$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.

  • Paradise Glow Tropical Sequin Beaded Mini Dress

    Vacation booked or not, this tropical sequin beaded mini dress is already packed for the plot. The stretchy lined mesh hugs close with a square neckline, strappy back cutout, and just enough shine to make every entrance feel intentional.

    Fit & Features

    • Tropical printed mesh fabric with knit lining, high stretch
    • Sequin and beaded swirl embroidered pattern
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Lower back cutout
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000878

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS

    Product Badge:
    • Sale
  • Coast To Cocktails Striped Maxi Dress

    The dress that belongs in your vacation photo dump. With a plunging halter neckline, textured striped knit, and an open tie-back design, this maxi dress was made for ocean views, dinner reservations, and weekend escapes.

    Fit & Features

    • Striped pattern, sheer texture crochet knit fabric
    • Halter neckline, tie straps
    • Open tie-back
    • High side slit
    • Curve-hugging, long hem
    • Runs true to size

    Style Number/Barcode: 05102-000591

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S

    Product Badge:
    • Sale
  • Caterina Mesh One-Shoulder Formal Dress

    Special Occasion

    Effortlessly sculpted with a touch of softness, the Caterina mesh gown drapes the body in a ruched mermaid silhouette that moves with you from every angle. A one-shoulder neckline and flowing sash detail add a modern, elevated finish that feels both refined and quietly striking.

    Fit & Features

    • Mesh fabric, partial knit lining, high stretch
    • One-shoulder neckline with asymmetrical strap
    • Back zipper and hook-eye closure
    • Ruched bodice and hip
    • Mermaid silhouette, floor-length hem
    • Attached sash detail
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black tie occasions, engagement parties, rehearsal dinners, fashion-forward events, fancy date nights, vacations, honeymoons, garden parties

    Style Number/Barcode: 05002-001710

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, NAVY

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

    Product Badge:
    • Sale
  • DIME Glendale Shield Sunglasses

    If the invite calls for sunny day fun, these are coming with you. These DIME oversized shield sunglasses bring bold energy with a mirrored lens and sleek arms that instantly level up any look.

    Fit & Features

    • Lightweight frames
    • Oversized shield silhouette
    • Mirrored tinted lens
    • 100% UV protection
    • Slim arms with "Dime" logo

    Style Number/Barcode: 07008-000140

    Category Name: $20 & Under Sale

    Price: $14.97 $30.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brasil Baby Striped Shorts

    Serving stadium style with a side of vacation plans. These cheeky shorts bring sporty charm with a form-hugging silhouette and varsity stripes that were made for stadium games, watch parties, and every spontaneous summer plan.

    Shop Matching Top: Brasil Baby Tube Top

    Fit & Features

    • Stretch cotton-blend knit fabric
    • Drawstring tie low-rise waist
    • Varsity side stripes
    • Front flag graphic, back script reads "Brasil"
    • Form-hugging cheeky fit
    • Runs true to size

    Style Number/Barcode: 07103-000115

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GREEN

    Available Size: M, L

    Product Badge:
    • Sale
  • Wild Bloom Leopard And Floral Print Tube Top

    Soft florals meet a little edge—because your outfits should never pick just one vibe. This leopard and floral print mesh tube top hugs your curves and instantly elevates your look. Style with the matching capri pants.

    Shop Matching Bottoms: Wild Bloom Leopard And Floral Print Carpi Pants

    Fit & Features

    • Mesh fabric with high stretch
    • Leopard and floral multi-print
    • Strapless straight-across neckline
    • Ruffle trim overlay
    • Cropped hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000510

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS

    Product Badge:
    • Sale
  • Blessed And Booked Cross Lariat Necklace

    Layered but make it meaningful. This cross lariat necklace gives that effortless glow with a delicate drop detail that elevates everything from brunch dresses to late-night looks.

    Fit & Features

    • Polished construction
    • Delicate lariat silhouette
    • Station bead accents along the chain
    • Drop cross pendant detail
    • Lobster clasp closure

    Style Number/Barcode: 07002-000323

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet But Bold Floral Sequin Mini Skort

    Short, shiny, and impossible to ignore. This floral sequin mini skort brings sweet vibes with a confident fit that’s made for late plans and flirty compliments.

    Fit & Features

    • High-rise waist
    • All-over 3D floral sequin embellishments
    • Smooth woven base fabric
    • Mini-length hem
    • Hidden shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000111

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Entrance One-Shoulder Mini Dress

    Consider this your excuse to make an entrance. This one-shoulder mini dress hugs in all the right places with an asymmetric cutout, ruched detailing, and a bold side sash that does all the talking.

    Fit & Features

    • Slinky knit fabric, high stretch, sewn-in lining
    • One-shoulder neckline, long fitted sleeve
    • Asymmetric waist cutout
    • Ruched detailing
    • Side sash accent
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000864

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Mel Satin Mermaid Formal Dress

    Special Occasion

    Delicate yet undeniably striking, the Mel satin mermaid gown is designed for a slow-turn moment. The scallop bust and subtle cutout create a sculpted, feminine silhouette, while the sleek mermaid fit brings an elevated, red-carpet finish.

    Fit & Features

    • Premium satin fabric, smooth stretchy knit lining
    • Sweetheart scallop trim neckline, bar accent cutout bust
    • Padded bra cups
    • Tie shoulder straps
    • Back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, elopements, receptions, rehearsal dinners, engagement photoshoots and parties, bachelorettes, honeymoons, black tie galas, formal celebrations

    Style Number/Barcode: 05002-000723

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Going Out Again Mesh Mini Dress

    No overthinking—this is the one. This ruched mini dress pulls everything in with a sculpted fit, featuring a strapless neckline, underbust cutout, and beaded side strappy details that catch every flash.

    Fit & Features

    • Mesh fabric with metallic threading woven throughout, knit lining, high stretch
    • Strapless sweetheart neckline, no-slip strip, padded bust, underbust cutout
    • Side cutouts with beaded strappy details
    • Hidden back zipper with hook-eye closure
    • Bodycon ruched silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000819

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Ocean Glow Pearl Shell Earrings

    Channel full seaside siren energy with these dreamy shell drop earrings. Designed with textured gold-tone scallop shells and dainty faux pearl accents, they serve effortlessly “washed ashore but make it glam.”

    Fit & Features

    • Gold-tone textured shell design
    • Faux pearl embellishments
    • Drop-style earrings with cascading pearl dangles
    • Post-back closures 

     

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

    Style Number/Barcode: 07001-000231

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melted Moment Sculpted Bangle Bracelet

    Sleek, sculptural, and impossible to ignore. This sculpted bangle cuff bracelet brings a smooth, high-shine finish that feels artful on its own and effortlessly cool stacked with your everyday favorites.

    Fit & Features

    • High-shine metal bangle cuff
    • Sculptural abstract silhouette with smooth curves

    Style Number/Barcode: 07003-000216

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Glam Hoop Earrings Trio

    Your new go-to gold hoops are right here. This multi-pack features sleek, polished designs that instantly elevate any outfit — from beachy resort looks to everyday glam. Whether you’re stacking them, mixing sizes, or keeping it simple with one standout pair, they add that warm golden glow your jewelry rotation’s been missing.

    Fit & Features

    • Hoop earring set
    • Polished-tone metal
    • Smooth rounded silhouette
    • Post-back closures
    • Various sculpted designs

     

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

    Style Number/Barcode: 07001-000237

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Cuff Watch

    This cable cuff watch blends jewelry and function with its twisted metal band and softly shimmering ivory face. Polished enough for a dinner date, subtle enough for everyday—aka your new go-to arm candy.

    Fit & Features

    • Polished design
    • Round analog watch face
    • Adjustable side dial
    • Twist memory wire 

    Style Number/Barcode: 07007-000061

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Stack Mixed Earring Pack

    Your ear party just got an upgrade. This mixed earring set gives you sleek hoops, sparkly studs, and everything in between—aka endless ways to look effortlessly put together without even trying.

    Fit & Features

    • Mixed metal hoop and stud silhouettes
    • Includes classic studs and bold hoops
    • Rhinestone accents for a touch of sparkle
    • Post-back closures

     

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

    Style Number/Barcode: 07001-000293

    Category Name: $20 & Under Sale

    Price: $3.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Worth The Stare Striped Knit Midi Dress

    This striped sweater dress does all the hard work the second it’s on. The body-hugging fit and trending striped pattern were made for dinners out, cocktail parties, and walking in fashionably late.

    Fit & Features

    • Ribbed knit fabric, metallic threading woven throughout, high stretch
    • Vertical striped pattern
    • Strapless sweetheart neckline
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000420

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Star Spangled Lace-Up Tank Top

    Flaunt your sassy side in this graphic tank top. It features side lace-up details, a form-hugging fit, and a vintage-inspired graphic that feels made for summer fun and long weekends!

    Fit & Features

    • Rib knit stretchy fabric
    • Square neckline
    • Tank shoulder straps
    • Side lace-up details
    • Front graphic script reads "Let's Get Star Spangled Hammered."
    • Fitted crop hem
    • Runs true to size 

    Style Number/Barcode: 06002-000582

    Category Name: $20 & Under Sale

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Desert Nights Lace-Up Denim Hot Shorts

    Serving western attitude with a fashion girl twist. These lace-up denim hot shorts feature statement back lacing and sleek zipper accents that bring bold vibes to festivals, concerts, and every plan in between. Style with the matching vest.

    Shop Matching Top: Desert Nights Lace-Up Moto Vest

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Front button closure
    • Dual front zipper accents, dual back pockets
    • Back lace-up design, tie closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-000152

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Eternal Sweetness Lace Ribbon Hair Bow Clip

    This delicate and charming hair accessory features a lace ribbon bow that adds a touch of sweetness to any hairstyle.

    Fit & Features

    • Lace ribbon hair bow
    • Clip closure

    Style Number/Barcode: 07006-000019

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Bliss Rhinestone Bow Earrings

    Adorn your ears in these earrings featuring rhinestone embellished bows perfect for dressing up your semi-formal look.

    Fit & Features

    • Rhinestone embellished bows
    • Post-back closure

     

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

    Style Number/Barcode: 07001-2088

    Category Name: $20 & Under Sale

    Price: $2.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Styling High-Rise Denim Shorts

    Casual with a hint of edge—these high-rise denim shorts make styling feel effortless every time. The relaxed fit and carpenter panel details give just enough attitude to elevate your everyday outfits.

    Fit & Features

    • Denim fabric
    • High-rise waist, belt loops
    • Front button with hidden zipper closure
    • Dual front and back pockets
    • Carpenter panel design, studded detailing
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06603-000179

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Extra Shine Cross Charm Anklet

    Ankles out, plans secured. This layered chain anklet with a rhinestone cross charm catches the light just right with every step.

    Fit & Features

    • Mixed chain link design
    • Layered anklet silhouette
    • Rhinestone cross pendant charm
    • Adjustable clasp closure

    Style Number/Barcode: 07003-000225

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instantly Styled Aviator Sunglasses

    Cool without trying, but still gets noticed. These aviator sunglasses bring a chic, structured feel with lightly tinted lenses that make everyday outfits look instantly styled.

    Fit & Features

    • Plastic aviator design
    • Thin arms, brow bar, and nose bridge
    • Built-in nose pads
    • Lightly tinted lenses

    Style Number/Barcode: 07008-000228

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale