$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.

  • Knot Your Average Halter Mini Dress

    Soft draping, open back, and just enough attitude to keep them looking twice. This halter mini dress hugs in all the right places while still feeling effortless enough for stepping out and staying unforgettable.

    Fit & Features

    • Crinkle knit fabric with knit lining, high stretch
    • Sleeveless halter neckline, center knot detail, tie-back straps
    • Open back
    • Draped drop waist seam
    • Mini-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000906

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Glow Floral Sequin Beaded Mini Dress

    The outfit getting all the screenshots in the group chat. This floral sequin beaded mini dress pairs a curve-loving fit with a strappy open back and beaded fringe that catches the light from every angle.

    Fit & Features

    • Mesh fabric with knit lining, moderate stretch
    • Floral sequin beaded design
    • Sleeveless square neckline, adjustable spaghetti straps
    • Open back, dual tie-back strappy design
    • Mini-length hem, beaded fringe trim
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000972

    Category Name: $20 & Under Sale

    Price: $49.90

    Availability: In Stock

    Available Color: LIME, NAVY, BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Wild Hearts Faux Leather Belt

    Western romance, but make it bold. This faux leather belt cinches the look with engraved heart concho accents, studded detailing, and an adjustable fit.

    Fit & Features

    • Faux leather material
    • Engraved heart-shaped metal concho accents
    • Studded detailing
    • Engraved buckle closure
    • Adjustable fit

    Style Number/Barcode: 07301-000406

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S/M

    Product Badge:
    • Sale
  • Moonlit Lace Bodycon Mini Dress

    Made for after-dark moments, this mini dress stuns with a sweetheart neckline and bodycon silhouette. The delicate flocked floral design adds a romantic edge, while the tie-front detail keeps it playful and flirty.

    Fit & Features

    • Lace-lined fabric
    • Sweetheart neckline with bust tie, underwire bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000461

    Category Name: $20 & Under Sale

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starlight Charm Glitter Platform Heels

    These heels are here for your grand entrance—glitter mesh, a rhinestone bow strap, and a chic almond toe all wrapped into a sky-high block platform. They bring that playful, ultra-glam vibe that turns every step into a moment.

    Fit & Features:

    • 3.5" Block heel
    • Almond toe silhouette
    • Rhinestone bow strap detail
    • Closed ankle design for a secure fit with a buckle closure strap
    • Platform sole
    • Luxe fit cushioned insole
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-000417

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: 8

    Product Badge:
    • Sale
  • Bead Side Halter Maxi Dress

    Minimal effort, major impact. This textured knit maxi dress brings a halter neckline, curve-skimming fit, and side cutouts with bead accents for dinner plans, vacations, and every invite that calls for something sleek.

    Fit & Features

    • Texture knit fabric, knit lining
    • Halter neckline
    • Back zipper and hook-eye closure
    • Side cutouts with beaded straps
    • High center back slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001472

    Category Name: $20 & Under Sale

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Alison Striped Chiffon Formal Dress

    Special Occasion

    When the invite calls for something light, polished, and memorable, this one understands the assignment. The striped halter dress moves in airy chiffon with a front slit, open tie back, and A-line maxi shape. It gives your plans a statement finish while keeping the look effortless.

    Fit & Features

    • Striped chiffon fabric, knit lining, built-in knit shorts lining
    • A-line maxi silhouette
    • Halter neckline with open tie back, zipper and hook-eye closure
    • Side cutouts and ruched waist
    • Front thigh-high slit detail
    • Runs true to size

     

    Where to Wear:

    Destination weddings, vacations, honeymoons, resort getaways, birthday dinners, date nights, brunch celebrations, cocktail parties, bachelorette trips, cruises

    Style Number/Barcode: 05002-001688

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GREEN

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

    Product Badge:
    • Sale
  • Night Garden Strapless Mini Dress

    Soft glamour meets sleek confidence—this strapless mini dress pairs a lace-and-sequin bodice with delicate beaded florals for a look that’s equal parts romantic and bold. The bodycon fit keeps everything sculpted, making it your go-to when the night calls for something unforgettable.

    Fit & Features

    • Smooth knit-lined fabric, moderate stretch
    • Strapless bodice, lace and sequin embellished
    • Beaded applique waist trim
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000672

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Chic Square Toe Block Heels

    Clearly chic, these block heels will elevate your looks with the tall lucite block heel and clear strap design.

    Fit & Features

    • 4" Clear lucite block heel
    • Open square-shaped toe
    • Clear PVC toe strap
    • Clear PVC adjustable ankle and heel straps, buckle detail
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000190

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunkissed Chic Cutout Crochet Maxi Dress

    Resort plans just got a plot twist. This beaded crochet maxi dress serves sculpted curves with a sweetheart neckline, waist cutout, and chic bead details made for walking in and turning heads.

    Fit & Features

    • Crochet knit fabric with knit lining, moderate stretch
    • Sleeveless sweetheart neckline, U-wired metal insert, beaded fringe design
    • Padded bust, waist cutout
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Maxi-length hem, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001474

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

    Product Badge:
    • Sale
  • Luxe Frame Sunglasses

    Step into the sunshine with these ultra-chic round sunglasses featuring gold metal frames and soft tinted lenses for that perfectly polished finish. Effortless, timeless, and made for main-character days.

    Fit & Features

    • Round metal frames with tinted lenses
    • Gold-tone detailing with logo accents
    • Polished finish
    • 100% UV protection

    Style Number/Barcode: 07008-000096

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Polish Lace V-Neck Mini Dress

    This lace skater dress features a soft, fitted bodice with a floaty skirt silhouette that feels made for bridal events, graduations, and every dressed-up occasion!

    Fit & Features

    • Lace fabric, lined
    • V-neckline
    • Adjustable spaghetti straps
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001134

    Category Name: $20 & Under Sale

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready In Five Tie-Back Mini Dress

    This A-line mini dress is your “I have nothing to wear” fix—handled. A flirty ruffled dress with a tie-back detail that cinches just right and a flowy skirt made for last-minute plans and weekend brunches.

    Fit & Features

    • Woven fabric with knit lining
    • V-neckline, cinched bust design
    • Adjustable spaghetti straps
    • Open tie-back design
    • A-line fit
    • Layered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000487

    Category Name: $20 & Under Sale

    Price: $46.90

    Availability: In Stock

    Available Color: YELLOW, SAGE

    Available Size: L, XL

    Product Badge:
    • Sale
  • Brittnay Chiffon A-Line Formal Dress

    Special Occasion

    Soft, sweeping, and ready for a graceful entrance, the Brittnay chiffon gown brings effortless movement to every polished occasion. The scoop neckline, adjustable spaghetti straps, pleated waist, dual high front wrap slits, and A-line floor-length silhouette create an elegant finish with a little walk-in drama.

    Fit & Features

    • Chiffon fabric, sewn-in bust knit lining
    • Scoop neckline, adjustable spaghetti straps
    • Back keyhole button closure, lower zipper and hook-eye closure
    • Pleated waist
    • Dual front high wrap slits
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, rehearsal dinners, engagement parties, vacations, resort getaways, formal parties, cocktail soirees

    Style Number/Barcode: 05002-001608

    Category Name: $20 & Under Sale

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S

    Product Badge:
    • Sale
  • Casual Plans Denim Cargo Jorts

    Casual plans just upgraded—these jorts are doing the most without trying. A relaxed denim cargo fit with that effortless, throw-on-and-go energy you’ll reach for on repeat.

    Fit & Features

    • Denim fabric
    • Mid-rise waist, belt loops
    • Front button and hidden zipper closure
    • Large cargo-style pockets, strap accent
    • Above-the-knee length
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06603-000155

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Pretty Extras Three-Pack Earring Set

    When one pair just isn’t enough. This three-pack earring set gives you polished sparkle, sweet bow details, and easy mix-and-match options so your ears always look styled—even on low-effort days.

    Fit & Features

    • Three-pack earring set
    • Rhinestone embellishments
    • Various styles and designs

     

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

    Style Number/Barcode: 07001-000265

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Strut And Stun Thong Mules

    From day to night plans, these thong heels are the ultimate stylish shoe to have this season. Sleek straps and a chic square toe make them the perfect pair with your casual or dressy looks.

    Fit & Features

    • 3" Stiletto kitten heel
    • Open square toe
    • Thong straps
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000527

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Mood Snake Cowboy Hat

    This snake print cowboy hat adds instant attitude to your outfit, whether you're heading to a concert, festival, or just leaning into your western era.

    Fit & Features

    • Classic cowboy hat silhouette
    • Wide curved brim
    • Snake print
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000241

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Step Snake Wedges

    Minimal up top, a little extra lift underneath. These wedge sandals keep it sleek with a clear strap and a sassy snake pattern that works from day plans to last-minute nights out.

    Fit & Features

    • 3" wedge heel
    • Round toe
    • Clear PVC thong toe strap
    • Luxe fit cushioned insole
    • Snake pattern, faux leather material
    • Runs true to size

    Style Number/Barcode: 07406-000036

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

    Available Size: 5.5, 6, 7, 7.5, 8, 9, 10

    Product Badge:
    • Sale
  • Denise Satin Bow A-Line Mini Dress

    Special Occasion

    The Denise dress turns a simple entrance into a moment—sleek, luminous, and designed to captivate from every angle. Crafted from premium satin in an a-line fit, it features delicate faux pearl trim and a statement back bow that feels equal parts timeless and unforgettable.

    Fit & Features

    • Premium satin fabric, lined
    • Sweetheart neckline
    • Adjustable spaghetti straps with faux pearl trim
    • Low-cut back, statement bow with faux pearl trim
    • A-line mini-length silhouette
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, wedding receptions, birthdays, graduations, sorority formals, garden parties, fancy brunches, rehearsal dinners, engagement photoshoots and parties

    Style Number/Barcode: 05001-000702

    Category Name: $20 & Under Sale

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drama Queen Lace Hand Fan

    When the outfit’s hot and so are you. This lace hand fan adds instant mystery and movement to your look, whether you’re headed to a themed party, festival, or formal affair.

    Fit & Features

    • Sheer lace material with a structured frame
    • Classic folding hand fan silhouette
    • Tassel accent

    Style Number/Barcode: 07308-000101

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spiral Shine Rhinestone Arm Cuff

    Shine that stays in place. This rhinestone memory wire cuff wraps your wrist in flexible sparkle—designed to fit perfectly every time and catch the light with every move.

    Fit & Features

    • Rhinestone-embellished
    • Memory wire
    • Cuff design

    Style Number/Barcode: 07003-000168

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Refined High Neck Open Back Dress

    Clean lines do all the talking in this sleek knit style. This midi dress combines a streamlined silhouette with an open-back design for a striking look from every angle. Perfect for summer cocktails, birthday dinners, and every RSVP that calls for something polished.

    Fit & Features

    • Ribbed knit texture with lining 
    • High neckline with adjustable shoulder straps
    • Open back with O-ring hardware detail
    • Body-skimming fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000367

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Catch The Light Charm Layered Necklace

    Tiny details, big attention. This dainty chain necklace with a rhinestone starburst charm and colored glass stone and bead layer adds that extra shine your outfit was waiting for.

    Fit & Features

    • Layered necklace design
    • Colored glass stone and bead layer
    • Dainty chain layer with rhinestone starburst charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000448

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale