$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.

  • Point Taken Lace-Up Stiletto Boots

    Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step.

    Fit & Features

    • 4” Stiletto heel, 7" leg opening, 16" shaft height
    • Pointed-toe
    • Foldover shaft with lace-up placket
    • Inner side zipper closure
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000097

    Category Name: $20 & Under Sale

    Price: $58.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaylee Velvet Strapless Midi Formal Dress

    Special Occasion

    Sleek, sculpted, and ready to turn heads—The Kaley formal dress brings effortless allure to every RSVP. Cut from plush velvet, this strapless bodycon midi hugs your curves with a ruched front seam and flirty slit that was made for a slow-motion entrance.

    Fit & Features

    • Luxe velvet knit fabric lined with stretchy knit
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Front ruched seam and slit
    • Bodycon fit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, formal celebrations, fancy date nights, birthdays, engagement parties, rehearsal dinners, upscale social events, art gallery openings

    Style Number/Barcode: 05001-000465

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Sweet Glam Polka Dot Sheer Tights

    A little sheer, a little flirty—these polka dot tights add the perfect finishing touch to any outfit. Whether you’re dressing up a mini or layering under boots, they’re your go-to for a hint of playful polish.

    Fit & Features

    • Polka dot pattern, sheer mesh fabric with stretch
    • High-rise waistband
    • Soft and comfortable

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-000026

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Born to Be Bold Lace Leopard Maxi Dress

    This curve-hugging maxi brings the heat with sultry lace, sheer mesh, and sky-high slits—made for nights when playing it safe isn't on the mood board!

    Fit & Features

    • Leopard print, mesh fabric, stretchy knit lining
    • Lace sweetheart neckline, lace bust, lace shoulder straps
    • High side slits
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000265

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kasandra Velvet Slit Formal Dress

    Special Occasion

    Luxe and daring, the Kasandra velvet gown captivates with a plunging V-neckline, open low back, and dramatic double front slits. A floor-length finish balances sultry detail with timeless elegance—made for nights that call for a bold entrance.

    Fit & Features

    • Soft velvet-lined fabric with stretch
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Low back, zipper and hook-eye closure
    • Dual front slits
    • Form-hugging fit, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie weddings, galas, charity balls, red-carpet events, formal soirees, holiday parties, formal birthday events

    Style Number/Barcode: 05002-000358

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Drama Satin A-Line Mini Dress

    A little flirty, a little vintage, and totally worth a double take. This satin mini brings a soft shine with a scoop neckline, contrast trim, and keyhole detail—perfect for date nights and chic, dressy occasions.

    Fit & Features

    • Woven silky smooth satin fabric
    • Contrast trim scoop neckline with keyhole accent
    • Adjustable spaghetti straps
    • A-Line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000594

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frankie Velvet Rhinestone Cowl Mini Dress

    Special Occasion

    Made for your spotlight moment, the Frankie mini dress turns every entrance into an event. Crafted in luxe velvet with rhinestone embellishments, this cowl neck mini dress drapes effortlessly over a ruched bodycon silhouette that flatters from every angle—perfect for that unforgettable night out.

    Fit & Features

    • Rhinestone-embellished, velvet-lined fabric, moderate stretch
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Side ruched seams
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail soiree, bachelorettes, holiday party, upscale date nights, birthdays, dressy milestone celebrations

    Style Number/Barcode: 05001-000473

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Cuffed Up Faux Fur Booties

    Your fall-to-winter uniform starts here. These faux fur booties keep things snug and stylish with a soft faux fur lining and a wear-everywhere flat sole. Perfect for morning coffee runs, lazy Sundays, or that “I just look effortlessly cute” vibe.

    Fit & Features

    • 7” leg opening, 8” shaft height
    • Round toe
    • Above-the-ankle length
    • Allover faux fur material
    • Soft fuzzy faux fur lining
    • Flat sole, traction bottom
    • Runs true to size

    Style Number/Barcode: 07403-000021

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Illusion Satin A-Line Midi Dress

    Silky, sleek, and just the right amount of flirty. This satin A-line midi dress features a scoop neckline with contrast trim, a subtle keyhole accent, and delicate tie-back straps that let you adjust the fit to perfection for bridal celebrations, candlelit dinners, or any dressy soiree!

    Fit & Features

    • Silky satin fabric, woven lining, no stretch
    • Contrast trim scoop neckline, keyhole accent
    • Spaghetti straps
    • Tie open back design, lower zipper and hook-eye closure
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000595

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In Charm Chain Bracelet

    Sweet with a little sparkle—this chain bracelet is stacked with assorted charms and finished with a dainty heart locket. Perfect for adding a flirty touch to your everyday stack.

    Fit & Features

    • Assorted charm accents
    • Polished chain design
    • Faux pearl accents
    • Heart locket
    • Lobster clasp closure with extender

    Style Number/Barcode: 07003-000083

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cue the Cameras Cutout Mini Dress

    Because subtle was never the assignment. This halter mini dress brings max drama with a plunging neckline and waist cutout that eats every time.

    Fit & Features

    • Smooth knit stretchy fabric, sewn-in knit lining
    • Plunge halter neckline, tie straps
    • Cutout waist
    • Open back with tie design
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000116

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laurel Velvet Skater Short Dress With Pockets

    Special Occasion

    Playful yet polished, the Laurel velvet short dress balances a structured bodice with a flirty flared skirt. The open back cutout detail adds a touch of modern allure to a timeless party silhouette.

    Fit & Features

    • Soft plush velvet fabric lined with stretchy knit
    • Sweetheart neckline
    • Wide shoulder straps
    • Cutout back, hook strap and zipper hook-eye closure
    • Hidden side pockets
    • Skater silhouette, short-length hem
    • Runs true to size


    Where to Wear:

    Formal school dances, weddings, birthdays, engagement parties, rehearsal dinners, date nights, milestone celebrations, red-carpet occasions, galas

    Style Number/Barcode: 05001-000482

    Category Name: $20 & Under Sale

    Price: $14.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose Sparkle Rhinestone A-Line Mini Dress

    Pretty meets playful—this rhinestone rose mini dress sparkles with every move. The A-line silhouette and open back make it the perfect mix of sweet and sultry.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Tonal rhinestone embellishments, rose pattern
    • Sleeveless square neckline
    • Tie-back halter spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Mini-length fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000457

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Perfection Cowl Neck Halter Skater Dress

    Serve confidence on cue in this cowl neck halter skater dress that was made to stand out. The flirty open back and flowy skirt keep it playful while still serving all the trendy vibes.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless plunging cowl neckline, bar strap accent
    • Tie-back halter spaghetti straps
    • Open back, adjustable back bar strap
    • V-shaped drop waist seam
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000458

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gwyneth Metallic Open Back Mermaid Dress

    Special Occasion

    Crafted to glow from every angle, the Gwyneth metallic mermaid dress sculpts with a ruched sweetheart neckline and dramatic floor-sweeping silhouette. A sleek back cutout with bar strap detail adds just the right edge, along with the high-shine finish—perfect for black-tie nights that call for all-out glamour.

    Fit & Features

    • Foiled metallic knit fabric with full-length knit lining, high stretch
    • Sleeveless sweetheart neckline, ruched center, padded bust
    • Thin tank shoulder straps
    • Back bar strap with hook and bar closure
    • Lower back cutout, ruching with hidden zipper closure
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Black-tie parties, galas, red-carpet events, fancy soirees, and formal affairs.

    Style Number/Barcode: 05002-000466

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Muse Floral Satin Maxi Dress

    Giving island goddess IRL. This floral satin maxi features a draped cowl neckline, crisscross back, and curve-skimming fit—perfect for destination weddings, summer soirées, or any RSVP that calls for a slay.

    Fit & Features

    • Floral print, satin fabric
    • Cowl neckline
    • Spaghetti straps
    • Open strappy back tie
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000121

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Edit Hoop Earrings Pack

    Why choose one when you can have them all? This hoop earring set gives you chunky, sleek, and rhinestone-detailed styles to mix, match, and stack for every vibe.

    Fit & Features

    • Three-pack earrings set
    • Mixed designs including chunky, sleek, and rhinestone
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000121

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frost Kiss Faux Fur Jacket

    Soft meets statement. This cropped jacket levels up any look with its plush faux fur and sleek fit—perfect for layering over your formal or night-out look.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Lapel collar neckline
    • Long sleeves
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000035

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Edge Faux Leather Cabby Hat

    Top off your look with a little edge—this faux leather cabby hat instantly takes any outfit from casual to cool. Perfect for those days you want a polished vibe without even trying.

    Fit & Features

    • Faux leather material
    • Round top
    • Short curved brim
    • Side button accents

    Style Number/Barcode: 07302-000125

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tabitha Rhinestone Mini Dress with Shawl

    Special Occasion

    Built for the kind of entrance that makes the room go quiet, the Tabitha mini dress pairs rhinestone mesh-lined fabric with a sleek bodycon mini silhouette that glides with subtle sparkle. The square neck, delicate spaghetti straps, and attached long sleeve shawl come together in a look that feels effortlessly polished and undeniably memorable.

    Fit & Features

    • Rhinestone mesh-lined fabric with subtle stretch
    • Square neck with spaghetti straps, padded bra cups
    • Back zipper and hook-eye closure
    • Bodycon mini silhouette
    • Sheer attached long sleeve shawl
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, bachelorettes, engagement photoshoots, birthday dinners, cocktail parties, holiday and NYE celebrations, date nights, Vegas

    Style Number/Barcode: 05001-000505

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

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

    Special Occasion

    Striking from every angle, the Veronica one-shoulder gown sculpts the figure with a form-hugging fit, daring side cutout, and hardware detail at the waist. A sweeping floor-length hem with a high side slit ensures every step feels like a spotlight moment.

    Fit & Features

    • Smooth knit-lined fabric, moderate stretch
    • One-shoulder, fitted long sleeve
    • Side cutout bodice, hardware waist accent
    • High side slit
    • Form-hugging silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie galas, weddings, rehearsal dinners, engagement parties, holiday soirees, formal celebrations, red-carpet events, award ceremonies

    Style Number/Barcode: 05002-000401

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharp Hour Faux Leather Watch

    Classic meets contemporary. This square watch pairs a faux leather band with a minimalist design for that effortlessly polished, always-on-time energy.

    Fit & Features

    • Square analog clock, adjustable side dial
    • Faux leather strap
    • Polished finish
    • Adjustable buckle closure

    Style Number/Barcode: 07007-000064

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blaire Satin Keyhole Slip Formal Dress

    Special Occasion

    Minimalist yet striking, the Blaire satin slip gown flows with a liquid-like sheen and a streamlined silhouette. A delicate keyhole accent at the neckline adds a modern allure, perfect for occasions where understated glam makes the boldest statement.

    Fit & Features

    • Premium satin fabric
    • Contrast trim scoop neckline, keyhole accent
    • Adjustable spaghetti straps
    • Curve-skimming silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, galas, rehearsal dinners, engagement parties, birthday dinners, fancy date nights, formal celebrations

    Style Number/Barcode: 05002-000404

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Glam Rhinestone Necklace And Earrings Set

    Serving instant glam, this set is all about the glow-up. The rhinestone necklace and earrings bring that effortless sparkle for date nights, parties, or whenever you want the spotlight.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace
    • Single row of rhinestones leading to diamond-shaped rhinestones, short center lariat design
    • Lobster clasp closure with extender
    • Short drop earrings
    • Single row of diamond-shaped rhinestones
    • Post-back closures

     

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

    Style Number/Barcode: 07002-000135

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale