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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.

  • Simple Life Crew Tank Midi Dress

    All a girl needs is this basic crew tank midi dress perfect for dressing up or down! It features a sleeveless bodice, wide tank shoulder straps, a midi-length hem, and a bodycon silhouette on lined ribbed knit fabric with plenty of stretch. Style this mid-length dress with a jacket and suede booties.

    Fit & Features

    • Sleeveless crew neckline
    • Wide tank shoulder straps
    • Midi-length hem
    • Bodycon silhouette
    • Lined ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4772

    Category Name: Fall Edit

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 22 Oversized Graphic Tee

    Channel a trendy sporty style in this oversized graphic tee featuring a V-neckline, short sleeves with a striped design, and a front "22" graphic. Perf for game day, style with a denim skort and sneakers.

    Fit & Features

    • Cotton fabric with moderate stretch
    • V-neckline
    • Short sleeves with striped design
    • Front "22" graphic
    • Oversized fit

    Style Number/Barcode: 06002-1977

    Category Name: Fall Edit

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fiercely Chic Leopard Midi Skirt

    Your outfit will look fierce and chic with this leopard midi skirt featuring an elasticized high-rise waist, form-hugging silhouette, and a sultry front slit on brushed knit fabric. Complete the look in a silky tie-front top for a sunset dinner.

    Fit & Features

    • Elasticized high-rise waist
    • Form-hugging silhouette
    • Front slit
    • Midi-length hem
    • Leopard print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0818

    Category Name: Fall Edit

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: Fall Edit

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made For Struts Over The Knee Boots

    Made for stylish strutting down the street, you'll adore these faux leather over-the-knee boots featuring an almond toe, a stacked block heel, a side zipper closure, and a high shaft. Complete the look in a trendy sweater dress for a day in the city!

    Fit & Features

    • Almond toe
    • Stacked block heel
    • Side zipper closure
    • High shaft, over the knee
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0843

    Category Name: Fall Edit

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Nights Satin Button-Up Short Dress

    The perfect satin short dress for a night of wine and dining! Featuring long sleeves with buttoned cuffs, a collar neckline, button-up front closures, a smocked waist, and a curved short-length hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Button-up front closures
    • Smocked waist
    • Curved short-length hem
    • Smooth satin fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1927

    Category Name: Fall Edit

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cider Sips Faux Shearling Vest

    Layer up like a fall fashion icon—this faux shearling vest is where cozy meets cool. With its sleek edge and autumn-ready texture, it’s the perfect piece to throw over knits for golden hour strolls downtown or sipping cider by the fire.

    Fit & Features

    • Sleeveless faux shearling collared neckline
    • Front zip-up closure
    • Front zippered pockets
    • Cropped length hem with faux shearling trim
    • Runs true to size

    Style Number/Barcode: 06201-000009

    Category Name: Fall Edit

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Plaid Moment Sleeveless Knit Romper

    Fit & Features

    • Plaid printed woven knit fabrication with minimal stretch
    • Strapless straight neckline, no-slip strip
    • Flexible boning, back zipper with hook-eye closure
    • Mini skirt length front overlay, dual side slits
    • Cheeky shorts
    • Romper in size small is 23" top hem to bottom hem with a 12" front rise and a 3" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0627

    Category Name: Fall Edit

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Chic Button Down Corduroy Mini Skirt

    Keep it endlessly chic with a fab mini skirt to button yourself in! The skirt is composed of a high-rise waist, a multi-button down front, vertical seams, and a mini-length silhouette. The skirt is composed of a corduroy fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and over-the-knee boots.

    Fit & Features

    • High rise waist
    • Multi-button down front
    • Vertical seams
    • Mini length silhouette
    • Corduroy fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06301-0101

    Category Name: Fall Edit

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: Fall Edit

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Chic PVC Faux Suede Heels

    Keep your outfit looking stylish in the PVC faux suede heels. They feature an almond toe design, clear toe and ankle buckle strap, block heel, and a faux suede exterior. Complete your look with a cute skater dress

    Fit & Features 

    • Almond toe design
    • PVC toe strap 
    • Adjustable buckle ankle strap
    • Faux suede exterior
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-3824

    Category Name: Fall Edit

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Factor Plaid Drop Waist Skater Skort

    Turn up the trend factor of your fall 'fits with this plaid woven skort featuring a cool drop waist design, a pleated short skater skirt overlay, and fitted shorts for coverage. Style with a cropped sweater and sneakers.

    Fit & Features

    • Plaid linen-blend woven fabric
    • High-rise waist, back zipper closure
    • Drop waist design
    • Pleated short skater skirt overlay
    • Fitted shorts
    • Skort in size small has a 9" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0282

    Category Name: Fall Edit

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cold Classic Dolman Sleeve Belted Sweater Dress

    Your new classic sweater dress to embrace the cold in style! It features comfy dolman long sleeves, an off-the-shoulder neckline, and a belted waist that accentuates your curves along the short hem. Complete the look in knee-high boots for a stylish coffee run.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Dolman long sleeves
    • Off-the-shoulder neckline
    • Belted waist
    • Bodycon silhouette
    • Short-length hem
    • Purl knit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1532

    Category Name: Fall Edit

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Wonder Mid-Rise Wide-Leg Denim Jeans

    Your new favorite chic mid-rise denim jeans are designed with a flattering wide-leg silhouette that is perfect for pairing with pointed-toe shoes.

    Fit & Features

    • Denim fabrication
    • Mid-rise waist
    • Single button and hidden zipper closure
    • Traditional five-pocket with belt loop design 
    • Flared wide-leg hem
    • Runs true to size

    Style Number/Barcode: 06602-0533

    Category Name: Fall Edit

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Muse Embroidered Corset Top

    Earthy tones meet dreamy details—this strapless corset top stuns with floral embroidery and a structured fit that feels both vintage and fresh. Pair it with denim for weekend looks or layer it up for a chic night out.

    Fit & Features

    • Denim fabric with embroidered floral details
    • Tube neckline
    • Structured bodice with seam detail
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-000129

    Category Name: Fall Edit

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • A Chic Vibe Over The Knee Block Heeled Boots

    Get such a chic vibe in these trendy over the knee boots! They feature a sturdy block heel and a cute tie back detail. Pair these faux suede boots with a flirty mini skirt to elongate your legs.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Tie back detail
    • Faux suede material

    Style Number/Barcode: 07402-0172

    Category Name: Fall Edit

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: Fall Edit

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Large Sleek Hoops

    When your hoops are as big as your future. Keep it that way!

    • Sleek design
    • Omega closure
    • Large design
    • Available in gold + silver

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

     

    Style Number/Barcode: 07001-3725

    Category Name: Fall Edit

    Price: $2.97 $5.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: Fall Edit

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Into You Basic Knit Midi Dress

    We're so into this dress that can be dressed up for a date night or keep it casual with layers. The dress features a sleeveless square neckline, tank-straps that offer support, and a curve-hugging midi-length silhouette. Complete look with ankle booties or mules

    Fit & Features

    • Sleeveless square neckline
    • Tank straps
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0912

    Category Name: Fall Edit

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Practical Charm High Rise Zipper Pleated Denim Skort

    Perfect for any occasion, this mini denim skort combines fashion and practicality effortlessly. The high-rise waist and zipper detailing add a touch of edge, while the pleated mini-length hem on twill denim fabric brings a charming allure. Complete the look with the matching shacket.

    Shop Matching Shacket: Practical Charm Zip Up Denim Shacket

    Fit & Features

    • Twill denim fabric, stretchy knit shorts lining
    • High-rise waist, zipper detailing
    • Back zipper closure
    • Pleated mini-length hem
    • Skort in size small has an 11.5" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0270

    Category Name: Fall Edit

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Straight To Business V-Neck Paper Bag Jumpsuit

    From business to play, this paper bag jumpsuit isn't messing around when it comes to chic style! It features a sleeveless V-neck, adjustable spaghetti straps, a pleated tie-front belt waist design, hidden side pockets, and a skinny-leg silhouette on smooth woven fabric. Complete the look in this jumpsuit with a ring set and cropped blazer.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Paper bag pleated waist, tie-front belt design
    • Hidden side pockets
    • Skinny-leg silhouette
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1299

    Category Name: Fall Edit

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prep School Crush Plaid Mini Skort

    Plaid but make it flirty—this pleated mini skort has side bow ties and a preppy vibe that’s giving major cool-girl energy. Perfect with tees and chunky knits or crop tops and heels for a cute evening look.

    Fit & Features

    • Mid-rise waist
    • Side bow accents
    • Pleated mini skirt overlay
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000035

    Category Name: Fall Edit

    Price: $36.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Chill Outing Crop Bomber Jacket With Hood

    A bomber jacket features a hooded drawstring neckline to keep warm, functional front flap pockets, and an elasticized cropped hem. Perfect for layering over a tee and jeans.

    Fit & Features

    • Twill woven fabric
    • Long sleeves, elasticized cuffs
    • Hooded drawstring neckline
    • Snap-button up front closures
    • Flap pockets
    • Elasticized cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1845

    Category Name: Fall Edit

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale