$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.

  • Isa Floral Cowl Neck Slit Formal Dress

    Special Occasion

    Indulge in timeless elegance with the Isa floral formal dress. This stunning dress features a sultry cowl neck and a flattering curve-hugging fit. The high front slit adds a touch of allure to the floor-length hem for a hint of drama.

    Fit & Features

    • Floral print, smooth knit-lined fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Side pleated hip seam, high front slit
    • Curve-hugging silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, milestone celebrations, dressy cocktail soirees, birthday dinners

    Style Number/Barcode: 05002-000098

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raelynn Floral Sequin Mermaid Formal Dress

    Special Occasion

    For the kind of evening that calls for a camera-ready entrance, the Raelynn gown delivers refined sparkle with a romantic twist. Designed in a floral sequin mermaid silhouette with a sculpted neckline and dramatic front slit, it hugs in all the right places before flaring into a sweeping finish.

    Fit & Features

    • Floral sequin fabric with soft stretch lining
    • Strapless sweetheart neckline with structured bodice, padded bra cups
    • Back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Front slit
    • Runs true to size


    Where to Wear:

    Prom, bridal celebrations, galas, balls, engagement parties, milestone celebrations, formal parties, anniversaries

    Style Number/Barcode: 05002-001240

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XXS

    Product Badge:
    • Sale
  • Lilly Sleeveless High-Slit Glitter Column Dress

    Special Occasion 

    Bring the glamour in the Lilly formal glitter dress that wows from the moment you walk in! The long dress features a strapless straight neckline, ruching to enhance curves, a bold asymmetric front slit, and a floor-length column silhouette.

    Unapologetically bold, this dress is all about confidence. Keep the luxe look going with our stunning strapless prom dresses or discover the perfect fit among our stylish wedding guest dresses.

    Fit & Features

    • Lined glitter knit fabric
    • Strapless straight neckline, padded bra cups
    • Ruching, back zipper with hook-eye closure
    • Asymmetric high-front slit
    • Long-length hem
    • Column silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, galas, and black-tie parties.

    Style Number/Barcode: 05002-8901

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kindra High-Slit Mermaid Halter Dress

    Special Occasion

    Go bold in a long mermaid dress that features a plunging halter neckline with a U-shaped bust, adjustable neck ties, ruching, a high side slit, and a captivating mermaid silhouette. Complete your formal outfit with a sleek rhinestone clutch.

    Fit & Features

    • Lined mesh fabrication, moderate stretch
    • Plunging halter neckline, U-shaped bust
    • Halter neck ties
    • High side slit
    • Ruching
    • Mermaid silhouette
    • Long length hem
    • Runs true to size

    Style Number/Barcode: 05002-8924

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janella Sequin Lace-Up Mini Dress

    Special Occasion

    Turn every step into a shimmer moment in the Janella sequin bodycon dress that hugs in all the right places. Its strappy open back adds a daring twist, making it perfect for the kind of night that calls for unforgettable entrances.

    Fit & Features

    • Sequin embellished fabric
    • Halter V-neckline
    • Spaghetti straps
    • Strappy lace-up back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, rooftop hotel bars, bachelorettes, cocktail soirees

    Style Number/Barcode: 05001-000551

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irene Open Back Slit Column Formal Dress

    Special Occasion

    Everyone will do a double-take when you walk by in the Irene sleeveless formal dress at weddings, banquets, or dances! Crafted from a smooth knit fabric, this floor-length dress features an open-back design for a touch of sultriness, ruched seams that hugs your curves, and a high front slit along the column silhouette. Pair with a clutch.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square neckline, padded bra cups
    • Wide shoulder straps
    • Open back, tie closure, zipper and hook-eye closure
    • Ruched seams, high front slit
    • Column silhouette, floor-length hem
    • Runs true to size

    Style Number/Barcode: 05002-9280

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tamara Off-The-Shoulder Mermaid Glitter Formal Dress

    Special Occasion

    You'll be a notable sensation in the Tamara glitter formal dress at prom, banquets, or upscale birthdays! The textured glitter fabric and full-length knit lining provide the perfect blend of comfort and sophistication. She features a trendy off-the-shoulder sweetheart neckline, short-sleeve cuffs, a ruched bust with padded bra cups, and a mermaid silhouette that exudes elegance and support, while the high front slit adds a touch of glamour to her floor-length hem. Complete the look with earrings and high heels!

    Fit & Features

    • Textured glitter fabric lined with knit lining
    • Plenty of stretch
    • Sweetheart neckline, ruched bust, padded bra cups
    • Off-the-shoulder short-sleeve cuffs
    • High front slit
    • Mermaid silhouette
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

    Style Number/Barcode: 05002-8482

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandy Satin Tie-Back Chiffon Formal Dress

    Special Occasion

    Effortless elegance meets modern allure in the Sandy gown designed to glide with every step. A mermaid silhouette flows into a sheer chiffon floor-length hem, while the tie-open back adds a soft, romantic finish that feels refined yet unforgettable.

    Fit & Features

    • Stretch satin fabric, short knit lining
    • V-neckline, spaghetti straps, padded bra cups
    • Open tie-back design, zipper and hook-eye closure
    • Mermaid silhouette
    • Sheer chiffon floor-length hem with train
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black tie galas, formal celebrations, engagement parties, rehearsal dinners, red-carpet occasions, fashion-forward events, award dinners, fancy birthday parties, milestone celebrations, special date nights

    Style Number/Barcode: 05002-001484

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Sunset Drip Retro Aviator Sunglasses

    With retro-inspired frames and luxe metal detailing, these aviator sunglasses give the final touch for pool parties, matcha runs, and paparazzi-level entrances.

    Fit & Features

    • Lightweight metal frame with retro aviator shape
    • Gradient-tinted lenses with UV protection
    • Slim bridge with supportive nose pads

    Style Number/Barcode: 07008-000018

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exquisite In Strapless Satin Midi Dress

    Captive the room with this exquisite satin midi dress at cocktail parties or rehearsal dinners! Featuring a cowl sweetheart neckline and form-hugging fit for a sensational look. With a center-back slit and midi-length hem, this dress will make you feel elegant at any event. Complete the look with a chic clutch purse and heels.

    Fit & Features

    • Satin fabric, bust lining, minimal stretch
    • Strapless cowl sweetheart neckline
    • Form-hugging fit
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 05101-3157

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Go Babe Colored Aviator Square Sunglasses

    For any babe on the go, these aviator sunglasses are essential! These modern aviator frames, combined with vibrant colored lenses, bring a touch of boldness and style to any outfit.

    Fit & Features

    • Aviator square frames
    • Colored lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1136

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Check Abstract Cutout Maxi Dress

    This isn’t just a dress, it’s a moment. With sultry cutouts, strappy details, and a leggy high slit, this curve-hugging mesh maxi brings the heat for nights out, birthdays, and turning heads on vacation!

    Fit & Features

    • Abstract tie-dye print, mesh fabric, sewn-in knit lining
    • One-shoulder neckline, bungee spaghetti strap
    • Side cutout, open back
    • High front slit, adjustable bungee cord strap with toggle
    • Hidden side zipper and hook-eye closure
    • Curve-hugging fit, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000125

    Category Name: $20 & Under Sale

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just A Lil' Rhinestone Fringe Earrings

    Add a lil' touch of sparkle to your look with these gorgeous and glam earrings! We are obsessing over rhinestone fringe at the moment because it compliments even your most casual look. These earrings feature an asymmetrical post with cascading rhinestone fringe that will bring the dramatic vibes. Style these earrings with a sleek clutch.

    Fit & Features

    • Asymmetrical design
    • Rhinestone detailing
    • Cascading fringe
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-0296

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • CEO Energy Retro Metal Watch

    Serving vintage vibes with a power-move twist. This retro metal watch is that sleek, polished touch your stack’s been missing—perfect for 9am meetings and rooftop martinis.

    Fit & Features

    • Polished metal finish
    • Rectangular watch face
    • Roman numeral detailing
    • Minimalist face with classic hour markers
    • Slim link bracelet with flex fit

    Style Number/Barcode: 07007-000014

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl O’Clock Rhinestone Watch Bracelet

    Because your wrist deserves VIP treatment. Dripping in rhinestones with a sleek face, this bracelet watch brings serious that girl energy to every outfit—whether it’s a night out or your 9 to 5.

    Fit & Features

    • Rhinestone-covered metal bracelet with luxe shine
    • Square face with minimalist detailing
    • Secure foldover clasp closure

    Style Number/Barcode: 07007-000015

    Category Name: $20 & Under Sale

    Price: $4.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play My Song Lace Fringe Crop Top

    Move to the music in this lace fringe crop top at festivals, concerts, or your fave country bar!

    Fit & Features

    • Lace fabric, bust knit lining
    • Strapless neckline
    • Sheer fitted crop hem, fringe trim
    • Runs true to size

    Style Number/Barcode: 06001-000105

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Blooms Flower Hair Claw Clip

    Vacay mode activated! Show off these tropical flower hair claw clips while on your getaway or a chic pool party.

    Fit & Features

    • Tropical flower
    • Claw clip closure

    Style Number/Barcode: 07006-000058

    Category Name: $20 & Under Sale

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feel The Heat Stone Crop Top

    Bring the heat in this fab crop top! It features a round neckline, long sleeves, and a cropped hem. The all-over heat stones give this top all the dazzling shine you need! The crop top is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with a high waist mini skirt and heels for a stunning night out look.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Heat stones
    • Cropped hem
    • Unlined mesh fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4770

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cosmic Charm Star Six-Pack Barrettes

    Put your hair in the spotlight—these star charm barrettes add just the right touch of celestial sparkle. Stack them up for concerts or solo for everyday styling.

    Fit & Features

    • Six-pack barrettes
    • Star charms
    • Snap clip closure

    Style Number/Barcode: 07006-000062

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Digital Diva Blue Light Glasses

    Look smart, scroll smarter. These blue light filtering glasses are your chicest defense against screen fatigue—whether you're deep in emails or doomscrolling in style.

    Fit & Features

    • Oversized square-shaped design
    • Clear black plastic frame
    • Thin arms
    • Built-in nose pads
    • Clear blue-light filtering lenses

    Style Number/Barcode: 07008-000037

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sylvia Lace-Up Mermaid Tulle Ruffle Sequin Dress

    Special Occasion

    Your stylish glow will be undeniable in the Sylvia sequin formal dress for a glamorous entrance into prom or black tie events! The V-neckline and padded bra cups offer flattering support while the wired insert creates a structured silhouette. Adjustable spaghetti straps and lace-up back lets you customize the sultry style. Embellished with a sequin scroll pattern on mesh fabric, the dress is finished with tulle ruffle inserts with bonded edges for a stunning floor-length effect! Complete the look with a gorgeous rhinestone headband and clutch.

    All eyes are on you in this radiant dress. If sparkle is your signature, discover stunning sequin prom dresses or opt for effortless sophistication with our eye-catching formal dresses.

    Fit & Features

    • Sequin scroll pattern, mesh fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti straps
    • Lace-up
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8898

    Category Name: $20 & Under Sale

    Price: $19.97 $199.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isabella One-Shoulder Ruffle Slit Formal Dress

    Special Occasion

    Capture all the attention in the Isabella long formal dress showcasing a ruffled high side slit for effortless movement and a bodycon silhouette that flaunts your curves!

    This dress is all about movement and flair. Want more standout designs? Discover our eye-catching ruffle prom dresses or embrace an elevated style with our guest dresses.

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • One-shoulder neckline
    • Partial open back
    • Ruffled high-side slit
    • Bodycon silhouette
    • Long-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, formal parties and events

    Style Number/Barcode: 05002-000269

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Curves Ahead Cap Sleeve Maxi Dress

    It’s giving sleek, sculpted, and effortlessly romantic. With a knotted bust, cap sleeves, and a chic back slit, this maxi is your low-key way to steal the spotlight at brunch, cocktail receptions, or date night!

    Fit & Features

    • Slinky knit fabric, soft knit stretchy lining
    • Cap sleeves
    • Sweetheart knotted neckline
    • Form-hugging silhouette
    • Center back slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000268

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Regal Gemstone Necklace, Bracelet, And Earrings Set

    Fit & Features

    • Necklace, bracelet, and earrings matching set
    • Collar necklace, single row of rhinestones, center square-shaped rhinestone design, hanging teardrop gemstone with rhinestone outline
    • Back adjustable chain with lobster clasp closure
    • Two-row rhinestone bracelet, stretchy design
    • Short drop earrings, round rhinestone post, hanging teardrop gemstone with rhinestone outline
    • Post-back closures

     

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

    Style Number/Barcode: 07002-2049

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale