$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.

  • RSVP Royalty Rhinestone Headband

    Your hair just got the invite upgrade. This rhinestone headband adds a soft sparkle that catches the light at every angle—perfect for weddings, birthdays, and any event that deserves a little extra.

    Fit & Features

    • Polished tone
    • Rhinestone floral and leaf detailing
    • Sleek headband silhouette

    Style Number/Barcode: 07006-000118

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ava Satin Cold Shoulder A-Line Ball Gown

    Special Occasion

    Some entrances feel effortless, others feel unforgettable — the Ava gown does both. Crafted in satin with an embellished structured corset bodice and flexible boning, the A-line silhouette flows from a sculpted waist into a high front slit, while the cold shoulder neckline with satin pleated cuffs and lace-up back adds a romantic finish.

    Fit & Features

    • Premium satin fabric
    • Cold shoulder neckline, pleated satin cuff sleeves, adjustable spaghetti straps
    • Embellished corset-structured bodice, boning inserts, padded bra cups
    • Sequin, rhinestone, beaded applique
    • Back lace-up with hidden zipper and hook-eye closure
    • Sculpted waist seam, hidden side pockets
    • High front slit, A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black tie weddings, balls, galas, pageants, award ceremonies, big birthday events, grand ballroom soirees, red-carpet occasions

    Style Number/Barcode: 05005-000041

    Category Name: $20 & Under Sale

    Price: $79.97 $249.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Party Energy Bunny Bowl Graphic Tee

    The tee you throw on when the playlist hits Bad Bunny and the night feels wide open. This Bunny Bowl graphic tee brings effortless edge with a relaxed fit that works from game-day plans to post-party hangs.

    Fit & Features

    • Soft cotton jersey fabrication
    • Classic crew neckline
    • Oversized relaxed tee silhouette
    • Bad Bunny graphic on the back
    • Runs true to size

    Style Number/Barcode: 06002-000490

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine On Rhinestone Cross Necklace

    A little sparkle, a little sentiment—this rhinestone cross necklace adds that subtle shine that plays well with everything from a simple tee to a going-out fit.

    Fit & Features

    • Dainty chain with rhinestone cross pendant
    • Lightweight polished finish
    • Lobster clasp closure

    Style Number/Barcode: 07002-000294

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Giddy Up Plush Horse Keychain

    Your daily lineup just got way more adorable. This plush horse keychain is soft, snuggly, and topped with the cutest tiny saddle—aka the perfect mini companion for your bag, keys, or backpack.

    Fit & Features

    • Soft plush horse design
    • Mini faux saddle detail
    • Keyring and lobster clasp for easy attachment
    • Lightweight and durable
    • Perfect for bags, keys, and gifting

    Style Number/Barcode: 07308-000064

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Chic Western Buckle Bracelet

    Yeehaw but make it fashion. This Western buckle bracelet brings a little rodeo flair to your stack—perfect for concerts, road trips, or adding some country-cool to your everyday fits.

    Fit & Features

    • Western-style buckle accent
    • Wide chain design
    • Lightweight and comfortable
    • Lobster clasp closure

    Style Number/Barcode: 07003-000136

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out West Plans Cowboy Hat

    Boots on, plans pending—this is the vibe. This bandana print cowboy hat brings a soft statement feel that instantly pulls your whole look into its country era.

    Fit & Features

    • Bandana embossed pattern
    • Wide curved brim
    • Structured cowboy hat silhouette
    • Inner adjustable strings for a snug fit
    • Faux suede material

    Style Number/Barcode: 07302-000239

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Hours Shine Textured Oval Statement Earrings

    The kind of shine that does the talking. These textured oval statement earrings bring bold shape and subtle movement that instantly levels up your look.

    Fit & Features

    • Textured metal construction with light-catching finish
    • Oversized oval statement silhouette
    • Post back closure

     

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

    Style Number/Barcode: 07001-000287

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Detail Bow Charm Rhinestone Anklet

    Soft sparkle, sweet glam—this one catches the light every step. The bow charm rhinestone anklet adds a polished touch that feels cute, confident, and ready to style with anything from slides to heels.

    Fit & Features

    • Layered anklet design
    • Rhinestone chain detail
    • Delicate bow charm accent
    • Lobster clasp closure with extender
    • High-shine finish

    Style Number/Barcode: 07003-000213

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lizzie Floral Satin A-Line Formal Dress

    Special Occasion

    Designed for moments that call for quiet drama, The Lizzie gown moves with an effortless sense of polish and poise. Cut from satin with a flowing A-line silhouette, it features a floral pattern, tie straps, a low cut back, and a high front slit for an entrance that feels considered and unforgettable.

    Fit & Features

    • Premium satin with floral pattern, woven lining
    • V-neckline with adjustable tie straps
    • A-line silhouette that skims the body
    • Low cut back with open detail
    • High front slit, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, bridal celebrations, fancy baby showers, galas, formal milestone celebrations, birthday brunches, garden parties

    Style Number/Barcode: 05002-001024

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: XS

    Product Badge:
    • Sale
  • Styled To Shine Rhinestone O-Ring Hair Charms Set

    Your hair just got its jewelry moment. These rhinestone O-ring hair charms add a subtle sparkle to braids, twists, or sleek styles when you want a little extra shine for parties, concerts, or festival season.

    Fit & Features

    • Eight-pack hair charm set
    • Thin metal O-ring design
    • Round rhinestone charms

    Style Number/Barcode: 07006-000129

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Drama Animal Print Cowl Neck Top

    Not for blending in—this one’s built for bold entrances. This animal print cowl neck top drapes effortlessly with a plunging neckline and delicate beaded chain details that bring the drama from every angle.

    Fit & Features

    • Knit fabric, high stretch
    • Animal print
    • Sleevless plunging cowl neckline
    • Beaded chain bar strap
    • Beaded chain straps, open cross-back design, lobster clasp closures
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000484

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Mood Leopard Halter Top

    Bring out your bold side. This leopard print mesh halter top serves fierce attitude with a flirty twist—ruched sides, cropped fit, and just the right amount of stretch for your wildest nights out.

    Fit & Features

    • Leopard print, mesh stretchy fabric, sewn-in knit lining
    • Halter plunge neckline with tie closure
    • Side ruched seams
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000343

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Booked the Getaway Crop Top

    This top already feels like a destination. With a form-hugging fit, statement hardware, and a skin-baring cutout that moves when you do, it’s made for warm nights and last-minute getaways. 

    Shop The Matching Skirt: Booked the Getaway Maxi Skirt

    Fit & Features

    • Lightweight mesh-lined fabric with printed finish
    • Halter sweetheart neckline with hardware accent
    • Spaghetti strap ties
    • Cutout underbust design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000388

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Von Dutch x Windsor Graphic Cropped Denim Jacket

    A nod to the Y2K cool-girl era, updated with a modern edge. This cropped denim jacket brings Von Dutch attitude front and center, finished with statement graphics that give even the simplest outfit a confident vibe.

    Fit & Features

    • Denim fabric
    • Collared neckline, chest pockets
    • Long sleeves with button details
    • Front orange contrast zipper closure
    • Von Dutch logo graphics and patches
    • Distressed cropped hem, fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06203-000038

    Category Name: $20 & Under Sale

    Price: $43.97 $98.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Outlaw Energy Studded Halter Top

    This one’s doing all the talking. A studded halter top with a zip front that sculpts your shape and instantly levels up denim, minis, or anything you throw on last minute.

    Fit & Features

    • Faux leather fabrication
    • Sleeveless V-neckline
    • Zipper front closure
    • Studded trim
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000369

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Future Cool Shield Sunglasses

    These are not your basic sunnies. The oversized shield shape and cool tint give instant attitude—like you showed up with a look planned.

    Fit & Features

    • Oversized shield design
    • Thin metal arms
    • Built-in nose pads
    • Semi-tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-000176

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Styled To Be Seen Statement Door Knocker Earrings

    Bold from the first glance—these earrings show up ready to be noticed. The twisted rope texture and statement door knocker shape make them an easy win for nights out, styled-up basics, or anytime your look needs a little extra confidence boost.

    Fit & Features

    • Statement doorknocker silhouette
    • Twisted rope-texture hoop design
    • Metal finish
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000328

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Most Wanted Graphic Crop Tee

    For the days you want your tee to have personality. The Most Wanted crop tee features a classic crew neckline, short sleeves, and a cropped fit that pairs perfectly with denim and any last-minute plans.

    Fit & Features

    • Soft knit fabric
    • Crew neckline
    • Short sleeves
    • Front Most Wanted graphic detail
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000518

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Rodeo Crop Graphic Tee

    A little vintage, a little western, and made for concerts, festivals, and casual hangs. This crop graphic tee features a fitted silhouette and soft cotton feel that easily styles with your favorite bottoms.

    Fit & Features

    • Soft cotton-blend knit fabric
    • Short sleeves
    • Crew neck
    • Graphic front design "Wild West"
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000520

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Confidence Halter Crop Top

    It’s the kind of top that makes sunset cocktails turn into dinners with a view. The floral cowl halter crop top features a fluid drape, statement orchid accent, and tie-back halter neckline that feels flirty, elevated, and ready for warm nights out.

    Shop The Matching Skirt: Floral Confidence Maxi Skirt

    Fit & Features

    • Floral pattern, mesh lined fabric
    • Orchid inset, halter cowl neckline, tie straps
    • Open back design
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000468

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Styled Up Western Faux Suede Cowboy Hat

    The outfit wasn’t finished until this showed up. This faux suede cowboy hat brings that effortless western edge—easy to throw on, impossible to ignore.

    Fit & Features

    • Soft faux suede material 
    • Structured cowboy hat silhouette
    • Curved brim

    Style Number/Barcode: 07302-000322

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Drama Halter Cutout A-Line Dress

    This is your “say less, I’m on my way” dress. The halter neckline and V-neck cutout serve just enough drama, while the A-line silhouette and asymmetric hem keep it flirty and ready for whatever’s on your calendar.

    Fit & Features

    • Sleek knit fabric with knit lining, high stretch
    • Sleeveless mock neckline, V-neck cutout
    • Tie-back halter straps, partially open back
    • Ruched side seams at the waist
    • Short asymmetric hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000771

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Airy Attitude Chiffon Poncho Top

    This chiffon poncho crop top gives you that effortless drape and breezy feel, perfect for styling a look in seconds for any plans.

    Fit & Features

    • Sheer chiffon fabric
    • Asymmetrical neckline
    • Long sleeve accents
    • Flowy crop-length
    • Runs true to size

    Style Number/Barcode: 06003-000363

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale