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.

  • Wings Of A Butterfly Rhinestone Fringe Earrings

    These statement iridescent rhinestone earrings feature butterfly wings with cascading fringe. Perfect for styling with semi-formal dress and heels.

    Fit & Features

    • Butterfly wings
    • Cascading fringe
    • Iridescent rhinestones
    • Post-back closure, rubber stopper

     

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

    Style Number/Barcode: 07001-2078

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Glam Rhinestone Chain Necklace

    A dainty Y-shaped chain necklace features delicate rhinestones and a secure lobster clasp closure. Perfect for styling with earrings.

    Fit & Features

    • Y-shaped chain necklace
    • Rhinestones
    • Lobster clasp closure

    Style Number/Barcode: 07002-1889

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh Cutie Bow Trim Plaid Mini Skirt

    A high-rise mini skirt features a posh bow trim and a flattering bodycon silhouette. Perfect for styling with basic tops and boots for back-to-school or casual days.

    Fit & Features

    • Plaid pattern, woven fabric, no stretch
    • High-rise waist
    • Back zipper closure
    • Bow trim
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0695

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Perception Strapless Plaid Pleated Romper

    A strapless plaid romper features a velvet bow, form-hugging fit, and a trendy pleated short-length hem. Style with cute flats for back-to-school or casual occasions.

    Fit & Features

    • Plaid print, knit fabric, minimal stretch
    • Strapless neckline, velvet bow
    • Form-hugging fit
    • Pleated short-length hem
    • Shorts lining
    • Romper in size small is 22" shoulder to hem with an 8" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1210

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish In Stripes Strapless Wide Leg Knit Jumpsuit

    Spend your days looking stylish in this striped jumpsuit perfect for layering over your swimsuit or wearing on its own. The jumpsuit features a strapless neckline and an adjustable drawstring waist that cinches, leading to the flattering wide-leg silhouette. Complete the look with chic sunglasses.

    Fit & Features

    • Striped pattern, knit fabric, moderate stretch
    • Strapless neckline
    • Adjustable drawstring waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2539

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chicest Vibe Drop Waist Bubble Hem Mini Dress

    This chic sleeveless mini dress brings flirtiness to the party or dressy dinner out! The dress boasts a trendy drop waist seam leading to the pleated bubble mini-length hem. Complete the look heels or knee-high boots.

    Fit & Features

    • Ribbed knit and woven fabrics, moderate stretch
    • Mock neckline
    • Tank shoulder straps
    • Drop waist
    • Mini-length pleated bubble hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5861

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Country Girlie Halter Lace-Up Faux Suede Crop Top

    Show off your country style in this faux suede crop top at bars or a bachelorette! Made form a soft faux suede fabric, this crop top boasts a flirty halter neckline and a front lace-up placket with a center slit to show some skin. Complete the look in shorts and cowboy boots.

    Fit & Features

    • Faux suede fabric, sewn-in knit lining
    • Halter neckline
    • Lace-up placket, center slit
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06001-5448

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe And Cozy Faux Sherpa Trim Oversized Vest

    Fit & Features

    • Faux leather fabric with faux sherpa trim
    • Lapel collar
    • Zip-front accent
    • Dual front pockets
    • Oversized fit

    Style Number/Barcode: 06201-0506

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Luxe Faux Fur Cropped Vest

    Craft the perfect luxe look for the chilly season with this faux fur cropped vest accented with a chic striped-like seam design. It features a sleeveless collared neckline, an open front with hook-eye closures, side pockets, and a relaxed fit.

    Fit & Features

    • Soft faux fur fabric with smooth woven lining, no stretch
    • Striped-like seam design
    • Collared neckline
    • Open front, hook-eye closures
    • Dual lined side pockets
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0503

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Fierce Mixed Metal Chain Link Belt

    Fit & Features

    • Chain-link design
    • Mixed metal 
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07301-1189

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Buckle Strap Mini Skirt

    Fit & Features

    • Denim fabrication, moderate stretch 
    • High rise waist
    • Criss-cross grommet buckle straps
    • Back zipper closure
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-0222

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Style Button-Down Plaid Flannel Top

    This casual plaid flannel top features a classic collared neckline paired with long sleeves, a complete button-down front, and a single chest pocket. The mid-length relaxed fit makes it perfect for layering over basic crop tops.

    Fit & Features

    • Plaid printed cotton-blend woven fabric, non-stretch
    • Collared neckline
    • Button-down front
    • Long sleeves, dual button detailing
    • Chest pocket
    • Mid-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06003-2609

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Act Button-Up Plaid Crop Top

    A plaid crop top features long sleeves with button cuffs, a classic collar neckline, and button-up front closures for versatile styling. Perfect for pairing with jeans.

    Fit & Features

    • Plaid pattern, woven fabric, no stretch
    • Collar neckline
    • Long sleeves with button cuffs
    • Button-up front closures
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-2611

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country At Heart Under-The-Knee Cowboy Boots

    Show your love for country style with these under-the-knee cowboy boots, the perf addition to your fave 'fits. Designed with trendy western-style embroidery, they feature a classic pointed toe, an inner zipper closure for effortless on-and-off styling, and a stacked block heel for comfortable wear. Pair with a flowy short dress for a country concert!

    Fit & Features

    • 2.5" Stacked block heel, 7.5" leg opening, 7.5" shaft height
    • Western embroidery
    • Under-the-knee shaft, pointed toe, inner zipper closure
    • White boots are faux leather material
    • Taupe boots are faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07402-1033

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Vibe Plunge Halter Faux Leather Crop Top

    Take on a sultry vibe in this faux leather crop top featuring a plunge halter V-neckline and an adjustable belted crop hem for an edgy flair. Style with a mini skirt for a night out.

    Fit & Features

    • Faux leather fabric, sewn-in lining, minimal stretch
    • Plunge halter V-neckline with hook closure
    • Adjustable belted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5445

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Strut Faux Leather Under-The-Knee Boots

    Fit & Features

    • 3.5" Block heel, 7" leg opening, 13" shaft height
    • Faux leather material, sheen-like finish
    • Under-the-knee height
    • Pointy toe
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1032

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Cool Faux Wool Sherpa Collar Trucker Jacket

    Cozy up in this faux wool trucker jacket! It's a must-have, cute jacket of the season with a faux sherpa collar and flattering cropped length.

    Fit & Features

    • Faux wool fabric with minimal stretch
    • Faux sherpa trimmed collared neckline
    • Long sleeves with elastic cinched hems
    • Zip and button-down front
    • Large flap pockets at the chest
    • Mid-length elastic cinched hem
    • Runs true to size

    Style Number/Barcode: 06201-0500

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl Corduroy Faux Wrap Mini Skort

    This trendy corduroy mini skort features a high-rise waist, a faux wrap-front design with a side button accent, a mini-length overlay detailed with a side slit, and fitted shorts. Style with a cozy sweater and ankle booties.

    Fit & Features

    • Corduroy fabric
    • High-rise waist
    • Faux wrap-front design, side button accent
    • Front hidden zipper closure
    • Mini-length overlay, side slit
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06303-0284

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Purrfect Leopard Print Denim Mini Skirt

    This pretty leopard print denim mini skirt is all you need for a fierce outfit! Complete the look with boots.

    Fit & Features

    • Leopard print denim fabric, minimal stretch
    • High-rise waist
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Fitted mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06601-0221

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Runway Ready Convertible Faux Leather Trench Coat

    Fit & Features

    • Faux leather fabrication, faux fur trim
    • Collared neckline with hoodie
    • Button-down front closure
    • Slant pockets
    • Convertible hem to create a cropped jacket
    • Long hem length
    • Runs true to size

    Style Number/Barcode: 06201-0498

    Category Name: 2026 Fall Outfit Trends

    Price: $35.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Vibe Long Sleeve Asymmetric Mini Dress

    This smooth knit mini dress features an asymmetric neckline, long fitted sleeves for a sleek elongated look, ruched detailing, and a short uneven hem with a flirty A-line silhouette. Perfect for a night out, pair with hoop earrings and stiletto heels.

    Fit & Features

    • Smooth knit fabric with knit lining, plenty of stretch
    • Asymmetric neckline
    • Long fitted sleeves
    • Ruching
    • Mini-length uneven hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5802

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Here To Stun Twist-Front Cutout Mini Dress

    Step up your night-out vibe and stun in this smooth knit mini dress featuring a plunging V-neckline with a twist-front bust design and a sultry keyhole cutout at the waist. The bodycon silhouette will flaunt your gorgeous curves.

    Fit & Features

    • Double-lined smooth knit fabric, plenty of stretch
    • Plunge V-neckline, twist-front bust
    • Keyhole waist cutout
    • Long fitted sleeves
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5801

    Category Name: 2026 Fall Outfit Trends

    Price: $24.00 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS

    Product Badge:
    • Sale
  • Fashion Force Bow Faux Leather Shoulder Bag

    Tote around this fashion-forward faux leather shoulder bag for a chic finish to your outfit!  The bag features side fringe with adorable bow accents, a shoulder strap, and a top zipper closure that reveals a spacious interior with a zipper pocket for your essentials. Complete the look in a denim jacket.

    Fit & Features

    • Shoulder strap
    • Side fringe with bow accents
    • Top zipper closure
    • Spacious interior with zipper pocket
    • Faux leather material

    Style Number/Barcode: 07203-2050

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Chic Long Bell Sleeve A-Line Mini Dress

    Serve chic looks in this A-line mini dress featuring a halter V-neckline with flirty cutouts and long fitted bell sleeves to give coverage. Style with earrings.

    Fit & Features

    • Smooth knit fabric with partial lining, plenty of stretch
    • Halter V-neckline, tie-back spaghetti straps
    • Cutout shoulder design
    • Long fitted bell sleeves, slit accents
    • Lower back cutout
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3657

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free