Women's Shorts

Discover our sophisticated collection of women's shorts – a true wardrobe essential. Whether you're seeking a chic layered look or the perfect outfit for a night out, we offer a wide array of styles – all designed to ensure your comfort, while providing an appealing aesthetic. Our diverse range includes everything from dressy, and high-rise denim, to biker shorts for a sporty vibe. The variety of fabrics and fits seamlessly style with any 'fit or aesthetic.

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Women’s Shorts For Fall & Winter That Stay On-Trend

Windsor’s collection of women’s shorts offers versatile styles perfect for the cooler months. From cozy faux suede shorts paired with sweaters for fall festivals to edgy faux leather shorts that shine at winter events, these pieces can elevate any outfit.

For a casual yet chic look, style high-waist jean shorts with boots or opt for tie-waist shorts for a more polished ensemble. Women's skorts offer the perfect blend of style and functionality, combining the chic appearance of a skirt with the comfort and practicality of shorts, making them ideal for both casual outings and active days.

Discover the perfect women's bottoms for your seasonal happenings with women's shorts for your fall and winter wardrobe at Windsor.

  • Preppy Glam Strapless Pleated Plaid Romper

    Fit & Features

    • Woven knit fabric with moderate stretch
    • Checkered plaid print
    • Strapless sweetheart neckline, velvet mini bow accented trim at bust
    • Drop waist seam
    • Pleated mini skirt overlay, hidden shorts
    • Romper in size small is 24" top hem to bottom hem with an 8.5" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1220

    Category Name: Women's Shorts

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Chic Occasion Satin Collared Button-Down Romper

    Make your next party a chic occasion in this silky sleek satin romper! It features a collared neckline, short sleeves, a button-down front, buttoned chest pockets, a cinched waist with a faux tie-front design, front pockets, and relaxed-fitting shorts. The smooth satin woven fabric gives off a stunning sheen to amp up the chic factor. Style with a chunky chain-link necklace and clear mules.

    Fit & Features

    • Collared neckline, short sleeves
    • Button-down front
    • Dual buttoned chest pockets
    • Cinched high waist, faux tie-front
    • Dual front pockets, relaxed-fitting shorts
    • Silky satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0334

    Category Name: Women's Shorts

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrap It Up High-Rise Faux Suede Mini Skort

    This high-rise mini skort with a front wrap tie adds a touch of trendiness. The faux suede perfectly hugs your curves, while the shorts lining provide comfort and coverage. 

    Fit & Features

    • Faux suede material
    • High-rise waist
    • Front wrap tie, side zipper and hook-eye closure
    • Mini-length silhouette
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0510

    Category Name: Women's Shorts

    Price: $36.90

    Availability: In Stock

    Available Color: BROWN

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

  • Gem Of The Sea Faux Pearl Denim Shorts

    These statement denim shorts are truly the gem of the sea! They feature a flattering high-rise waist, front distressed accents and faux pearl embellishments, and a raw frayed cut-off hem with distressing. The jean shorts are composed of non-stretch medium wash denim with a color fade effect. Complete the look in a satin tie-front top for an haute night on the town!

    Fit & Features

    • High-rise waist
    • Front distressed and faux pearl embellishments
    • Raw frayed cut-off hem, distressing, slim, curve-hugging fit
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim fabric, no stretch, color fade effect
    • Runs true to size

    Style Number/Barcode: 06603-0326

    Category Name: Women's Shorts

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy In Plaid Belted And Pleated Skort

    This preppy plaid woven skort features a high-rise belted waist and a mini-length pleated A-line overlay with fitted knit shorts for coverage. Style with a cropped cardigan and sneakers.

    Fit & Features

    • Plaid printed woven fabric, minimal stretch
    • High-rise belted waist
    • Hidden side zipper with hook-eye closure
    • Mini-length pleated A-line overlay
    • Fitted knit shorts
    • Skort in size small has a 7" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0515

    Category Name: Women's Shorts

    Price: $26.90

    Availability: In Stock

    Available Color: BROWN

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

  • Cool-Girl Vibes Faux Leather Wrap Skort

    Give off those cool-girl vibes in this sleek faux leather wrap skort! It features a high-rise waist, a wrap-front overlay with pleated detailing, and fitted shorts. The smooth faux leather fabric offers a moderate stretch. Style this skort with a chic corset top and ankle booties.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Wrap-front overlay, pleating
    • Fitted shorts
    • Smooth faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06403-0244

    Category Name: Women's Shorts

    Price: $22.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Style In Check Utility Denim Romper

    Keep your style in check and looking fresh in this denim utility romper perfect for weekend road trips or exploring downtown! It features short sleeves, a collar neckline, front zipper closure, flap pockets, a belted waist with buckle closure, a short-length hem, and a form-hugging fit. Complete the look in trendy sandals.

    Fit & Features

    • Short sleeves, collar neckline
    • Front zipper closure
    • Belted waist, buckle closure, belt loop accents
    • Chest flap pockets
    • Short-length hem
    • Medium-wash denim fabric, moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0322

    Category Name: Women's Shorts

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Remy High-Rise Cuffed Shorts By Windsor Denim

    Let your legs out. These jean shorts by Windsor denim hug just right with plenty of stylish deets for flaunting all over social media! Featuring a flattering high-rise waist, front and back distressed accents, a cuffed fray hem, and a form-hugging fit. The shorts are composed of stretchy medium-wash denim with a color fade effect. Complete the look in trendy sandals.

    Fit & Features

    • High-rise waist
    • Front and back distressed accents
    • Cuffed fray hem, form-hugging fit
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, moderate stretch, color fade effect
    • Runs true to size

    Style Number/Barcode: 06603-0303

    Category Name: Women's Shorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Totally Fab Belted Plaid Pleated Micro Skort

    Fit & Features

    • Woven knit fabrication
    • Belted waist accent
    • Pleated mini skirt overlay
    • Hidden shorts
    • Plaid 
    • Runs true to size

    Style Number/Barcode: 06403-0560

    Category Name: Women's Shorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

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

  • Sassy Look Sequin Leopard Print Hot Shorts

    Create a sassy look for your next night out in these leopard print hot shorts featuring a high-rise waist and a cheeky form-hugging fit. The all-over sequin embroidery adds a cool glam vibe to the sultry style.

    Fit & Features

    • Leopard print woven fabric with knit lining, plenty of stretch
    • All-over clear sequin embroidery
    • High-rise waist
    • Side zipper with hook-eye closure
    • Cheeky form-hugging fit
    • Shorts in size small have an 11" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0634

    Category Name: Women's Shorts

    Price: $34.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Cutest Agenda Buckle Plaid Mini Skort

    A plaid mini skort features a high-rise waist with trendy dual side faux leather buckle accents and a faux wrap skirt design that shapes the form-hugging fit. Perfect with boots for back-to-school styling. 

    Fit & Features

    • Plaid pattern, woven fabric, slight stretch
    • High-rise waist with dual side faux leather buckle accents
    • Faux wrap skirt design
    • Form-hugging mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0631

    Category Name: Women's Shorts

    Price: $34.90

    Availability: In Stock

    Available Color: BLK/WHT

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

  • Trendsetter Pleated Denim Cargo Mini Skort

    This denim mini skort features a high-rise fit, a trendy drop waist design, cargo side pockets, and a short pleated overlay with fitted shorts for coverage. Style with a cropped sweater and boots for the perfect fall 'fit!

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • High-rise fit with belt loops
    • Back zipper with hook-eye closure
    • Drop waist design, dual cargo side pockets
    • Mini-length pleated overlay, fitted shorts
    • Skort in size small has a 7.5" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0419

    Category Name: Women's Shorts

    Price: $34.90

    Availability: In Stock

    Available Color: KHAKI

    Available Size: XS, S, M, L

  • Popstar Diva Strapless Rhinestone Romper

    Radiate popstar diva energy in this fabulous rhinestone romper to get everyone starstruck over you! Showcasing a strapless straight-across neckline, a flawless form-hugging silhouette, and a short-length fitted hem with knit fabric embellished with countless rhinestones. Complete the look with hoop earrings and clear mules for a seamless chic night!

    Fit & Features

    • Rhinestone embellished knit fabric, moderate stretch
    • Strapless straight neckline with no-slip strip
    • Back zipper with hook and eye closure
    • High waist seam
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1241

    Category Name: Women's Shorts

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK-2, BLACK

    Available Size: XS, S, M, L

  • Plaid Moment Sleeveless Knit Romper

    Fit & Features

    • Woven knit fabrication
    • Sleeveless square neckline
    • Plaid print
    • Mini skirt length overlay
    • Dual side slits at skirt hem
    • Cheeky shorts
    • Runs true to size

    Style Number/Barcode: 06403-0627

    Category Name: Women's Shorts

    Price: $42.90

    Availability: In Stock

    Available Color: BLK/WHT

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

  • 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
    • Runs true to size

    Style Number/Barcode: 06303-0282

    Category Name: Women's Shorts

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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: Women's Shorts

    Price: $36.90

    Availability: In Stock

    Available Color: MAUVE, OLIVE

    Available Size: XS, S, M, L

  • 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
    • Mini-length overlay, side slit
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06303-0284

    Category Name: Women's Shorts

    Price: $32.90

    Availability: In Stock

    Available Color: MUSTARD

    Available Size: XS, S, M, L

  • Keep It Cool Mid-Rise Acid-Wash Denim Skort

    Capture cool vibes in this on-trend acid-wash denim skort! Designed with a cotton-blend denim fabric, the skort offers a moderate stretch. The flattering mid-rise waist leads to a mini-length overlay over hidden fitted shorts for coverage. The skort features a classic five-pocket and belt loop design and a hidden front zipper and button closure. Style with a graphic tee and combat boots for an edgy-chic concert look.

    Fit & Features

    • Acid wash cotton-blend denim fabric, moderate stretch
    • Mid-rise waist
    • Mini-length overlay, hidden fitted shorts
    • Five-pocket and belt loop design
    • Hidden front zipper, button closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0408

    Category Name: Women's Shorts

    Price: $34.90

    Availability: In Stock

    Available Color: TAUPE, BLACK

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Worth It Faux Leather Mini Skort

    Babe, this faux leather mini skort is totally worth it! Featuring a sleek mid-rise waist, a front skirt overlay with a ruched seam, a bodycon silhouette, and shorts lining. Style with a best-selling corset top and heels to complete the look for a night out! 

    Fit & Features

    • Mid-rise waist
    • Back zipper and hook-eye closure
    • Front skirt overlay, ruched seam
    • Bodycon silhouette
    • Mini-length, shorts lining
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0448

    Category Name: Women's Shorts

    Price: $36.90

    Availability: In Stock

    Available Color: PINK, BLACK, BROWN

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

  • Western Chic Ponte Knit Fringe Romper

    Fit & Features

    • Ponte knit fabric with moderate stretch
    • Strapless square neckline, elastic band
    • Western-inspired etched buckle accent
    • Mini skirt overlay, fringe hem
    • Fitted shorts
    • Romper in size small is 22" top hem to bottom hem with a 7" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1203

    Category Name: Women's Shorts

    Price: $10.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Adventurous Girlie Faux Suede Shorts

    Serve adventurous girlie vibes this Halloween in these faux suede shorts! They feature a high-rise waist, dual front and back pockets, and a cheeky cuffed hem with a form-hugging fit. Complete your costume with the tie-front top, aviator sunglasses, cowgirl hat, and boots!

    Fit & Features

    • Faux suede fabric with moderate stretch
    • High-rise waist
    • Belt loops, hidden front zipper with snap button closure
    • Dual front and back pockets
    • Cheeky cuffed hem, form-hugging fit
    • Shorts in size small have a 10" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0528

    Category Name: Women's Shorts

    Price: $13.00 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAN

    Available Size: XS, S, M, L

  • Flirty Perfection Ruffled Floral Chiffon Skort

    A floral chiffon skort features a flattering high-rise waist with a side tie for trendiness and a faux wrap ruffled mini-length hem. Perfect for styling with a basic top and boots.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit shorts lining
    • High-rise waist with side tie
    • Form-hugging fit
    • Faux wrap ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0571

    Category Name: Women's Shorts

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

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

  • 50s Icon Halter Plunge Neck Skater Romper

    Chanel a popular 50s iconic look in this halter plunge skater romper perfect for themed parties or summer holidays! With a flattering halter neckline and charming tie closure, this romper will create a stunning silhouette. The skater shape and short hem add to its playful appeal. Complete the look with hoop earrings.

    Fit & Features

    • Smooth cotton-blend knit fabric, moderate stretch
    • Halter plunge neckline, tie closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1158

    Category Name: Women's Shorts

    Price: $44.90

    Availability: In Stock

    Available Color: WHITE, BLACK

    Available Size: M, L, XS, S

  • Star Cheerleader Three-Piece Costume Set

    Channel an iconic star cheerleader for Halloween in this sexy three-piece costume set! It features a tie-front crop top with a collared V-neckline and long sleeves, a cropped fringe vest with embroidered star appliques, and low-rise hot shorts with a star applique buckle belt. Complete your costume with cowboy boots!

    Fit & Features

    • Three-piece set
    • Tie-front smooth knit crop top, collared V-neckline, long sleeves with tapered hems
    • Sleeveless cropped smooth woven vest, embroidered star appliques, fringe trim
    • Low-rise cheeky knit shorts, removable buckle belt with embroidered star appliques
    • Shorts in size extra small/small have a 7" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1237

    Category Name: Women's Shorts

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale