$20 & Under Sale

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.

  • All Eyes Satin Cowl Maxi Dress

    This dress understands the assignment. The glossy satin drape, sultry cowl neckline, and chain strap accent bring full glam energy, while the lace-up back keeps it flirty and unexpected. Perfect for nights out, fancy dinners, or anywhere you plan to turn heads.

    Fit & Features

    • Printed satin woven fabric
    • Cowl neckline
    • Spaghetti straps
    • Lace-up back with chain accent
    • Flowy curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000754

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starlit Satin Rhinestone A-Line Dress

    All about the shine—this satin mini dress stuns with a draped cowl neckline, rhinestone trim that sparkles with every step, and a swingy A-line silhouette that keeps it playful. Perfect for bridal celebrations, cocktail receptions, and birthday dinners.

    Fit & Features

    • Silky satin fabric
    • Adjustable spaghetti straps
    • Rhinestone trim cowl neckline
    • Side zipper and hook-eye closure
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000760

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alison Abstract Mesh Cutout Formal Dress

    Special Occasion

    The Alison formal dress was made for the moment. With its printed mesh fabric, daring plunge neckline with metal hardware, and sculpted cutout waist that ties in back, this dress is all about bold elegance. Finished with a floor-length mermaid hem, it’s the perfect mix of sleek, sultry, and unforgettable.

    Fit & Features

    • Abstract print, airy mesh lined fabric with stretch
    • Plunge V-neckline with hardware insert
    • Fitted long sleeves
    • Cutout tie-back design
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail parties, downtown date nights, art gallery openings, fashion-forward events, birthday celebrations, formal dinners, evening soirees, luxe girl's nights

    Style Number/Barcode: 05002-000716

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kensie Satin Cowl Neck Slit Formal Dress

    Special Occasion

    Romantic with a modern chicness, the Kensie formal gown drapes the body in satin jacquard that catches the light with every step. The soft cowl neckline and high side slit with button accents create an effortlessly elegant silhouette that feels made for your most unforgettable moments.

    Fit & Features

    • Smooth satin jacquard fabric with subtle floral texture
    • Draped cowl neckline
    • Adjustable spaghetti straps 
    • Back zipper and hook-eye closure
    • High side slit with button accents
    • Curve-hugging, floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, destination ceremonies, formal celebrations, holiday soirees, winter balls, red-carpet occasions, upscale birthday dinners, engagement parties

    Style Number/Barcode: 05002-000561

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Bloom Flower Arm Cuff

    Bloom where the glam is. This floral cuff bracelet adds a feminine twist with polished petal details and an open design that’s equal parts delicate and statement. 

    Fit & Features

    • Polished metallic finish
    • Open cuff design with dual flower ends

    Style Number/Barcode: 07003-000165

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiana Floral Mesh Halter Mermaid Formal Dress

    Special Occasion

    Bold florals and a sculpted silhouette make the Kiana formal dress an unforgettable moment. Designed in soft mesh with oversized blooms, this halter gown dips into a deep neckline and sweeps into an open back that feels effortless and alluring. The mermaid skirt glides with every step—romantic, dramatic, and made for the spotlight.

    Fit & Features

    • Floral print, airy mesh-lined stretch fabric
    • Plunge halter neckline with a padded bust
    • Open back design
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Destination weddings, winery celebrations, formal dinners, engagement parties, date nights, anniversaries

    Style Number/Barcode: 05002-000746

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seaside Sweetheart Layered Necklace

    Channel pure coastal energy with this layered charm necklace made for sunny days, salty breezes, and that effortless beach-babe vibe. Three delicate chains are stacked to perfection, each featuring its own seaside icon—an iridescent shell, a dainty starfish, and a polished cowrie charm.

    Fit & Features

    • Layered chain necklace design
    • Gold-tone finish
    • Seashell, starfish, and cowrie charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-000245

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Twist Long Sleeve Crop Top

    Business in the front, party in the back. This twist open-back top keeps things sleek and minimal—until you turn around and steal the whole spotlight.

    Fit & Features

    • Smooth knit stretch fabric
    • Crew neckline
    • Fitted long sleeves
    • Open back cutout design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000452

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky You Rhinestone Clover Keychain

    A little luck never looked so cute. This rhinestone clover keychain adds sparkle and charm to your everyday essentials—clip it to your bag or keys for that touch of good vibes and glam shine.

    Fit & Features

    • Rhinestone-embellished clover
    • Mini tassel and ball accent charms
    • Attached keyring and lobster clasp

    Style Number/Barcode: 07308-000079

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Things Beaded Heart Keychain

    Soft, sweet, and a little sentimental. This beaded bow keychain with a heart locket charm adds a romantic touch to your everyday carry—perfect for keys, handbags, or gifting to your favorite person.

    Fit & Features

    • Beaded bow keychain
    • Heart locket charm, mini bow charm
    • Attached keyring and lobster clasp

    Style Number/Barcode: 07308-000077

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Mood Hair Clips

    Effortlessly cute and endlessly wearable. This two-pack of butterfly hair clips adds a dreamy touch to any look with their tortoise-shell finish and fluttery silhouette—perfect for half-ups or messy buns.

    Fit & Features

    • Two-pack butterfly hair clips
    • Tortoise-shell finish
    • Sturdy claw clip closure

    Style Number/Barcode: 07006-000106

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Dream One Shoulder Midi Dress

    Elegance with a little edge. This one-shoulder velvet midi dress features a soft curve-hugging fit, knotted trim detail, and a subtle trumpet hem that moves beautifully with every step—made for holiday soirées and cocktail nights alike.

    Fit & Features

    • Soft velvet-lined fabric
    • One-shoulder neckline with knotted accent
    • Curve-hugging silhouette
    • Trumpet flared midi-length hem 
    • Runs true to size

    Style Number/Barcode: 05101-000772

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Pinned Four Pack Earrings

    Your ear stack just got an upgrade. This four-pack cuff set features sleek metallic bands and faux pearl details that bring the perfect balance of polish and edge.

    Fit & Features

    • Four pack set
    • Three cuff earring styles
    • One post-back faux pearl earring

     

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

    Style Number/Barcode: 07001-000230

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Moments Removable Faux Fur Mini Dress

    Giving retro glam with a cozy twist, this ribbed mini dress brings major soft-lux vibes. The faux fur collar and cuffs add effortless drama, making it the perfect piece for chilly nights when you still want to look very put together.

    Fit & Features

    • Rib knit fabric
    • Deep V neckline with a removable faux fur collar
    • Long sleeves with removable faux fur cuffs
    • Front button-down design for adjustable coverage
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000378

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tiny Treasure Hair Claw Clip Trio

    Tiny but mighty—this mini claw clip trio brings a polished gold shine to your everyday hairstyles. Perfect for half-ups, quick twists, or clipping back those “doing too much” flyaways with cute, effortless ease.

    Fit & Features

    • Three-piece mini hair claw clip set
    • Polished gold tone finish
    • Durable claw grip
    • Lightweight mini design

    Style Number/Barcode: 07006-000108

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Hour Strapless Sparkle Mini Dress

    Step into the spotlight with this strapless sequin mini designed to shine at every celebration. Its sleek tube silhouette creates an effortless, curve-hugging shape, while full sequin coverage brings a brilliant glow from every angle. Perfect for nights out, holiday parties, or any moment that calls for a standout look.

    Fit & Features

    • Sequin-embellished mesh fabric, stretch knit lining
    • Strapless tube neckline
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000632

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sugar Darling Heart Cherry Earrings

    For the girl who loves a flirty finishing touch, these cherry heart earrings bring instant charm with zero effort. They’re playful, pretty, and ready to sweeten up everything from a simple tee to your cutest night-out fit.

    Fit & Features

    • Drop earring design
    • Heart-shaped cherry charms
    • Bow and stem detailing
    • Fish hook closure 

     

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

    Style Number/Barcode: 07001-000238

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Plans Only Mesh Scoop Neck Mini Dress

    This is the dress you pull when the plan feels spontaneous, but the look still needs intention. The soft drape and subtle sparkle, catch light in a way that feels effortless and confident.

    Fit & Features

    • Sheer mesh-lined fabric with rhinestone embellishments
    • Scoop neckline
    • Adjustable spaghetti straps
    • Bodycon mini silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000638

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Details Colored Stone Necklace

    That subtle sparkle that pulls everything together. This colored stone necklace adds a delicate statement that looks intentional with low necklines, layers, or an open collar moment.

    Fit & Features

    • Polished finish
    • Y-drop necklace silhouette
    • Colored stone accents are placed throughout
    • Lobster clasp closure

    Style Number/Barcode: 07002-000290

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing To Hide Mesh Sweetheart Mini Dress

    This dress is all about that fearless contrast—sleek ruching, sheer mesh, and a sweetheart neckline that knows its power. The look is sharp, sculpted, and made for nights when you feel a little untouchable.

    Fit & Features

    • Solid knit and mesh fabrication
    • Mesh long sleeves with a sweetheart bodice
    • Sheer midsection that creates a contoured effect
    • Ruched mini skirt with a cascading side sash
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 05103-000649

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Energy Animal Print Crop Top

    Channel your inner wild with a top that does all the flirting for you. This snakeskin tube top delivers instant edginess with its sculpted silhouette and fitted crop hem that effortlessly flaunts your figure! Shop the matching skirt to complete the look.

    Shop The Matching Skirt: Untamed Energy Animal Print Mini Skirt

    Fit & Features

    • Faux leather animal-print fabric
    • Structured strapless bodice with visible seaming for a corset-inspired look
    • Flexible boning
    • Cropped hem with angled shaping at the waist
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06003-000247

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Latte Love Plush Keychain

    Your daily dose of cute. This plush latte keychain brings cozy coffee vibes everywhere you go, complete with fuzzy details, a smiley face, and a gold-tone clip. Perfect for your keys, tote, or backpack—it’s basically happiness to-go.

    Fit & Features

    • Soft plush latte cup design with embroidered face, and arms
    • Ribbed “sleeve” detail for cozy texture
    • Attached keyring and lobster clasp

    Style Number/Barcode: 07308-000087

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Essential Belt Pack

    Polish every fit with this essential belt set featuring three faux leather designs with sleek gold buckles — the perfect match for bodycon dresses, jeans, or that oversized blazer moment.

    Fit & Features

    • Three-pack belt pack
    • Adjustable buckle closures
    • Pebbled faux leather material

    Style Number/Barcode: 07301-000381

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Barbara Long Sleeve Cutout Formal Dress

    Special Occasion

    Designed to feel sleek, sculpted, and undeniably striking, the Barbara gown makes its impact through clean lines and confident cutouts. The long sleeve silhouette balances a deep neckline and modern hardware detail, flowing into a mermaid shape that’s polished, powerful, and made for dramatic entrances.

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • V-neckline with center hardware detail, padded bra cups
    • Long fitted sleeves
    • Front cutout bodice
    • Floor-length mermaid skirt
    • Runs true to size.

     

    Where to Wear:

    Weddings, galas, holiday soirees, winter formals, red-carpet occasions, award ceremonies, fashion-forward events, glamorous birthdays, special date nights, evening city soirees, engagement parties, rehearsal dinners

    Style Number/Barcode: 05002-000940

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale