$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.

  • Everyday Shine Hoop Earrings Set

    Meet the trio that always pulls your look together without stealing the whole show. With clean lines and glossy curves, this hoop earrings set brings effortless polish to anything from a messy bun moment to a night-out 'fit check.

    Fit & Features

    • Set of three hoop earring pairs in varying shapes and widths
    • Mix of omega and post-back closures
    • Polished metal
    • Lightweight construction for comfortable wear

     

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

    Style Number/Barcode: 07001-000248

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Energy Rimless Shield Sunglasses

    These are giving instant main character. The rimless shield design with that warm tinted lens hits different—sleek, bold, and a little futuristic. Perfect for when your outfit needs that extra edge without trying too hard.

    Fit & Features

    • Rimless shield sunglasses design
    • Tinted lenses with warm tone finish
    • Rubber nose supports
    • Lightweight metal frame construction

    Style Number/Barcode: 07008-000178

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Noon Darling Cowboy Hat

    Currently daydreaming about a country concert, a tan line, and zero responsibilities. This woven straw cowboy hat adds the perfect western touch to bikinis, denim, and every last minute road trip fit.

    Fit & Features

    • Structured cowboy hat silhouette
    • Wide curved brim
    • Elasticized inner trim for a snug fit
    • Straw woven material

    Style Number/Barcode: 07302-000272

    Category Name: $20 & Under Sale

    Price: $11.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Angles Metal Trim Square Sunglasses

    Sleek and sculpted, these square sunglasses bring instant cool-girl energy. The metal-trimmed arms add just the right hint of shine—your new go-to for blocking shade in style.

    Fit & Features

    • Sleek square frames
    • Tinted lenses
    • Metal trim arms
    • Rubber nose supports
    • 100% UV protection

    Style Number/Barcode: 07008-000084

    Category Name: $20 & Under Sale

    Price: $10.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked In Shine Bangle Bracelet Set

    Turn every gesture into a moment with this ultra-glam four-piece bangle set. Featuring a mix of sleek, sculptural, and high-shine designs, this stack instantly elevates any outfit — from going-out fits to off-duty chic. Wear them all together for drama or rotate your faves for a subtle sleek touch.

    Fit & Features

    • Multi-piece polished-tone bangle bracelet set
    • Mixed-width designs for a stacked look
    • Smooth and polished metal finishes
    • Lightweight, easy-to-wear construction
    • Flexible styling for layering or solo wear
    • Slip-on fit

    Style Number/Barcode: 07003-000187

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Drape Boatneck Top

    A little drape, a little shape—this boatneck top just gets the assignment. The slinky stretch and adjustable ruching let you style it your way, whether it’s low-key plans or something more put-together.

    Fit & Features

    • Slinky knit fabric, high stretch
    • Boat neckline
    • Tank shoulder straps
    • Ruched detailing
    • Adjustable side ties
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000527

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: XS

    Product Badge:
    • Sale
  • Amy Floral Rhinestone Mesh Formal Dress

    Special Occasion

    Made for the kind of entrance that lingers, the Amy mesh mermaid gown shimmers with all-over mini rhinestone embellishments and a tropical floral print that feels both bold and refined. A scoop neckline, delicate spaghetti straps, and lace-up open back contour into a ruched, floor-length silhouette designed to captivate from every angle.

    Fit & Features

    • Tropical floral print, mini rhinestone embellishments
    • Mesh-lined fabric with high stretch
    • Scoop neckline, padded bra cups, spaghetti straps
    • Lace-up open back
    • Ruched mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, vacations, destination weddings, honeymoons, resorts, sunset receptions, birthday dinners, date nights, engagement parties

    Style Number/Barcode: 05002-001331

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS

    Product Badge:
    • Sale
  • Ruth Satin Corset Slit Formal Dress

    Special Occasion

    Sleek, sculpted, and impossible to ignore, the Ruth dress was designed for evenings that demand a little drama. Cut in luminous satin with a curve-contouring mermaid silhouette, it features a sheer boned bodice, delicate straps, and a front slit that adds just the right amount of movement.

    Fit & Features

    • Stretch satin fabric with partial knit lining
    • Sweetheart neckline, ruched bust, padded bra cups
    • Adjustable spaghetti straps
    • Sheer power mesh corset bodice, flexible boning
    • Lace-up back, ruched lower back with zipper and hook-eye closure
    • High front slit, mermaid floor-length fit
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black tie receptions, formal weddings, cocktail soirees, milestone birthday celebrations, special date nights, and red-carpet soirees.

    Style Number/Barcode: 05002-001239

    Category Name: $20 & Under Sale

    Price: $89.90

    Availability: In Stock

    Available Color: BLACK, NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Perfect Glamour Rhinestone Necklace And Earrings Set

    The kind of sparkle that makes mirror selfies mandatory. This rhinestone necklace and earrings set brings all the drama with a V-shaped silhouette, cascading rhinestone clusters, and matching duster earrings made for every overdressed opportunity on your calendar.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace
    • Chain-link, round and marquise-shaped rhinestone cluster design, hanging teardrop rhinestone accent
    • Lobster clasp closure with extender
    • Matching duster earrings
    • Post-back closures

     

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

    Style Number/Barcode: 07002-000434

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Goddess Glow Leaf Arm Cuff

    Channel full ethereal goddess energy with this gold leaf arm cuff that wraps your arm in shimmering, nature-inspired detail. With its sculpted leaf tips and flexible wrap design, it adds an instant dreamy, boho-chic vibe to any look—dressy fits, vacations, nights out, you name it.

    Fit & Features

    • Gold-tone flexible wrap arm cuff
    • Sculpted leaf accents on each end with rhinestones

    Style Number/Barcode: 07003-000208

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple the Style Knit Headband Set

    One pack, endless moods. This three-piece wide headband set comes with a smooth knit, a rib knit, and a grommet trim style—so you can switch up your vibe anytime.

    Fit & Features

    • Three-pack wide knit headband set
    • One smooth knit, one rib knit, and one grommet trim
    • Soft stretchy knit fabric
    • Comfy pull-on design

    Style Number/Barcode: 07006-000066

    Category Name: $20 & Under Sale

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Skip Satin Slip Dress

    The dress that makes every mirror check last a little longer. Delicate lace details, a sleek satin finish, and an asymmetrical hem give this slip dress an effortless allure that's polished and unexpected.

    Fit & Features

    • Silky satin fabric
    • Lace trim V-neckline
    • Adjustable spaghetti straps
    • Low-back detail
    • Curve-hugging silhouette
    • Lace trim asymmetrical hem with a side slit
    • Runs true to size

    Style Number/Barcode: 05101-001476

    Category Name: $20 & Under Sale

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L

    Product Badge:
    • Sale
  • Good Things Coming Mini Dress

    Featuring a draped cowl neckline, flirty front keyhole detail, and body-hugging fit, this mini dress was made for rooftop hotel bars, vacations, and night-out plans.

    Fit & Features

    • Knit fabric, high stretch
    • Draped cowl neckline
    • Adjustable straps
    • Back strap detail
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000378

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Low Key Icon Sleek Sunglasses

    The finishing touch your outfit was waiting for. These square sunglasses bring effortless cool with sleek curves and UV protection that keeps you covered from coffee runs to sunny day plans.

    Fit & Features

    • Glossy frame 
    • Sleek silhouette
    • Curved square lenses
    • 100% UV protection

    Style Number/Barcode: 07008-000170

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charlee Floral Sequin Mini Dress

    Special Occasion

    Flirty yet refined, the Charlee was made for your soirée spotlight moment. Its strapless neckline, shimmering floral sequins, and sculpted bodycon fit create a romantic silhouette that turns every entrance into a photo op.

    Fit & Features

    • Floral print, sequin-embellished fabric
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Flexible boning inserts
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, birthdays, date nights, cocktail soirees, rooftop hotel bars, dinner parties, milestone celebrations

    Style Number/Barcode: 05001-000073

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catherine Open Back Mermaid Glitter Formal Dress

    Special Occasion

    Radiate confidence and elegance in the Catherine glitter formal dress. The stunning open back and high front slit add a touch of allure to the classic mermaid silhouette. 

    Fit & Features

    • Glitter fabric, stretchy knit lining
    • Cowl neckline, padded bra cups
    • Wide shoulder straps
    • Open back with hook closure
    • High front slit
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, milestone celebrations, engagement parties, fancy date nights

    Style Number/Barcode: 05002-9664

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slithering Sultry Lace-Up Bodysuit

    A little dangerous in the styling department. This snakeskin print tube bodysuit brings the attitude with a sleek strapless fit and lace-up back detail that deserves its own close-up.

    Fit & Features

    • Snake print, brushed knit stretchy fabric
    • Tube strapless neckline
    • Open lace-up back
    • Form-hugging fit
    • Thong bottom, dual snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-000768

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Shimmer Cowl Neck Halter Top

    Instant attitude, zero hesitation—this is how you do a night-out top right. The cowl neck halter top has a chic drape with a sheer shimmer that catches every light (and every look).

    Fit & Features

    • Sheer shiny textured knit fabric, high stretch
    • Sleeveless cowl neckline, layered metal O-ring accent
    • Halter tie-back straps
    • Open back, lower tie-back straps
    • Mid-length asymmetric hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000699

    Category Name: $20 & Under Sale

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

    Product Badge:
    • Sale
  • Major Mood Statement Gem Ring

    Bold, glossy, and impossible to ignore. This statement gem ring brings sculptural shine with a smooth setting that instantly elevates even the simplest look.

    Fit & Features

    • Polished metal construction with a high shine finish
    • Oversized statement gem centerpiece
    • Organic sculpted setting

    Style Number/Barcode: 07004-000107

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • RSVP Sparkle Halter Mini Dress

    Proof that the best-dressed guest title is already taken. This sequin mini dress hugs in all the right places with a draped neckline and open-back detail made for birthdays, bachelorettes, and every invite worth accepting.

    Fit & Features

    • Sequin-embellished fabric, knit-lined fabric
    • Plunge halter cowl neckline with tie straps
    • Open tie-back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000940

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Flutter And Sparkle Butterfly Earrings

    Butterfly kisses with a glam twist—these rhinestone drop earrings bring delicate charm with all the drama. Perfect for dressing up for an event or adding sparkle to a simple look.

    Fit & Features

    • Butterfly accent with rhinestone
    • Fringe design with rhinestone trim

     

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

    Style Number/Barcode: 07001-000107

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uniquely Darling Strapless Pleat Skater Denim Mini Dress

    Darling and adorable, this denim mini dress brings flirtiness to any scene with a skater silhouette and pleated mini-length hem perfect for pairing with cowboy boots!

    Fit & Features

    • Denim fabric, stretchy knit shorts lining
    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Pleated mini-length hem
    • Runs small

    Style Number/Barcode: 05102-000683

    Category Name: $20 & Under Sale

    Price: $52.90

    Availability: In Stock

    Available Color: DARK, DENIM, LIGHT

    Available Size: L, M

    Product Badge:
    • Sale
  • Bold Allure Abstract Print Cutout Mini Tube Dress

    This is what you wear when subtle isn’t the plan. The bodycon silhouette of the abstract print mini tube dress showcases your curves, while the bold cutout and draped sash bring that extra, can’t-look-away energy.

    Fit & Features

    • Mesh fabric with lining, high stretch
    • Abstract print
    • Strapless sweetheart neckline with wired notched bust design, long sash
    • Front waist cutout
    • Ruched detailing
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000968

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Weekend Breeze Crop Top

    This top was made for sunny forecasts and spontaneous plans. The airy gauze fabric, soft hue, and trendy crop length make it look effortless.

    Shop Matching Bottoms: Weekend Breeze Maxi Skirt

    Fit & Features

    • Gauze woven fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Cinched crop-length hem
    • Runs true to size

    Style Number/Barcode: 06003-000352

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: S, M, L

    Product Badge:
    • Sale