Fall Edit
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
HomeFall Edit

Product Recommendations
STYLE SPOTLIGHT
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.
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Runway Ready Under-The-Knee Scrunch Boots
Walk tall in these fashionable under-the-knee scrunch boots. With a block heel and chic scrunch detailing, these faux microsuede beauties are your new go-to for effortless style.
Fit & Features
- Block heel
- Under-the-knee fit
- Closed pointed-toe
- Scrunch detailing
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07402-1043
Category Name: Fall Edit
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Strolls New York Denim Jeans
Serving laidback cool with a side of street cred—these jeans bring the vibe. The relaxed, wide leg fit and bold New York embroidery at the back that makes heads turn.
Fit & Features
- Medium wash denim fabric
- Mid-rise waist
- Embroidered "New York" across the back
- Wide-leg fit
- Front button closure, belt loops
- Five-pocket styling
- Runs true to size
Style Number/Barcode: 06602-000061
Category Name: Fall Edit
Price: $49.90
Availability: In Stock
Available Color: MED, DENIM
Available Size: XS, S, M, L
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Simply Perfect Knit Mini Dress
Get a simply perfect 'fit with this basic knit mini dress! With its fitted long sleeves and curve-hugging silhouette, this stretchy knit dress is oh-so-flattering. A definite for your next date night, keep it casual with a pair of chunky sneakers or glam it up with some bold block heels.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Short, form-hugging fit
- Ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06002-0519
Category Name: Fall Edit
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cuddly Cozy Eyelash Knit Sweater Bolero
Fit & Features
- Open eyelash knit fabric
- Long dolman sleeves
- Open front
- Ultra-cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2133
Category Name: Fall Edit
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty In Plaid Woven Mini Skirt
Get an effortlessly pretty look in this trendy plaid woven mini skirt! With its flattering high rise waist and chic side slit, this skirt is a must for a casual date night out. Pair with a cute top and layer on a leather jacket.
Fit & Features
- High rise waist
- Hidden back zipper closure
- Small side slit
- Short, curve-hugging fit
- Plaid print
- Woven fabric
Style Number/Barcode: 06401-0251
Category Name: Fall Edit
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Choice Plaid Faux Suede Blazer
A chic plaid faux suede blazer fit for a preppy girlie like you! Layer on this essential blazer in the perfect relaxed fit for comfort and a stylish look.
Fit & Features
- Plaid faux suede fabric, moderate stretch
- Lapel collar
- Long sleeves
- Dual faux front pockets
- Long-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1947
Category Name: Fall Edit
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Zipped Jacket
It's all in the zipper details! This moto jacket is a must for a chic and sleek vibe. Layer this jacket for a night out with the squad. The jacket features an asymmetrical zipper front, small zippered pockets, zipper details on the shoulder, a cropped, form-hugging fit, and is composed of faux leather fabric. Complete your look with high waist denim jeans and sleek hoops.
Fit & Features
- Asymmetrical zip front
- Zipper details along the shoulders
- Small zipper pockets
- Cropped silhouette, form-hugging fit
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-3077
Category Name: Fall Edit
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casually Cool Mid-Rise Cargo Mini Skirt
Effortlessly rock this mid-rise cargo mini skirt. With a form-hugging fit, belt loops, and plenty of pockets, this cotton-blend skirt is your go-to for chic, laid-back vibes.
Fit & Features
- Cotton-blend woven fabric, minimal stretch
- Mid-rise waist, belt loops
- Hidden front zipper with button closure
- Dual front pockets, dual faux back flap pockets
- Dual side cargo flap pockets
- Mini-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-0239
Category Name: Fall Edit
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basic Ribbed Knit High Slit Midi Dress
Channel effortless style while looking chic in a knit dress! The dress features a mock neck, long sleeves, an asymmetrical high side slit, and a midi-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with ankle booties and a moto jacket.
Fit & Features
- Mock neck
- Long fitted sleeves
- Asymmetrical high side slit
- Midi-length silhouette
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1174
Category Name: Fall Edit
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Street Edge Belted Denim Mini Skort
Low-rise looks are back and bolder than ever—this belted denim skort is basically built for your weekend lineup. The contrast stitching and mini fit give it that perfect mix of retro and now.
Fit & Features
- Denim fabric, contrast stitching
- Mid-rise belted waist
- Front pockets
- Form-hugging fit
- Mini skirt overlay, shorts lining
- Runs true to size
Style Number/Barcode: 06603-000083
Category Name: Fall Edit
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
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Preppy Appeal Pleated Plaid Skort
Fit & Features
- Woven knit fabrication
- High-rise waist
- Checkered plaid pattern
- Double buckle accent at waist
- Pleated mini skirt overlay
- Hidden shorts
- Runs true to size
Style Number/Barcode: 06503-1251
Category Name: Fall Edit
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitter Rhinestone Platform Stiletto Heels
Bring the dazzle in heels that bring the luxe and glamour. The heels feature mini rhinestones throughout, an adjustable ankle strap, an open toe with a single strap and a sleek stiletto heel. Complete your look with a heat stone dress and rhinestone earrings.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Wide platform
- Rhinestones
- Open almond toe with a single strap over the toe
- Stiletto heel
- Composed of a glitter mesh material
Style Number/Barcode: 07401-2334
Category Name: Fall Edit
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slay The Scene Under-The-Knee Block Heel Boots
Fit & Features
- 3” stacked block heel, 8” leg opening,14” shaft height
- Half faux leather, half faux suede material
- Pointed toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1075
Category Name: Fall Edit
Price: $48.90
Availability: Out of Stock
Product Badge:- Ships Free
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Feeling Fierce Leopard Print Denim Shacket
Fit & Features
- Leopard-printed denim fabric
- Collared neckline
- Chest pockets
- Button-down closure
- Long sleeves with single-button cuff
- Oversized fit
Shop Matching Mini Skirt: Feeling Fierce Leopard Print Denim Mini Skirt
Style Number/Barcode: 06203-0566
Category Name: Fall Edit
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Strides Faux Leather Under-The-Knee Boots
Fit & Features
- Block heel
- Faux leather material
- Under-the-knee fit
- Inner zipper closure
- Crinkle detailing
- Closed almond toe
- Runs true to size
Style Number/Barcode: 07402-1114
Category Name: Fall Edit
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Over-The-Knee Socks
Add a touch of sexiness to your look with these classic over-the-knee socks! They hit right above the knee for a chic look. Pair them with your fave mini skirt and lace-up heeled booties.
Fit & Features
- Knit fabric
- Hit right above the knee
Style Number/Barcode: 07306-0064
Category Name: Fall Edit
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strut In Style Slouched Under-The-Knee Boots
Conquer the scene in these under-the-knee boots. With a chic slouched design, pointed toe, and comfy block heel, these boots are your go-to for effortless glam.
Fit & Features
- 3” block heel, 8” leg opening, 15” shaft height
- Faux suede material
- Under-the-knee height
- Pointed toe
- Slouched design, pull tabs
- Partial inner zipper closure
- Comes in Black, Brown, and Leopard Print
- Runs true to size
Style Number/Barcode: 07402-1076
Category Name: Fall Edit
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Chic Mock Neck Sweater Dress
This classic chic sweater dress is perfect for styling up or down this winter season. It features an on-trend mock neckline, long fitted sleeves, a short, curve-hugging silhouette, and a front slit accent. The knit fabric offers plenty of stretch. Pair with knee-high boots and sleek hoops.
Fit & Features
- Ribbed mock neckline
- Long fitted sleeves
- Mini-length hem, front slit
- Curve-hugging silhouette
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1616
Category Name: Fall Edit
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fray Days Long Denim Jacket
Go for fray to complete your ensemble! This must-have denim jacket features a collared neckline, long cuffed sleeves, a complete button-down front, two small chest pockets, side pockets, heavy distressed detailing throughout, and a frayed hemline. The jacket is composed of a light wash unlined denim fabric that offers a relaxed fit with minimal stretch. Style with lace-up combat boots.
Fit & Features
- Collared neckline
- Long cuffed sleeves
- Button-down front
- Buttoned chest pockets
- Side pockets
- Distressed detailing, frayed hemline
- Light wash unlined denim fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06203-0410
Category Name: Fall Edit
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fab Slouched Over-The-Knee Boots
Level up your look with these over-the-knee boots. Featuring a chic pointed toe, stacked block heel, and slouched faux suede design. Perfect for strutting your stuff!
Fit & Features
- Stacked block heel
- Faux suede material
- Over-the-knee height
- Pointed toe
- Slouched design
- Partial inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1117
Category Name: Fall Edit
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty In Polka Dot Smocked Top
You'll look as pretty as ever in this polka dot crop! The top features sheer organza sleeves with elastic banded hems and a stretchy smocked top with a square neck and a sheer back. Garment offers plenty of stretch and a form hugging fit.
Style Number/Barcode: 06003-0602
Category Name: Fall Edit
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adorably Chic Polka Dot Slingback Stiletto Heels
Chic vibes alert! Rock the adorably chic polka dot slingback stiletto heels with a sheer mesh pattern and cute bow accent. Adjustable strap and cushioned insole for ultimate comfort.
Fit & Features
- Stiletto heel
- Adjustable slingback strap
- Closed pointed-toe
- Sheer mesh polka dot pattern
- Small bow accent
- Faux leather insole
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5077
Category Name: Fall Edit
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Hook Up Faux Leather Corset Top
Get hooked to this edgy top for your next night out outfit! The top features a sleeveless square neckline, tank-like straps, and a corset-like bodice with a hook and eye fasten closure. The top is composed of a faux leather fabric that offers a form-hugging fit with a slight stretch. Complete look with high waist leggings.
Fit & Features
- Sleeveless square neckline
- Tank-like straps
- Corset-like bodice
- Cropped hem
- Lined faux leather fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1107
Category Name: Fall Edit
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Cutie Woven Cropped Shacket
Fit & Features
- Plaid woven fabric, no stretch
- Collared neckline
- Long sleeves with single-button detail
- Zip-front
- Chest pockets
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-1919
Category Name: Fall Edit
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale