$20 & Under Sale

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Unveil the Magic of Windsor's $20 and Under Sale – Hot Deals on Must-Have Dresses & Clothing!

Looking to elevate your wardrobe affordably? Search no further than Windsor's spectacular $20 and under sale, where chic meets affordability! This fashion sale is the perfect opportunity to update your wardrobe with stylish pieces that won't break the bank. Discover a curated selection of $20 sale clothing that includes affordable dresses for any occasion, from weddings and cocktail hours to summer parties.

Featured $20 and Under Deals:

Elegant Dresses: Find the perfect dress for formals, birthdays, or date nights without overspending. Our collection features stunning styles that make a statement.

Summer Party Dresses: Stay cool and fashionable with our range of dresses designed for summer parties and casual gatherings. Light, breezy, and effortlessly chic!

Versatile Wardrobe Staples: Whether you're dressing up or down, our affordable tops and bottoms offer versatility and style for any event.

Why You'll Love Our $20 Deals

  • Capture unbeatable prices on current trends featuring high-quality, fashionable pieces at prices you’ll adore.
  • Brag about getting something new with fresh updates and how you always have exciting pieces to discover that won't break the bank.
  • Come back to get limited-time offers: These hot deals won’t last long – make sure you snag your favorites before they're gone!

At Windsor, we believe that everyone deserves to look and feel fabulous without overspending. Our $20 and under sale is designed to bring you the best in trendy fashions at incredible prices. From elegant wedding guest dresses to fun and flirty summer party outfits, you'll find everything you need to stay stylish this season. Capture more savings and shop the full collection of affordable women's apparel!

Don’t miss out on these unbeatable $20 deals. With new styles added regularly, there's always a fresh find waiting for you. Shop now and discover the joy of Windsor fashion sale – stylish, affordable, and simply irresistible.

  • Built To Stomp Faux Leather Lug Boots

    Heavy step energy, but make it styled. These faux leather chunky lug boots bring instant edge with a sleek under-the-knee fit that levels up denim, minis, and oversized layers alike.

    Fit & Features

    • 2.5" Block heel
    • Round toe silhouette, inner zipper closure
    • Under-the-knee length fit
    • Chunky lug traction sole
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000111

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Charm Drop Cross Charm Anklet

    Anklet season just got upgraded. This multi-cross statement anklet features layered cross charms that catch the light with every step, making it the extra detail your heels and sandals were waiting for.

    Fit & Features

    • Polished metal material
    • Statement anklet silhouette
    • Multi cross charm accents
    • Lobster clasp closure

    Style Number/Barcode: 07003-000217

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Alexis Sequin Column Formal Dress

    Special Occasion

    Designed to feel polished with a touch of allure, the Alexis sequin column gown moves with understated drama from ceremony to after-party. A sleek strapless neckline pairs with a lace-up back and high side slit, creating a silhouette that feels refined, confident, and unforgettable.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin embroidered scroll pattern
    • Strapless straight-across neckline, no-slip strip, padded bust
    • Open lace-up back design, lower back zipper with hook-eye closure
    • High-cut side slit
    • Floor-length fitted column silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, big birthday events, formal milestone celebrations, fancy showers, gala events, cocktail parties, anniversary dinners, and upscale receptions.

    Style Number/Barcode: 05002-001193

    Category Name: $20 & Under Sale

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, L

    Product Badge:
    • Sale
  • Cowgirl Chic Western Buckle Bracelet

    Yeehaw but make it fashion. This Western buckle bracelet brings a little rodeo flair to your stack—perfect for concerts, road trips, or adding some country-cool to your everyday fits.

    Fit & Features

    • Western-style buckle accent
    • Wide chain design
    • Lightweight and comfortable
    • Lobster clasp closure

    Style Number/Barcode: 07003-000136

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out West Plans Cowboy Hat

    Boots on, plans pending—this is the vibe. This bandana print cowboy hat brings a soft statement feel that instantly pulls your whole look into its country era.

    Fit & Features

    • Bandana embossed pattern
    • Wide curved brim
    • Structured cowboy hat silhouette
    • Inner adjustable strings for a snug fit
    • Faux suede material

    Style Number/Barcode: 07302-000239

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Good To Skip Cutout Jumpsuit

    Yeah…this one’s getting noticed. This halter cutout jumpsuit snatches you in with a sleek fit and bold hoop details that hit from every angle—perfect for vacations, weekend plans, or nights out.

    Fit & Features

    • Slinky knit stretchy fabric
    • Halter neckline with tie straps
    • Cutout bodice with hoop inserts
    • Cutout back design
    • Wide-leg fit
    • Runs true to size

    Style Number/Barcode: 06502-000090

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Betty Sequin Strappy Mermaid Formal Dress

    Special Occasion

    Designed for nights that call for a little extra glow, the Betty balances refined glamour with a confident, sculpted silhouette. A luminous sequin pattern meets a strappy open tie back and a floor-length mermaid shape that moves beautifully with every step.

    Fit & Features

    • Sequin-embellished fabric, knit lining
    • Scoop neckline with spaghetti straps, padded bra cups
    • Form-hugging mermaid silhouette
    • Open back with adjustable strappy tie detail
    • Back zipper and hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Black tie galas, formal dances, birthdays, milestone celebrations, luxury venue events, red-carpet occasions

    Style Number/Barcode: 05002-001177

    Category Name: $20 & Under Sale

    Price: $119.90

    Availability: In Stock

    Available Color: RED, NAVY

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

    Product Badge:
    • Sale
  • Polished Plans Tweed Button-Down Vest

    Outfit already handled. This tweed button-down vest gives that structured, put-together feel with zero overthinking—perfect for brunch plans, desk days, or wherever you need to look like you planned ahead. Style with the matching mini skort.

    Shop Matching Bottoms: Polished Plans Tweed Mini Skort

    Fit & Features

    • Tweed woven fabric with metallic threading woven throughout, smooth woven lining, no stretch
    • Sleeveless crew neckline
    • Tank shoulder straps
    • Snap button-down front, short front slit
    • Dual faux front pockets
    • Mid-length hem, fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06204-000120

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: M, L

    Product Badge:
    • Sale
  • Kassie Beaded Sequin Floral Formal Dress

    Special Occasion

    Romantic with a refined edge, the Kassie floral beaded dress is designed for moments that call for quiet drama and lasting impressions. A V-neckline, shimmering beads and sequins, and a form-hugging silhouette create an elegant line that feels polished from every angle.

    Fit & Features

    • Sheer floral-printed mesh fabric with full-length knit lining, high stretch
    • All-over beaded and sequin embroidery
    • Sleeveless V-neckline, ruched center detail, padded bust
    • Spaghetti straps, open strappy back design for adjustable fit
    • Lower back zipper with hook-eye closure
    • Floor-length form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, wedding showers, engagement photoshoots, birthday celebrations, anniversaries, formal dances, galas, garden parties, and fancy baby showers.

    Style Number/Barcode: 05002-000681

    Category Name: $20 & Under Sale

    Price: $39.97 $169.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE, SAGE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Tailored Mood Crop Vest

    You didn’t overthink it, but it still looks like you did. This linen-like sleeveless crop vest features multi-button up front closures and faux pockets for that clean, tailored feel you can dress up or down.

    Fit & Features

    • Linen-like fabric, woven lining
    • Sleeveless
    • Multi-button up front closures
    • Faux pockets
    • Crop-length 
    • Runs true to size

    Style Number/Barcode: 06204-000157

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Steal The Scene Floral Sequin Bead Dress

    Steal the scene in this mini dress that radiates your sparkle in a floral sequin bead pattern while the bodycon fit sculpts your shape, perfect for standing out from any crowd.

    Fit & Features

    • Floral sequin bead embellished pattern
    • Mesh fabric, knit lining
    • Cowl halter neckline with tie straps
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-001091

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE, PINK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • After Hours Shine Textured Oval Statement Earrings

    The kind of shine that does the talking. These textured oval statement earrings bring bold shape and subtle movement that instantly levels up your look.

    Fit & Features

    • Textured metal construction with light-catching finish
    • Oversized oval statement silhouette
    • Post back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000287

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leslie Sequin Slit Formal Dress

    Special Occasion

    For evenings that call for undeniable glamour, the Leslie dress captures attention with effortless poise. Sequin embellished fabric pairs with a satin pleated sweetheart neckline and mermaid silhouette, while a high front slit and cutout back add a striking finish.

    Fit & Features

    • Sequin-embellished, mesh-lined fabric
    • Satin pleated sweetheart neckline
    • Sewn-in padded bra cups, adjustable spaghetti straps
    • Cutout back with hook strap closure, zipper with hook-eye closure
    • High front slit
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black tie weddings, elegant receptions, formal galas, balls, glamorous celebrations, anniversary dinners, engagement parties, dressy date nights, red carpet occasions

    Style Number/Barcode: 05002-001366

    Category Name: $20 & Under Sale

    Price: $39.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY, PINK

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

    Product Badge:
    • Sale
  • Kaelie Floral Sequin Open Back Mermaid Dress

    Special Occasion

    A showstopping silhouette, the Kaelie floral sequin mermaid dress shimmers with dimensional sequin florals that catch the light with every step. The sculpted mermaid silhouette and striking open back create a dramatic, red-carpet-ready moment that feels both glamorous and captivating.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, moderate stretch
    • Floral sequin embroidery
    • Sleeveless scoop neckline, padded bust
    • Sheer mesh inserts at the bodice, flexible boning
    • Spaghetti straps, open cross-back design, lower back zipper with hook-eye closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black-tie parties, galas, red-carpet events, formal birthday celebrations, and chic soirees.

    Style Number/Barcode: 05002-001367

    Category Name: $20 & Under Sale

    Price: $39.97 $139.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ROYAL

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Quiet Romance Lace Mini Dress

    Soft, feminine, and confidently put together. This lace mini dress features a flattering V neckline and bell sleeves that feel timeless but never boring—perfect for dinners, events, or anytime you want effortless polish.

    Fit & Features

    • Stretch lace-lined fabric
    • Fitted A line silhouette that defines the waist
    • V-neckline with delicate scalloped trim
    • Long bell sleeves with ruffled cuffs
    • Back zipper and hook-eye closure
    • Mini length ruffle hem
    • Runs true to size

    Style Number/Barcode: 05101-000935

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS

    Product Badge:
    • Sale
  • Confident Energy Faux Fur Bra Top

    Confident energy only. This faux fur bra top serves bold texture with a barely-there fit that’s made for night-out plans, festival 'fits, or layered under a leather jacket when you’re feeling fearless.

    Fit & Features

    • Faux fur fabric
    • Sleeveless triangle design
    • Halter tie-back spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Ultra-cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000272

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Mara Floral Print Beaded Sequin Mermaid Dress

    Special Occasion

    The Mara formal dress pairs a romantic floral print with shimmering beaded sequin embellishment in a sleek mermaid silhouette. The plunging V-neckline and sculpted waist create a striking, curve-skimming look that feels effortlessly glamorous from first entrance to final glance.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Large floral print down the silhouette
    • All-over beaded and clear sequin embroidery
    • Sleeveless V-neckline
    • Thin adjustable shoulder straps, hidden side zipper with hook-eye closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, birthday celebrations, engagement parties, bridal showers, rehearsal dinners, formal date nights, and dressed-up dinners.

    Style Number/Barcode: 05002-001106

    Category Name: $20 & Under Sale

    Price: $39.97 $169.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

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

    Product Badge:
    • Sale
  • Sunkissed Edge Snake Print Triangle Bikini Top

    A little wild, a lot confident. This snake print triangle bikini top features a sleek, minimal look with adjustable straps and a tie-back design that lets you customize the fit your way. Style with the matching bikini bottoms.

    Shop Matching Bottoms: Sunkissed Edge Snake Print Bikini Bottoms

    Fit & Features

    • Smooth stretch knit fabric
    • Snake print
    • Triangle design
    • Adjustable spaghetti straps
    • Open back, tie-back spaghetti straps
    • Runs true to size

    Style Number/Barcode: 07104-000023

    Category Name: $20 & Under Sale

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

    Available Size: S, M

    Product Badge:
    • Sale
  • Midnight Rebel Studded Mini Skirt

    Not your basic mini. This patchwork skirt features bold nailhead studs and curved panel detailing that brings just enough edge to your going-out lineup.

    Fit & Features

    • Faux leather fabric
    • Mid-rise waist
    • Studded patchwork design
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-000036

    Category Name: $20 & Under Sale

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • Easy Elegance Stone Beaded Thong Flat Sandals

    The kind of detail that makes a simple outfit feel finished. These flat sandals feature a stone-beaded Y-shaped thong strap with delicate trim, bringing just enough shine to elevate everyday looks and dressed-up plans.

    Fit & Features

    • Almond toe
    • Y-shaped thong strap with beaded stone embellishments
    • Adjustable ankle strap with buckle closure
    • Colored edge trim for detail
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000063

    Category Name: $20 & Under Sale

    Price: $12.97 $21.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAN

    Available Size: 5.5, 7.5, 8.5

    Product Badge:
    • Sale
  • Miley Satin High Low A-Line Formal Dress

    Special Occasion

    Designed for the kind of entrance that lingers, the Miley satin gown pairs a sculpted A-line silhouette with an embellished strapless corset bodice that catches the light with every step. The lace-up back adds a custom-fit feel, balancing structure and softness in a look that’s equal parts polished and unforgettable.

    Fit & Features

    • Stretch satin lined fabric
    • Strapless corset sheer bodice, embellished, flexible boning
    • Lace-up back, zipper and hook-eye closure
    • High-low A-line silhouette
    • Floor-length detail
    • Runs true to size

     

    Where to Wear:

    Prom, black tie weddings, spring galas, glamorous events, red-carpet occasions, big birthday events, elegant celebrations

    Style Number/Barcode: 05002-001416

    Category Name: $20 & Under Sale

    Price: $59.97 $139.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Western Attitude Buckle Strap Halter Skater Dress

    A little western attitude, styled the cool-girl way. This buckle strap halter skater dress features a stretchy ribbed knit fit with statement western buckles and a flirty skater silhouette that’s ready for concerts, nights out, and wherever the plans take you.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Sleeveless scoop neckline
    • Halter strap with western-style buckle detailing
    • Partially open back
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000302

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Easy Does It Wood Sole Slide Sandals

    The kind of sandals you grab without thinking—and somehow they still pull the look together. Clean, grounded, and quietly cool, this wood-sole slide is made for slow mornings, long walks, and outfits that don’t try too hard.

    Fit & Features

    • Square toe silhouette
    • Faux suede upper strap
    • Wood sole with low block heel
    • Stud detailing along the sole edge
    • Cushioned footbed for everyday wear
    • Runs true to size

    Style Number/Barcode: 07404-000060

    Category Name: $20 & Under Sale

    Price: $12.97 $20.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAN, WHITE

    Available Size: 5, 6, 6.5, 5.5, 7

    Product Badge:
    • Sale
  • Arely Floral Sequin Corset Formal Dress

    Special Occasion

    Designed for moments that deserve a little extra shimmer, the Arely floral print sequin gown sculpts the body in a sleek mermaid silhouette with a strapless sweetheart neckline. A corset bodice with boning and pleated satin cinch trim brings structure and softness together, creating a look that feels equal parts refined and captivating.

    Fit & Features

    • Floral print, all-over sequin embellished mesh fabric, knit lining
    • Strapless sweetheart neckline, padded bra cups
    • Non-slip grip lining, pleated satin cinch trim
    • Back zipper and hook-eye closure
    • Corset bodice with flexible boning, satin trim
    • Drop-waist seam, mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black tie weddings, galas, garden parties, fancy engagement parties, formal celebrations, big birthday events

    Style Number/Barcode: 05002-001355

    Category Name: $20 & Under Sale

    Price: $39.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale