$20 & Under Sale

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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.

  • Leila Velvet One-Shoulder Midi Formal Dress

    Special Occasion

    Designed to flatter from every angle, The Leila formal dress is equal parts sultry and refined. Cut from plush velvet, this form-hugging silhouette features a one-shoulder sweetheart neckline and a wrap front slit that moves beautifully with you through every entrance and exit.

    Fit & Features

    • Soft velvet-lined fabric, stretchy knit lining
    • One-shoulder sweetheart wired neckline
    • Wrap front slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, black tie galas, cocktail soirees, holiday parties, formal celebrations, birthday dinners, fancy date nights, receptions

    Style Number/Barcode: 05001-000510

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Cut To Captivate Long Sleeve Mini Dress

    Serve sleek with a side of daring. This long sleeve mini dress brings bodycon confidence with bold cutouts and hardware accents that instantly set you apart.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Crew neckline
    • Multiple front cutouts, hardware accents
    • Long fitted sleeves
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000459

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Luxe Tie Waist Trench Coat

    A statement layer that means business. This faux leather trench brings sleek energy with a soft faux suede collar, belted waist, and tailored finish that instantly pulls any outfit together. 

    Fit & Features

    • Smooth faux leather fabric, sewn-in woven lining
    • Faux suede lapel collar neckline
    • Long sleeves
    • Tie-waist belt
    • Front pockets
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06204-000061

    Category Name: $20 & Under Sale

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paint The Night Abstract Open Back Midi Dress

    It’s giving art, elegance, and effortless wow. This slinky slip dress was made to glide through gallery nights, rooftop drinks, and every “who is she?” moment in between.

    Fit & Features

    • Abstract print, woven fabric
    • V-neckline
    • Spaghetti straps
    • Open strappy back
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000615

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Front Cutie Convertible Trench Coat

    A coat that works harder than half your closet—this convertible trench coat snaps from polished longline drama into a cropped jacket the second you feel like switching the vibe.

    Fit & Features

    • Faux leather fabric, soft faux fur lining
    • Lapel collar hooded neckline
    • Long sleeves, faux fur cuffs
    • Button-down front closures, side pockets
    • Detachable design for two-way wear
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06201-000053

    Category Name: $20 & Under Sale

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Getter Rhinestone Hand Chain

    Like jewelry’s answer to a mic drop. This rhinestone hand chain drapes your wrist and finger in shimmer that catches every flicker of light.

    Fit & Features

    • Hand chain silhouette with finger loop
    • Rhinestone charms
    • Lightweight and comfortable
    • Lobster clasp closure

    Style Number/Barcode: 07003-000088

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seas The Day Pearl and Charm Statement Necklace

    Giving total mermaid-on-vacay energy—and we’re obsessed. This pearl and charm necklace brings soft glam with a splash of beachy vibes, perfect for brunch plans or sunset selfies.

    Fit & Features

    • Faux pearl and charms
    • Long chain
    • Lobster clasp closure

    Style Number/Barcode: 07002-000143

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Off Duty Fold Over Western Boots

    These boots were made for compliments. The fold-over western boots mix chill slouch vibes with a pointed toe and block heel, perfect for taking your 'fit from casual to iconic.

    Fit & Features

    • 2.5" Block heel, 7" leg opening, 6" shaft height
    • Smooth faux leather material
    • Pointed toe
    • Below-the-knee height, pull tabs
    • Slouched fold-over design
    • Runs true to size

    Style Number/Barcode: 07402-000080

    Category Name: $20 & Under Sale

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The It Girl Faux Fur Crop Jacket

    Soft, luxe, and a little bit extra—just how we like it. This cropped faux fur jacket brings instant glam to any outfit, whether layered over a dress or your everyday look.

    Fit & Features

    • Ultra-soft plush faux fur fabric
    • Sewn-in satin woven lining
    • Collar neckline
    • Long sleeves
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000055

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buttoned Up Charm Off-The-Shoulder Mini Dress

    Sophisticated with a sultry twist, this rib knit mini serves clean lines and gold button details that pop. Perfect for lunch dates, weekend looks, or when you want polished but playful.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Button front accents
    • Faux front pockets
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000155

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked And Stunning Five Pack Ring Set

    Because one ring is never enough. This five-pack of rings gives you all the sparkle and statement you need for every vibe and every outfit.

    Fit & Features

    • Five-pack assorted ring set
    • Mix of various styles and embellishments
    • Includes rhinestones and colored stone accents

    Style Number/Barcode: 07004-000044

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Spark Dainty Heart Necklace

    This dainty chain necklace with rhinestone heart and stud charms is the perfect layer-or-solo piece for adding just a touch of sparkle.

    Fit & Features

    • Delicate dainty chain
    • Rhinestone heart and stud charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000145

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Halter Bodycon Midi Dress

    Bring the fire, babe—this halter bodycon midi dress is all about bold entrances and even hotter exits. The curve-hugging fit and flirty slit make it perfect for nights when subtle just isn’t your vibe.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless plunging V-neckline
    • Tie-back halter straps
    • Open back, lower tie-back straps
    • Ruching, high-cut front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000618

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Shine Cubic Zirconia Layered Necklace Set

    Two’s always better than one. This layered chain necklace set pairs dainty details with a touch of cubic zirconia shine, giving your outfit that instant “put-together” finish.

    Fit & Features

    • Two-pack necklace set
    • Dainty chain, flat accents
    • Dainty chain, cubic zirconia stone accent
    • Lobster clasp closures with extenders

    Style Number/Barcode: 07002-000149

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Giddy Up Knit Horse Cardigan

    A little western, a lot of cozy—this button-down cardigan features a playful horse knit pattern and collar detail that make it anything but basic.

    Fit & Features

    • Horse pattern, soft knit fabric
    • Oversized long sleeves with striped cuffs
    • Collared neckline
    • Button-down front closures
    • Relaxed fit hem
    • Runs true to size

    Style Number/Barcode: 06005-000167

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute and Cozy Pom Leg Warmers

    Cold-weather cuteness unlocked. These cable knit leg warmers bring a soft, cozy feel with pom pom ties that make every outfit instantly more playful (and extra warm).

    Fit & Features

    • Pom pom bow ties
    • Soft cable knit material

    Style Number/Barcode: 07306-000032

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Intentions Knit Duster Cardigan

    Wrapped in ease, this knit duster cardigan is your new everything layer. With its tie waist, convenient pockets, and relaxed silhouette, it brings that perfect mix of cozy and cool—made for coffee runs, casual plans, and soft girl strolls.

    Fit & Features

    • Soft knit fabric
    • Collar neckline
    • Long sleeves
    • Tie-front waist belt
    • Front pockets
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06005-000165

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layered Up Pearl Charm Chain Necklace

    More layers, more vibes. This pearl charm layered chain necklace makes stacking effortless with mixed chains and a subtle shine you’ll reach for daily.

    Fit & Features

    • Four-row layered design
    • Short herringbone chain
    • Two dainty chains
    • Long dainty chain with faux pearl charm
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000161

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Linked Up Layered Chain Necklace

    Two chains, endless styling—this layered necklace blends bold links with delicate shine for a look that goes from brunch to cocktails.

    Fit & Features

    • Layered chain design
    • Chunky link chain paired with dainty chain
    • Rhinestone accent on center link
    • Lobster clasp closure

    Style Number/Barcode: 07002-000151

    Category Name: $20 & Under Sale

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Inhale Exhale Grip Crew Socks

    A reminder with every step. These “Inhale, Exhale” embroidered crew socks feature non-slip grips to keep you grounded through flows, stretches, and studio sessions.

    Fit & Features

    • "Inhale, Exhale" embroidered script
    • Non-slip grip sole
    • Stretchy rib knit crew silhouette

    Style Number/Barcode: 07306-000035

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pilates Princess Grip Crew Socks

    Your mat, your kingdom. These “Pilates Princess” crew socks with grippy soles keep you secure while serving all the cute energy your workout deserves.

    Fit & Features

    • "Pilates Princess" embroidered script
    • Non-slip grip sole
    • Stretchy rib knit crew silhouette

    Style Number/Barcode: 07306-000034

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow With It Rhinestone Necklace

    A little shimmer goes a long way—this delicate necklace catches the light with every move. Layer it up or let it shine solo for that effortlessly chic finish.

    Fit & Features

    • Dainty chain with rhinestone embellishments
    • Lobster clasp closure

    Style Number/Barcode: 07002-000185

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charlie Velvet Satin Bow A-Line Dress

    Special Occasion

    The Charlie mini dress is pure sophistication with a playful twist—crafted in plush velvet with a satin foldover neckline and bow trim that feels timeless yet fresh. Its sculpted bodice and A-line mini silhouette strike the perfect balance of flirty and refined, made for moments that deserve to be remembered.

    Fit & Features

    • Luxe velvet structured fabric, sewn-in knit lining, slight stretch
    • Strapless satin foldover bow trim neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Holiday parties, festive dinners, weddings, formal celebrations, date nights, birthday parties, fashion-forward events, cocktail soirees, nights at the theatre

    Style Number/Barcode: 05001-000521

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Glam It Girl Removable Fur Wool Coat

    This coat doesn’t just enter the room—it owns it. With plush removable faux fur and a sleek faux wool finish, it’s your go-to for cold-weather glam. Perfect for dressing up denim or layering over night-out looks.

    Fit & Features

    • Faux wool fabric, woven lining
    • Faux fur neckline and cuffs are removable
    • Front pockets, tie-waist belt
    • Double-breasted button closures
    • Longline silhouette, structured fit
    • Runs true to size

    Style Number/Barcode: 06201-000059

    Category Name: $20 & Under Sale

    Price: $9.97 $86.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale