$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.

  • Print Perfection Paisley Satin Scarf

    A scarf this polished makes accessorizing feel almost too easy. Style the silky paisley satin design in your hair, around your neck, or tied to a bag for an instant outfit refresh.

    Fit & Features

    • Silky satin woven fabric, no stretch
    • Paisley print
    • Multiple styling options

    Style Number/Barcode: 07305-000110

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: NS

    Product Badge:
    • Sale
  • Art After Dark Ring Set

    Three rings, one very convincing excuse to keep your hands in every photo. The sculpted finish gives effortless gallery girl energy with just enough drama to make a simple outfit feel styled on purpose.

    Fit & Features

    • Three pack of rings
    • Sculpted texture designs
    • Polished finish

    Style Number/Barcode: 07004-000116

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: 7, 8

    Product Badge:
    • Sale
  • Pretty In Polka Dots Linen-Blend Ruffle Mini Skort

    The kind of mini skort that gets complimented right away. This linen-blend polka dot style flares out with an A-line fit and built-in shorts that pairs perfectly with the matching tie-front top.

    Shop Matching Top: Pretty In Polka Dots Linen-Blend Tie-Front Top

    Fit & Features

    • Linen-blend woven fabric
    • Polka dot pattern
    • High-rise waist
    • Tiered ruffled design
    • Mini-length overlay, A-line silhouette
    • Hidden built-in shorts
    • Runs true to size

    Style Number/Barcode: 06303-000052

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Zip It Up Cutout Denim Top

    Denim just took a sharper turn. This form-hugging zip-front top frames the bust with a keyhole cutout, contrast stitching, and a sculpted mid-length fit. Pair with the matching skirt.

    Shop Matching Bottoms: Zip It Up Denim Mini Skirt

    Fit & Features

    • Denim fabric, contrast stitched desgin
    • Sleeveless crew neckline, dainty closure
    • Tank shoulder straps
    • Keyhole cutout at the bust
    • Zip-front design
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000472

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: M, L

    Product Badge:
    • Sale
  • Sultry Serve Studded Cropped Tube Top

    Serving a little country, a little downtown, and fully worth the mirror pic. This studded cropped tube top hugs in all the right places with a strappy back that makes every exit look good too.

    Fit & Features

    • Faux suede fabric
    • Strapless straight-across neckline
    • Studded embellishments
    • Open strappy back design, tie closure
    • Cropped hanky hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000714

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Poolside Playlist Tropical Flower Heels

    Built for rooftop selfies, vacation nights, and that “where’d you get those?” moment. These tropical flower heels bring the perfect mix of playful and glam with a barely-there fit that still makes a statement.

    Fit & Features

    • Metallic faux leather material
    • Open square toe
    • Tropical flower appliqué detail
    • Stiletto heel with flat platform
    • Runs true to size

    Style Number/Barcode: 07401-000655

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky Ride Horse Chain Belt

    It’s the detail that makes the whole outfit click. This horse charm chain belt adds a little personality and shine, whether you’re styling denim, dresses, or something in between.

    Fit & Features

    • Horse charm detail
    • Polished chain design
    • Lobster clasp closure

    Style Number/Barcode: 07301-000460

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Attitude Belted Mini Skort

    Serving attitude with every step—this belted mini skort is giving bold with a side of edge. The short, A-line silhouette and pleated detailing make it a go-to for nights out or statement daytime looks. Style with the matching halter top.

    Shop Matching Top: Serving Attitude Belted Halter Top

    Fit & Features

    • Woven fabric
    • Mid-rise waist with belted accent
    • Back zipper closure
    • Drop waist design
    • Mini-length pleated overlay, A-line silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000183

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Laidback Classic Denim Shorts

    The pair you’ll keep reaching for without thinking twice. These high-rise denim shorts keep it simple with a flattering fit that works with literally everything in your closet.

    Fit & Features

    • Denim fabric, no stretch
    • High-rise waistband
    • Frayed hem trim
    • Form-hugging fit
    • Front button and hidden zipper closure, belt loop accents
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-000208

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: 0, 1, 3, 5, 7, 9

    Product Badge:
    • Sale
  • Boots Required Faux Leather Belt

    The belt that turns a good outfit into the one everyone asks about. Featuring a statement western-inspired buckle and faux leather design, this belt adds instant attitude to denim, dresses, and everything packed for your next concert, bachelorette trip, or weekend getaway.

    Fit & Features

    • Western-inspired buckle
    • Faux leather material
    • Adjustable fit

    Style Number/Barcode: 07301-000502

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

    Product Badge:
    • Sale
  • Statement Chic Pearl Boyfriend Jeans

    Denim, but make it unforgettable. Faux pearl fringe cascades from the pockets and down the sides, adding movement and a soft glam touch to every step.

    Fit & Features

    • Light wash denim fabric, slight stretch
    • Super high-rise waist
    • Cascading faux pearl fringe trim along pockets and sides
    • Boyfriend leg silhouette
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06602-000126

    Category Name: $20 & Under Sale

    Price: $26.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: 3, 7, 9, 11

    Product Badge:
    • Sale
  • Curve Tease Cutout Mini Dress

    A little sleek, a little daring, fully ready for plans. This strapless mini dress hugs the figure with a bodycon fit and front cutout that effortlessly flaunts your figure.

    Fit & Features

    • Soft rib knit sweater fabric with stretch
    • Contrast trim strapless neckline
    • Front cutout with contrast trim
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000382

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Sunny Sparkle Floral Sequin Skort

    Brunch plans just got cuter. This sequin floral mini skort gives you that flirty skirt look with built-in comfort, made for sunny days or spontaneous nights out.

    Fit & Features

    • Floral sequin-embellished pattern, woven fabric
    • High-rise waist
    • Bodycon mini-length hem
    • Built-in shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000148

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Style Bracelet

    This faux leather wrap bracelet combines sleek straps and polished links for a stacked effect that instantly pulls your outfit together.

    Fit & Features

    • Wrap-around style bracelet
    • Polished hardware links
    • Magnet clasp closure
    • Faux leather material

    Style Number/Barcode: 07003-000312

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Sunset Social Abstract Bikini Top

    Golden hour called, and this top answered. Featuring an abstract print, beaded accents, and a flirty knotted front, this bikini top is made for rooftop cocktails, vacation nights, and every RSVP-worthy plan on your calendar.

    Shop Matching Skirt: Sunset Social Abstract Maxi Skirt

    Fit & Features

    • Lightweight mesh fabrication, knit lining
    • Cropped bikini top silhouette
    • Plunging V-neckline
    • Front knot detail with beaded shoulder straps
    • Detachable dainty stone chains
    • Open tie-back design
    • Runs true to size

    Style Number/Barcode: 06001-000671

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Desert Plans Longhorn Buckle Belt

    A little western, a little off-duty model, and fully obsessed-worthy. This longhorn buckle belt gives denim, cargos, and flowy dresses that effortless cool factor without feeling overstyled.

    Fit & Features

    • Faux leather material
    • Western-inspired longhorn buckle
    • Adjustable

    Style Number/Barcode: 07301-000498

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

    Product Badge:
    • Sale
  • Angle Play Hanky Hem Midi Skirt

    The season’s softer silhouettes are getting a sharper edge. This fluid midi skirt balances a wide waist with angled points that create a modern drape. Keep the styling simple and chic with a cute top and sandals.

    Fit & Features

    • Woven fabric
    • Wide high-rise waistband
    • Flowy silhouette
    • Asymmetrical hanky midi-length hem
    • Runs true to size

    Style Number/Barcode: 06301-000020

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

    Product Badge:
    • Sale
  • One Piece Wonder Denim Jumpsuit

    This denim jumpsuit is a one-piece wonder. Featuring a collared neckline, waist-cinching belt, and leg-lengthening flare silhouette, this denim jumpsuit delivers a trendy look for brunch, concerts, and weekend plans.

    Fit & Features

    • Medium wash denim
    • Sleeveless collar neckline
    • Front zip-up closure
    • Adjustable belted waist
    • Form-hugging fit
    • Flare hem
    • Runs true to size

    Style Number/Barcode: 06602-000125

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: L

    Product Badge:
    • Sale
  • Bold Chic Flocked Velvet Halter Romper

    This romper is for the nights when you want your outfit to do all the flirting for you. The flocked velvet floral and animal pattern, halter neckline, and twirl-ready overlay give you that bold, chic confidence you love.

    Fit & Features

    • Mesh fabric with knit lining
    • Velvet flocked floral and animal multi-print pattern
    • Sleeveless plunging V-neckline, bar strap detail
    • Tie-back halter straps, open back, lower tie-back spaghetti straps
    • Drop waist
    • Mini-length overlay, A-line fit, hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-000198

    Category Name: $20 & Under Sale

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, PRINT

    Available Size: S, M

    Product Badge:
    • Sale
  • Love Struck Rhinestone Heart Belt

    This faux leather belt brings the drama with a rhinestone buckle, heart-shaped medallions, and all-over sparkle that instantly levels up your look.

    Fit & Features

    • Rhinestone-embellished buckle
    • Heart-shaped medallions and rhinestone studs throughout
    • Faux leather material

    Style Number/Barcode: 07301-000457

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

    Product Badge:
    • Sale
  • Gem Agenda Statement Collar Necklace

    Consider the neckline handled. This collar-style statement necklace layers gemstone embellishments into a polished finish made for dresses, going-out tops, and any look that needs a glam final touch.

    Fit & Features

    • Collar-style necklace
    • Statement gemstone embellishments
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000517

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Island RSVP Sequin Mini Skirt

    A vacation wardrobe without a little sparkle? Couldn't be you. This sequin tropical palm and floral bodycon mini skirt brings the fun with a curve-hugging fit that's ready for beach brunches, sunset cocktails, and weekend escapes.

    Fit & Features

    • Tropical palm and floral print
    • Sequin-embellished fabric, smooth knit lining
    • Mid-rise waist
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-000051

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Behavior Twist Lock Mini Satchel Bag

    Small but seriously stylish, this mini satchel brings a structured, elevated vibe to any outfit. The twist-lock front closure adds that polished finish while the compact size keeps it effortlessly easy to carry.

    Fit & Features

    • Faux leather material
    • Structured mini satchel silhouette
    • Top handle design
    • Front twist-lock closure
    • Detachable crossbody strap
    • Spacious interior, one open pocket, one zipper pocket

    Style Number/Barcode: 07203-000173

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandal Spark Rhinestone Anklet

    Your sandal lineup just got prettier. This rhinestone leaf anklet brings a delicate draped design with a beaded toe loop for beach weddings, resort getaways and dressy barefoot moments.

    Fit & Features

    • Leaf-shaped design
    • Beaded toe loop
    • Extended chain with lobster clasp closure

    Style Number/Barcode: 07003-000311

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: NS

    Product Badge:
    • Sale