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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.

  • Strap In Luxe Stiletto Heels

    Sharp, sleek, and totally unstoppable—these stiletto heels are the definition of glam power moves. With a chic ankle strap and gold buckle accents, they’re your go-to for a polished finish with a bold edge.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Hardware buckle strap accent
    • Adjustable ankle strap, buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000316

    Category Name: Fall Edit

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

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

  • Preppy Plaid Faux Suede Blazer

    Give your look a preppy vibe in this chic plaid faux suede blazer! It features a collar, three-quarter-length cuffed sleeves, an open front, and a tapered fit. Pair this blazer with your fave basic mini dress for a dressy work from home or office 'fit.

    Fit & Features

    • Lapel collar
    • Three-quarter-length cuffed sleeves
    • Open front
    • Faux front pockets
    • Tapered fit
    • Faux suede fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06204-0726

    Category Name: Fall Edit

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wifey Baseball Cap

    Accessorize your bachelorette weekend 'fits with this adorable baseball cap featuring an embroidered script that reads "Wifey." Style with a white mini dress and sneakers!

    Fit & Features

    • Round top
    • Curved brim
    • Embroidered script reading, "Wifey"
    • Back adjustable strap with metal buckle detail

    Style Number/Barcode: 07302-1735

    Category Name: Fall Edit

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Ribbed Knit Cropped Halter Top

    Keep it cute and basic with a cropped halter top that is perf for keeping it casual. The top features a halter neck with a V-neck bust, a partially open back, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit. Complete look with the matching cardigan and sneakers

    Shop Matching Cardigan: Basic Ribbed Knit Cropped Cardigan

    Fit & Features

    • Halter V-neckline
    • Partially open back
    • Cropped hem
    • Ribbed knit fabric
    • Form-hugging fit
    • Matching cardigan sold separately 

    Style Number/Barcode: 06005-0940

    Category Name: Fall Edit

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Darling Allure Drop Waist Bubble Hem Woven Skort

    The woven skort features a trendy drop waist silhouette with an elastic bubble hem for that adorable flared-out look layered over knit shorts. Style with a corset top and strappy mules to give off a darling allure.

    Fit & Features

    • Structured woven fabric with stretchy knit lining
    • Drop waist silhouette
    • Side zipper with hook-eye closure
    • Elastic bubble hem
    • Knit shorts lining
    • Skort in size small has an 11" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0579

    Category Name: Fall Edit

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Stripes Paperbag Pants
    The silhouette of the season gets a summer upgrade in a chic royal blue and white stripe. Team these skinnies with your fave crop or bodysuit. Pants feature a paperbag-style high waist with an attached front tie, back zip, and a slim, tapered leg. Pants are made from a lightweight, densely woven material with moderate stretch.

    Style Number/Barcode: 06402-0025

    Category Name: Fall Edit

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Instinct Leopard Print Flats

    Give your look a trendy touch in these leopard print flats perfect for styling with dresses and your favorite bottoms.

    Fit & Features

    • Flat insole
    • Faux microsuede material 
    • Closed almond toe
    • Single strap with adjustable buckle
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07405-0204

    Category Name: Fall Edit

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Reusable Face Mask

    Stay safe baby girl in this face mask that won’t clash with your fit. The basic face mask features a breathable knit material and earloops for a comfortable fit. 

    Fit & Features

    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0116

    Category Name: Fall Edit

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Moment Faux Pearl Layered Necklace

    You'll always give off luxe vibes in this layered necklace featuring a faux pearl layer and a dainty chain layer with a faux pearl charm and lobster clasp closure. Complete the look in a short dress for any plans!

    Fit & Features

    • Faux pearl layer
    • Dainty chain layer with a faux pearl charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-1843

    Category Name: Fall Edit

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Vibes Faux Leather Baseball Cap

    The perfect faux leather baseball cap to get those chic vibes! Pair with a crop tee and jeans.

    Fit & Features

    • Faux leather material
    • Curved-brim
    • Traditional baseball-cap design
    • Adjustable back closure with metal hardware

    Style Number/Barcode: 07302-1695

    Category Name: Fall Edit

    Price: $2.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Long Sleeve Bodysuit

    Get an adorably chic look in this simple yet stylish bodysuit! It features a sweetheart neckline, long fitted sleeves, and a form-hugging fit. Pair this bodysuit with a plaid mini skirt for a brunch date with the girls!

    Fit & Features

    • Sweetheart neckline
    • Long fitted sleeves
    • Ribbed sweater knit fabric
    • Form-hugging fit

    Style Number/Barcode: 06005-0842

    Category Name: Fall Edit

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spice It Up Cutout Midi Dress

    Serving sultry vibes with zero effort required. This knit midi hugs in all the right places with a bold cutout back and leg slit that was made for double takes.

    Fit & Features

    • Textured knit fabric with stretch
    • V-neckline, tank shoulder straps
    • Open back cutout with racer strap detail
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000109

    Category Name: Fall Edit

    Price: $46.90

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M, L

  • Cutest In The West Faux Leather Cowboy Boots

    Yeehaw to these fun cowboy boots! With a stylish almond toe and stacked block heel, these under-the-knee shaft boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Complete the look in a denim romper for a concert, festival, or bachelorette.

    Fit & Features

    • 3.5" Stacked Block Heel
    • Almond toe
    • Under-the-knee shaft length
    • Western-inspired stitch patterns
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1017

    Category Name: Fall Edit

    Price: $50.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutest Quality Pink Bow Baseball Cap

    Enhance your cute self in this baseball cap featuring a wide brim, an embroidered mini bow, and an adjustable back strap for a snug fit. Complete the look with platform sneakers for a casual plan.

    Fit & Features

    • Wide brim
    • Embroidered mini bow
    • Adjustable back strap

    Style Number/Barcode: 07302-1666

    Category Name: Fall Edit

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delicate Glam Rhinestone And Clear Stone Necklace

    Fit & Features

    • Dainty chain link
    • Mini rhinestones
    • Mini clear stones
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1962

    Category Name: Fall Edit

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good Time Twill Cargo Joggers

    Have a good time exploring in these edgy twill cargo joggers! They feature an elasticized, high-rise drawstring waist, six functional pockets, back faux pockets with snap-button closure, a relaxed fit, and elasticized cuffs. Complete the look in a long sleeve crop top

    Fit & Features

    • Elasticized, high-rise drawstring waist
    • Six functional pockets, back faux pockets with button closure
    • Relaxed fit silhouette
    • "GOOD TIME" lanyard charm
    • Elasticized cuffs
    • Twill woven non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06302-0753

    Category Name: Fall Edit

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Fave Mid-Rise Pleated Skater Skort

    A stylish mid-rise skort designed with a pleated skater skirt overlay for an adorable touch and fitted woven shorts to give coverage. Pair with knee-high boots.

    Fit & Features

    • Cotton fabric with no stretch
    • Mid-rise waist
    • Hidden side zipper
    • Pleated skater skirt overlay
    • Fitted woven shorts
    • Skort in size small has a 6" front rise with a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0273

    Category Name: Fall Edit

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes on You Mesh Crop Top

    When you rock this crop top, everyone will be looking your way! The mesh crop top is a perfect night-out top with its sheer unlined mesh back and daring cross-front design to create a flattering V-neck illusion. Style it with a mini skirt and heels for a club night with the girls.

    Fits & Features

    • Sheer unlined back 
    • Long mesh sleeve
    • Cross front detail
    • Crew neckline
    • Relaxed fit
    • Moderate stretch 

     

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2689

    Category Name: Fall Edit

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pickleball Social Club Baseball Cap

    Sport your favorite activity wearing this pickleball social club baseball cap featuring a vintage-like wash and an adjustable back strap to get a snug fit. Pair with a tennis skort.

    Fit & Features

    • Two-tone design
    • Round top
    • Curved brim
    • Vintage-like wash
    • Embroidered script reading "Pickleball Social Club" 
    • Two pickleball paddles graphic
    • Adjustable back strap with metal buckle

    Style Number/Barcode: 07302-1722

    Category Name: Fall Edit

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Belted Cargo Joggers

    Keep your look trendy in these of the moment belted cargo joggers! They feature a flattering high-rise fit with a cool buckle belt detail and cargo-style pockets. Pair with a simple bodysuit and accessorize with some chunky gold hoop earrings for that casual chic vibe.

    Fit & Features

    • High-rise waist
    • Buckle belt
    • Cargo-style side pockets
    • Jogger hem with button detailing
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0158

    Category Name: Fall Edit

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Untamed Chic Leopard Print Pointy Flats

    Fit & Features

    • Flat insole
    • Pointy toe
    • Leopard print
    • Open slingback design
    • Runs true to size

    Style Number/Barcode: 07405-0207

    Category Name: Fall Edit

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Crew Neck Cropped Knit Sweater

    Keep it basic in a cozy knit sweater to create a chic outfit! The sweater features a crew neckline, long sleeves, and a cropped hem. Complete look with high waist jeans

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem 
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0726

    Category Name: Fall Edit

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laced In Love Corset Mini Dress

    She’s giving drama, curves, and just the right amount of trouble. This corset mini dress hugs you in all the right places with a flirty ruffle that finishes the look with a wink.

    Fit & Features

    • Lace fabric, stretchy knit lining
    • Strapless sweetheart neckline
    • Built-in underwire padded but
    • Corset bodice, flexible boning, back zipper and hook-eye closure
    • Form-hugging fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000256

    Category Name: Fall Edit

    Price: $46.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

  • Chic Vibes Corduroy Baseball Cap

    This corduroy baseball cap will give you all sorts of chic vibes! Style with a crop top and jeans.

    Fit & Features

    • Corduroy material
    • Baseball cap design
    • Curved brim
    • Adjustable back with metal hardware

    Style Number/Barcode: 07302-1738

    Category Name: Fall Edit

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale