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Product Recommendations

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.

  • Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Faux wool fabrication
    • High rise waist
    • Back zipper and hook-eye closure
    • Plaid 
    • Mini skirt overlay, hidden shorts
    • Runs true to size

     

    Shop Matching Shacket: Classically Chic Plaid Long Sleeve Oversized Shacket

    Style Number/Barcode: 06403-1067

    Category Name: Fall Edit

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Budweiser Graphic Crop Top

    Let this crop top say it all! The top features a crew neckline, a vintage Budweiser graphic, short sleeves, and a cropped hem. The top is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist shorts

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Vintage Budweiser graphic 
    • Cropped hem
    • Cotton knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06002-0787

    Category Name: Fall Edit

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Vibe Buckle Detail Halter Crop Top

    Flaunt an edgy vibe in this sleeveless crop top with a sexy plunge V-neckline and a cutout bodice with cool buckle accents. Pair with jeans.

    Fit & Features

    • Crepe fabric with moderate stretch
    • Plunge V-neckline
    • Halter strap with elastic detail
    • Underbust cutout, front engraved buckle accent
    • Partially open back, zipper with hook-eye closure
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2634

    Category Name: Fall Edit

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fray All Day Denim Booties

    Jeans for your feet? Basically. These distressed denim booties bring all the grunge-girl energy with a slouchy fit and raw edge finish. Perfect for concerts or themed parties!

    Fit & Features

    • 3” block heel, 6.5” leg opening, 8” shaft height
    • Pointed toe
    • Foldover denim with distressed accents
    • Hidden side zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-000029

    Category Name: Fall Edit

    Price: $40.90

    Availability: In Stock

    Available Color: BLACK, DENIM

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Stylish Stunner Crepe Knit Crop Top

    Be a total stylish stunner in this chic crepe knit crop top! Featuring a high neckline, a cropped tulip hem and a form-hugging fit, this top would pair perfectly with high waist denim and heeled booties. Make this part of your new fall wardobe!

    Fit & Features

    • High neckline
    • Long fitted sleeves
    • Cropped tulip hem
    • Form-fitting style
    • Crepe knit fabric
    • Moderate stretch

    Style Number/Barcode: 06001-2778

    Category Name: Fall Edit

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Era Oversized Fleece Screen Sweatshirt

    Enter your sporty era with a sweatshirt that says it all! The oversized fleece sweatshirt features a crew neckline, long sleeves, and a contrasting "00" screen on the front. Complete with your favorite jeans! 

    Fit & Features

    • Fleece knit fabric with moderate stretch, ribbed hems
    • Crew neckline
    • Long sleeves
    • "00" screen
    • Oversized fit 

    Style Number/Barcode: 06002-1966

    Category Name: Fall Edit

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Cozy Tie Front Sweater

    Keep it cozy in knits with this must have to layer up! The sweater features a plunging V neckline with a tie front accent and long sleeves. Sweater is composed of a loose knit fabric that offers a relaxed fit with a moderate stretch.

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0015

    Category Name: Fall Edit

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitter Is All That Matters Platform Heels

    Sometimes glitter is all that really matters! Make it sparkle with every step you take when you style these gleaming heels with your night look!

    • Open almond toe
    • Single strap over the toe
    • Ankle strap
    • Block heel
    • Mesh with glitter detailing
    • Platform sole

    Style Number/Barcode: 07401-0629

    Category Name: Fall Edit

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Cute Plaid Woven Cropped Shacket

    Cozy cute will be your fall vibe in this adorable plaid woven shacket featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, and large buttoned chest pockets. The cropped relaxed fit is perf for layering over a basic tee and styling with high-rise jeans.

    Fit & Features

    • Plaid woven fabric with no stretch
    • Collared
    • Long sleeves with single button detail
    • Button-down front
    • Large buttoned chest pockets
    • Cropped relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1859

    Category Name: Fall Edit

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Fab Knit Mini Dress

    You'll be simply too fab in this hot little mini! The dress features a sleeveless bodice, bungee spaghetti straps, a square neck and back, and a short, curve-hugging fit. The double-lined knit fabric offers plenty of stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0548

    Category Name: Fall Edit

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild West Glow Lace Up Mini Dress

    Giving rodeo-ready meets it-girl chic. The faux suede finish and lace-up front serve sultry vibes that work from concerts to bachelorette trips to the country!

    Fit & Features

    • Micro faux suede fabric
    • Halter V-neckline
    • Front lace-up bust design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000313

    Category Name: Fall Edit

    Price: $49.90

    Availability: In Stock

    Available Color: COGNAC

    Available Size: XXS, XS, S, M, L

  • Chic In The Wild Cheetah Print Flared Mesh Pants

    Look chic in the wild in these cheetah print flare mesh pants designed in a semi-sheer look with a mid-rise waist and hip-hugging fit that flatters your figure. Pair with an oversized jacket.

    Fit & Features

    • Partially lined mesh fabrication
    • Mid-rise waist
    • Built-in boy shorts
    • Flocked velvet cheetah print
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-2547

    Category Name: Fall Edit

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Faux Fur Jacket

    Layer up in a basic faux fur jacket this season to go with all your favorite plaid tops and high waist jeans. The jacket features a collared neckline, a zippered front, long sleeves with stretchy ribbed cuffs, and a cropped fit with a stretchy ribbed hem. The jacket is composed of a lined faux fur jacket that offers a relaxed fit with minimal stretch.

    Fit & Features

    • Collared neckline
    • Zippered front
    • Long sleeves with ribbed cuff
    • Side pockets
    • Cropped hem
    • Faux fur fabric

    Style Number/Barcode: 06201-0123

    Category Name: Fall Edit

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Vibes Ribbed Knit High Slit Maxi Dress

    This ribbed knit high slit maxi dress will bring elevated vibes to your casual basics! Crafted from a stretchy ribbed knit fabric, this maxi dress features a scoop neckline, long fitted sleeves, a long-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. Style with a faux leather jacket and knee-high boots for a casual-chic date night look!

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Long-length hem
    • Thigh-high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5342

    Category Name: Fall Edit

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Basics Surplice Sweater

    Wrap yourself in a chic sweater that is perfect for a casual day out! The sweater features a wrap V-neckline, long sleeves, and a mid-length. Complete look with high waist jeans and ankle booties.

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Mid-length
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0780

    Category Name: Fall Edit

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Look Pointed Toe Buckle Slingback Flats

    On the go? Slip on these faux leather flats for a trendy look that's always effortless! They feature a closed pointed toe, dual grommet buckle accent straps for an edgy flair, and an open ankle with a strap. Complete the look with sunglasses for any plans!

    Fit & Features

    • Closed pointed-toe
    • Dual grommet buckle accent straps
    • Open ankle with strap
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0102

    Category Name: Fall Edit

    Price: $15.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfort Zone Plaid Collared Duster

    Look stylish through the chill in this cozy plaid duster featuring long sleeves and a collared neckline with front pockets. The soft nylon-knit fabric offers a moderate stretch. Perfect for styling with a hat and booties.

    Fit & Features

    • Long sleeves
    • Collared neckline
    • Front pockets
    • Plaid pattern
    • Duster length hem
    • Soft nylon-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1201

    Category Name: Fall Edit

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Adorable Pose High-Rise Plaid Mini Skort

    A plaid mini skort features a flattering high-rise waist and bodycon silhouette. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, smooth knit stretchy fabric, shorts lining
    • High-rise waist
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1207

    Category Name: Fall Edit

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rebel Chic Buckle Kitten Heels

    These aren’t your average heels—pointed toes, edgy grommet straps, and bold buckle details bring instant attitude. Perfect for taking your outfit from low-key to don’t mess with me in one step.

    Fit & Features

    • Kitten heel
    • Closed pointed toe with buckled strap
    • Thin grommet-embellished strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000530

    Category Name: Fall Edit

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • High Tea Chiffon Tiered Skater Dress

    This chiffon skater dress is cute as can be for high tea at noon! Look and feel classy in the ruffle mock neck, long peasant sleeves adorning the pleated waist, and tiered ruffled skater skirt. Complete the look in duster earrings.

    Fit & Features

    • Ruffle mock neck, long peasant sleeves
    • Pleated waist
    • Tiered ruffle skater skirt
    • Back zipper closure
    • Chiffon fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1532

    Category Name: Fall Edit

    Price: $5.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Style Ribbed Knit Oversized Sweater

    Comfy and cozy, this ribbed knit sweater features a mock neckline, long dolman-style sleeves, short side slit accents, and the perfect oversized fit. Pair with biker shorts for a casual look, or a faux leather mini skirt for a dressier vibe.

    Fit & Features

    • Cotton-blend ribbed knit fabric, moderate stretch
    • Mock neckline
    • Long dolman sleeves
    • Short side slits
    • Oversized fit

    Style Number/Barcode: 06005-2206

    Category Name: Fall Edit

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Staple Bodycon Mini Dress

    This chic mini dress is an elevated staple! It features a sleeveless mock neckline, tank shoulder straps, and a mini-length, form-hugging, bodycon silhouette. Style with strappy mules and a cute handbag.

    Fit & Features

    • Sleeveless mock neckline
    • Tank shoulder straps
    • Mini-length hem
    • Bodycon silhouette
    • Brushed knit fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4663

    Category Name: Fall Edit

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Side To Side Ribbed Knit Crop Top

    Werk your stylish look in every angle with this side tie ribbed knit crop top! Paired with a mini skirt or denim, you'll have a dream 'fit!

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cropped
    • Drawstrings at each hem
    • Ribbed knit fabric
    • Plenty of stretch
    • Form hugging fit

    Style Number/Barcode: 06002-0457

    Category Name: Fall Edit

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Staple Over-The-Knee Boots

    You can never go wrong with this over-the-knee boot perfect for day-to-night! It features an almond toe, flat sole, faux suede material, and a pull-on/off styling. Complete the look with a mini skirt and sweater.

    Fit & Features

    • Almond toe
    • Flat sole
    • Over-the-knee fit
    • Faux suede material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07402-0722

    Category Name: Fall Edit

    Price: $16.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale