$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.

  • Sparkly Language Rhinestone Earrings

    Proof that sparkle is a love language. These radiant rhinestone earrings bring full glam without the drama—just enough dazzle to catch compliments (and maybe a few stares).

    Fit & Features

    • Rounded design
    • Halo-style rhinestone embellishments
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000114

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunkissed Round Metal Sunglasses

    Meet the retro-inspired round sunnies that instantly give every outfit that effortlessly-cool, “I just landed in Ibiza” vibe. The slim metal frames and tinted lenses keep things minimal but totally magnetic.

    Fit & Features

    • Lightweight metal round frames
    • Slim arms with comfortable ear tips
    • Tinted lenses
    • Rubber nose supports
    • 100% UV protection

    Style Number/Barcode: 07008-000107

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Plans Only Floral Mini Dress

    This floral bodycon dress hugs in all the right places with a touch of rhinestone sparkle, perfect for date nights or dressed-up plans that call for something a little extra.

    Fit & Features

    • Floral-printed mesh fabric, knit lining, high stretch
    • Mini rhinestone embellishments
    • Strapless sweetheart neckline, no-slip strip, padded bust
    • Twist-front design at the bust
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000731

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: M, L

    Product Badge:
    • Sale
  • Laid Back Edge Aviator Sunglasses

    Sunglasses that instantly sharpen the vibe. These aviator sunglasses deliver an effortless attitude with tinted lenses and UV protection that keeps every sunny day look cool.

    Fit & Features

    • Lightweight polycarbonate frame
    • Classic aviator silhouette
    • Rubber nose supports
    • Tinted colored lenses
    • 100% UV protection

    Style Number/Barcode: 07008-000118

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Trouble Halter Romper

    Playful yet bold. This halter plunge romper stuns with cascading ruffles and a flirty fit that’s ready for parties or date nights.

    Fit & Features

    • Smooth knit-lined stretchy fabric
    • Plunge halter neckline, tie closure
    • Side ruched seams
    • Ruffled layer mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000192

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Passport Ready Sequin Sheer Knit Maxi Dress

    Vacation photos called—they want this dress in every frame. This sequin embroidered sheer knit maxi dress pairs a sculpting bodycon fit with a striking hardware cutout and leg-baring slit that was made for rooftop dinners, destination weddings, and every RSVP in between.

    Fit & Features

    • Sheer textured knit fabric, mini-length knit lining, moderate stretch
    • Sequin embroidery
    • Strapless sweetheart neckline, bust cutout with asymmetric metal hardware accent
    • Open tie-back design
    • Maxi-length hem with high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000632

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS

    Product Badge:
    • Sale
  • Festival Muse Turquoise Statement Bracelet

    Serving bold detail, perfect for festival season. This turquoise statement bracelet adds instant personality to your stack with a sculpted feel that pulls every look together.

    Fit & Features

    • Stretch design
    • Statement engraved metal design
    • Turquoise embellishments

    Style Number/Barcode: 07003-000228

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game Day Crush Polka Dot Hot Shorts

    Serving sporty with a side of “don’t text your ex.” These fitted polka dot hot shorts hug just right and bring the cool-girl energy, whether you’re headed to a beach boardwalk, coffee run, or late-night plans.

    Shop Matching Top: Game Day Crush Polka Dot Baby Tee

    Fit & Features

    • Soft stretch knit fabric
    • Low-rise waist with drawstring accent
    • Contrast stripe detail
    • Polka dot print
    • Cheeky fit
    • Runs true to size

    Style Number/Barcode: 07103-000116

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Floral Mix Five Pack Earrings

    Sweet meets statement. This five-pack earring set features a mix of floral studs and classic hoops—perfect for stacking, styling, and switching up your vibe any day of the week.

    Fit & Features

    • Five-pack earrings set
    • Floral designs
    • Polished metal finish
    • Post-back closures

     

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

    Style Number/Barcode: 07001-000216

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Roadtrip Ready Crochet Halter Top

    Just add a destination and go. This crochet halter crop top brings carefree charm with beaded fringe trim, a breezy open-back design, and the kind of statement details that make every outfit feel cuter.

    Fit & Features

    • Sheer crochet fabric
    • Plunge halter neckline with tie straps
    • Beaded trim under the bust
    • Open tie-back
    • Beaded fringe crop hem trim
    • Runs true to size

    Style Number/Barcode: 06005-000415

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN-2, IVORY-2

    Available Size: L, M

    Product Badge:
    • Sale
  • Western Spirit Cross Bead Bracelet Set

    A little western charm for your wrist stack. This cross-beaded bracelet set features textured beads and a bold cross centerpiece that gives your outfit a statement.

    Fit & Features

    • Beaded design
    • Stretch fit
    • Statement cross with stone embellishment

    Style Number/Barcode: 07003-000229

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chelsea Satin Open Back Formal Dress

    Special Occasion

    The Chelsea satin gown moves with a quiet, sculpted drama. The one-shoulder neckline and open tie back frame the silhouette with just enough allure, while the mermaid floor-length fit keeps it effortlessly refined.

    Fit & Features

    • Premium satin fabric, woven lining
    • One-shoulder neckline
    • Open tie-back, zipper and hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, garden party, gala, formal celebrations, elegant showers, fancy soirees, destination events, anniversaries

    Style Number/Barcode: 05002-000918

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW, LIGHT, BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • DIME Cat Eye Sunglasses

    Minimal effort, maximum attitude. These DIME sleek cat eye sunglasses feature a sharp silhouette and polarized tinted lenses that instantly elevate leather jackets, slick buns, and last-minute dinner plans.

    Fit & Features

    • Glossy acetate frame
    • Narrow cat eye silhouette
    • Polarized tinted lenses with 100% UV protection
    • Slim arms with "Dime" logo

    Style Number/Barcode: 07008-000139

    Category Name: $20 & Under Sale

    Price: $14.97 $30.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Extra Rhinestone Ring Set

    Your chic ring stack just leveled up. This rhinestone ring set brings a mix of textures, shapes, and shine that instantly elevates anything from coffee-run knits to going-out minis.

    Fit & Features

    • Set of 11 mixed rings
    • Includes rhinestone bands, geometric shapes, and textured designs
    • Variety of stacking and standalone styles
    • Lightweight metal construction

    Style Number/Barcode: 07004-000090

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oceanside Kiss Open Back Midi Dress

    This halter midi dress hugs in all the right places with a plunging neckline, ruched waist, and open back made for dinners, vacations, and every occasion that calls for extra attention.

    Fit & Features

    • Floral print, knit stretchy fabric, lined
    • Plunge halter neckline, tie strap
    • Open back
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001130

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Pascha Strappy Open Back Mermaid Floral Formal Dress

    Special Occasion

    Feminine florals and airy mesh will make you swoon for the Pascha formal dress! Designed with a sexy open strappy back and a mermaid silhouette that flaunts your figure.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Strappy open back
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, engagement parties, bridal showers, wedding showers, baby showers, dinner parties, galas, birthdays

    Style Number/Barcode: 05002-000025

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, XXS

    Product Badge:
    • Sale
  • Catch Flights Aviator Sunglasses

    The kind of sunglasses that make leggings and a hoodie look intentional. These aviator sunglasses bring a sleek, oversized vibe that works for travel days, coffee runs, and every outfit built around being comfortable but still cute.

    Fit & Features

    • Lightweight plastic frame
    • Oversized aviator silhouette
    • Tinted lenses
    • Structured cutout bridge detail

    Style Number/Barcode: 07008-000236

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Sparkle Rhinestone Floral Necklace

    Light-catching in the most effortless way. This rhinestone floral necklace frames the neckline with a soft sparkle that feels elevated, refined, and ready for anything from formal plans to last-minute dinner reservations.

    Fit & Features

    • Rhinestone floral necklace design
    • Marquise and round-cut stones
    • Center drop pendant detail
    • Adjustable chain with extender
    • Lobster clasp closure

    Style Number/Barcode: 07002-000316

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Simplicity Bodycon Maxi Skirt

    No frills, no fuss—just pure silhouette. The smooth look, bodycon fit, and maxi hem give you an effortlessly pulled-together look that’s timeless yet modern. Pair with the matching top.

    Shop The Matching Top: Bold Simplicity Crop Tank Top

    Fit & Features

    • Double-lined slinky knit stretchy fabric
    • Mid-rise waist
    • Side ruched seams
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000076

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coffee Run Cutie Square Sunglasses

    Serving effortless even on three hours of sleep. These square sunglasses are the perfect grab-and-go pair for brunch dates, beach walks, and pretending you didn’t see your situationship across the street.

    Fit & Features

    • Lightweight plastic frame
    • Slim square silhouette
    • Gradient lenses
    • Minimal metal accent detailing
    • 100% UV protection

    Style Number/Barcode: 07008-000226

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Confidence Animal Print A-Line Mini Dress

    A little wild, a lot unforgettable. This strappy abstract animal print A-line mini dress skims and sways with every step, giving you that effortless, throw-it-on-and-own-the-night kind of confidence.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Abstract animal print
    • Sleeveless sweetheart neckline, no-slip strip
    • Cross-front spaghetti strap design leading to a tie-back halter design
    • Open back design
    • Mini-length asymmetric hem, flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000823

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wander West Beaded Cowboy Hat

    Serving boho cowgirl energy with a hint of wanderlust. This straw cowboy hat features an intricate woven design and a standout beaded band with turquoise detail for that effortlessly styled, sun-chasing look.

    Fit & Features

    • Woven straw material
    • Structured cowboy hat silhouette
    • Intricate open weave design
    • Beaded band with colored accents
    • Curved wide brim, tea-stained finish
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000314

    Category Name: $20 & Under Sale

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dressed Up Strappy Heel Sandals

    Minimal straps, maximum outfit potential. These heels bring a sleek, barely there look with a sculpted block heel and a knotted strappy design perfect for weddings, celebration brunches, and any polished plans.

    Fit & Features 

    • 2.5" Block heel
    • Square toe
    • Knotted strappy design
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000610

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cosmic Shine Star Arm Cuff

    Serving celestial vibes with zero effort. This star arm cuff adds a bold cosmic accent that instantly elevates your looks for festivals, concerts, or parties.

    Fit & Features

    • Sleek sculptural silhouette
    • Star design
    • Polished shine

    Style Number/Barcode: 07003-000219

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale