rib knit fabric. Style with the matching top.

    Shop Matching Top: Always Ahead One-Shoulder Tunic Top

    Fit & Features

    • High-rise elastic banded waist
    • Hip-hugging fit
    • Flared hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2398

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Get Together Turtleneck Crop Sweater

    This cozy turtleneck sweater is perfect for getting together with friends or a casual date with bae! It features a folded turtleneck, drop shoulder seams, slouchy long sleeves, and a cropped hem on stretchy rib knit fabric. Complete the look with knee-high boots for the perf cold weather style!

    Fit & Features

    • Folded turtleneck
    • Drop shoulder seams
    • Slouchy long sleeves
    • Cropped hem
    • Soft, stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1766

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual And Cozy Off-The-Shoulder Sweater Dress

    This on-trend sweater dress is the casual and cozy staple you need this fall and winter season. It features a chic off-the-shoulder neckline, long sleeves, a short-length hem, and a relaxed fit. The ribbed sweater knit fabric offers a moderate stretch. Pair this sweater dress with over-the-knee boots for a stylish and elevated look.

    Fit & Features

    • Off-the-shoulder neckline
    • Long sleeves
    • Short-length hem
    • Relaxed silhouette
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1764

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always A Classic Faux Wool Trench Coat

    Look fashionable in any season in this faux wool trench coat! The classic coat features long sleeves, a lapel collar neckline, an open front design, hidden lined side pockets for keeping your hands warm, and a longline silhouette on smooth and soft faux wool fabric. Complete the look with boots for a day or evening downtown!

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Open front design
    • Hidden side lined pockets
    • Longline silhouette
    • Smooth and soft faux wool fabric
    • Runs true to size

    Style Number/Barcode: 06201-0397

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend Mood Hacci Knit Wide-leg Pants

    These super comfy hacci knit wide-leg pants will have you in a totally relaxing weekend mood! They feature a high-rise elasticized drawstring waist, a tie-front design, and a wide-leg silhouette. The ultra-soft hacci knit fabric has plenty of stretch. Pair these pants with a basic cropped tank for a cute and casual loungewear look.

    Fit & Features

    • High-rise elasticized drawstring waist
    • Tie-front design
    • Wide-leg silhouette
    • Soft hacci knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2394

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She Dazzles Long Sleeve Rhinestone Knit Sweater

    Strike up a dazzling shine in this cozy knit sweater perfect for dressing up your everyday style! The pullover sweater top features long sleeves, a crew neckline, a relaxed silhouette, and rhinestone embellishments along the front on soft rib knit fabric. Complete the look in a sleek mini skirt and boots for a date downtown!

    Fit & Features

    • Long sleeves
    • Crew neckline
    • Relaxed silhouette
    • Front rhinestone embellishments
    • Soft and stretchy
    • Rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1762

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddle Up Eyelash Knit Scoop Neck Crop Sweater

    Cuddle up in this eyelash knit sweater this cold season! The top features fitted long sleeves with ribbed cuffs, a scoop neckline, and a cropped hem on ultra-soft eyelash rib knit fabric with plenty of stretch. Style the sweater top with a faux leather skirt for a cute look!

    Fit & Features

    • Fitted long sleeves, ribbed cuffs
    • Scoop neckline
    • Cropped hem
    • Ultra-soft eyelash rib knit sweater fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1763

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Luxe Look Velvet Bodycon Mini Dress

    Capture that luxe look perfect for dressy dinners or parties with this smooth velvet mini dress! It features a square neckline, short puff sleeves, an alluring open back with an elastic bar strap design, a mini-length hem, and a bodycon silhouette. The luxe velvet fabric offers plenty of stretch. Style with rhinestone duster earrings and metallic heels.

    Fit & Features

    • Square neckline
    • Short puff sleeves, elastic cinched hems
    • Open back, elastic bar straps
    • Mini-length hem
    • Bodycon silhouette
    • Velvet fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2811

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale