$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.

  • Wild Charm Tooth Pendant Necklace

    A little untamed, a lot of payoff. This pendant necklace brings a chunky chain and bold tooth charm that instantly sharpens up your favorite looks.

    Fit & Features

    • Chunky chain design
    • Statement tooth pendant
    • Polished metal finish
    • Lobster clasp closure

    Style Number/Barcode: 07002-000533

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Shine Trail Rhinestone Necklace

    This rhinestone necklace brings a lariat-inspired design with faceted stones that trail down the front, made for plunging necklines, sleek dresses, and any outfit begging for a little extra sparkle.

    Fit & Features

    • Lariat silhouette
    • Statement faceted rhinestones
    • Polished shine finish
    • Lobster clasp closure

    Style Number/Barcode: 07002-000518

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Spritz Multi-Print Tube Top

    Pool plans, brunch plans, “wait where are we going next?” plans. This multi-print tube top brings the flirty vibe with a strapless sweetheart neckline, ruched detailing, and a form-hugging fit. Pair with the matching mini skort.

    Shop Matching Bottoms: Sunset Spritz Multi-Print Ruffle Mini Skort

    Fit & Features

    • Knit fabric, high stretch
    • Floral and animal multi-print pattern
    • Strapless sweetheart neckline, padded bra cups
    • Ruched detailing
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000681

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, M, L

    Product Badge:
    • Sale
  • Poolside Priority Slit Maxi Skirt

    This skirt practically comes with a boarding pass. Featuring a flirty mid-rise waist, curve-hugging fit, and a leg-baring high-front slit, it's the kind of look that belongs at pool parties, vacations, and every photo op in between.

    Shop Matching Top: Poolside Priority Tie Front Top

    Fit & Features

    • Stretchy knit fabric
    • Mid-rise waist
    • High front slit
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000157

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L

    Product Badge:
    • Sale
  • Star Of The Show Denim Shorts

    Easy in the front, unforgettable in the back, these denim shorts showcase a star back detail that turns a classic fit into something way more fun. Perfect for concerts, festivals, and any time you wanna be noticed.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Star back detail
    • Form-hugging fit
    • Front button closure, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-000174

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charm Collector Statement Ring

    Tiny charms, major styling payoff. This statement ring features a wide open band with mixed dangling medallion and cross accents for an eclectic finish that instantly upgrades your stack.

    Fit & Features

    • Wide band
    • Mixed dangling medallion, cross charm accents
    • Polished metal finish

    Style Number/Barcode: 07004-000131

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: 7

    Product Badge:
    • Sale
  • Back For Compliments Mesh Butterfly Top

    The back just did all the talking. This sheer mesh butterfly top flaunts your curves just right while serving a barely-there feel that’s perfect for nights out, vacations, or festivals.

    Fit & Features

    • Sheer mesh fabric, bust lining
    • Bungee spaghetti straps with adjustable toggle
    • Halter V-neckline
    • Open strappy back, crochet butterfly accents
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000483

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Sparkle Rhinestone Jersey Tee

    The group chat already knows you like to make an entrance. This oversized mesh jersey tee brings a sporty attitude with a rhinestone number graphic that pairs perfectly with denim and last-minute plans.

    Fit & Features

    • Jersey mesh woven fabric
    • V-neckline
    • Striped short sleeves
    • Rhinestone-embellished "7" front graphic
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-000560

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One The Low Denim Shorts

    The shorts that somehow make every outfit look better. These low-rise denim shorts bring an easy fit with cuffed hems and endless styling potential, whether you're heading to the boardwalk, a festival, or grabbing iced coffee.

    Fit & Features

    • Medium wash denim fabric
    • Low-rise waist
    • Form-hugging fit
    • Cuffed hem
    • Front button closure, belt loops, pockets
    • Runs true to size

    Style Number/Barcode: 06603-000196

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: S, L

    Product Badge:
    • Sale
  • Effortlessly Yours Slinky Knit Poncho

    One of those tops that somehow works with everything and still stands out. This slinky knit poncho drapes effortlessly with an off-the-shoulder neckline and asymmetric hem that pairs perfectly with denim, shorts, or a sleek mini.

    Fit & Features

    • Slinky knit fabric, high stretch
    • Off-the-shoulder neckline
    • Short sleeves
    • Asymmetric hem
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06001-000746

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Agenda Floral Mesh Strapless Bustier

    Booked, busy, and somehow still best dressed. This floral mesh bustier brings sculpted structure and a flattering fit that pairs perfectly with the matching skirt for any RSVP-worthy plan on your calendar.

    Shop Matching Bottoms: Blooming Agenda Floral Mesh Maxi Skirt

    Fit & Features

    • Mesh fabric, high stretch
    • Large floral print
    • Strapless straight-across neckline
    • Flexible boning
    • Lace-up back design with tie closure
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000693

    Category Name: $20 & Under Sale

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS

    Product Badge:
    • Sale
  • Weekend In The West Cowboy Hat

    The outfit isn't finished until this hat shows up. Covered in studded details with a faux suede finish, this cowboy hat brings instant western attitude to denim cutoffs, flowy dresses, and every concert ticket on your calendar.

    Fit & Features

    • Classic cowboy hat silhouette
    • Structured fit
    • Studded embellishments
    • Inner adjustable strings for a snug fit
    • Faux suede material

    Style Number/Barcode: 07302-000376

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: NS

    Product Badge:
    • Sale
  • Coastal Vibe Floral Embroidered Mini Skort

    Cute enough to make the group chat ask where it’s from immediately. This floral embroidered linen-blend skort brings the flirty details with a mini-length overlay and fitted shorts made for vacation dinners, rooftop drinks, and last-minute plans that somehow turn into the best night.

    Shop Matching Top: Coastal Vibe Floral Embroidered Tie-Front Top

    Fit & Features

    • Linen-blend woven fabric
    • Floral embroidered pattern
    • High-rise waist
    • Mini-length front overlay
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06303-000055

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Garden Plans Floral Print Corset Ruffle Romper

    Flowy ruffles, a snatched corset fit, and soft florals make this strapless romper perfect for brunch, showers, and every invite that ends with photos. Sweet but styled—because showing up cute is kind of the whole point.

    Fit & Features

    • Sheer floral printed mesh lace fabric with knit lining, moderate stretch
    • Strapless straight-across neckline, dainty eyelet trim
    • Corset bodice with flexible boning
    • Lace-up back design with tie closure
    • Drop waist
    • Tiered ruffled design, fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-000241

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Salty Air Crochet Halter Top

    Salty air, summer vibes. This crochet halter top brings an easy beach town style with a flirty fit that works from brunch to golden hour cocktails. Pair with the matching mini skort.

    Shop Matching Bottoms: Salty Air Crochet Mini Skort

    Fit & Features

    • Crochet fabric, moderate stretch, bust lining
    • Sleeveless plunging V-neckline
    • Halter strap
    • Open back, lower tie-back spaghetti straps
    • Front flyaway design
    • Runs true to size

    Style Number/Barcode: 06003-000350

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Dreams Polka Dot Pajama Shorts

    Cute, comfy, and just a little flirty. These pajama shorts bring soft girl energy with delicate lace trim, polka dots, and a flattering fit that feels as good as it looks. Perfect for slow mornings and cozy nights in.

    Shop The Matching Pajama Top: Sweet Dreams Polka Dot Pajama Top
    Shop The Matching Pajama Pants:
    Sweet Dreams Polka Dot Pajama Pants

    Fit & Features

    • Polka dot print, soft knit fabric
    • Mid-rise waist
    • Form-hugging fit
    • Lace trim hem, cheeky 
    • Runs true to size

    Style Number/Barcode: 07103-000113

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Card Sheer Mesh Poncho Top

    Throw it on and suddenly your outfit has something to say. This abstract animal print sheer mesh poncho top layers effortlessly for nights out, last-minute plans, or whenever your look needs a little edge.

    Fit & Features

    • Abstract animal print
    • Sheer mesh fabric, high stretch
    • Relaxed poncho silhouette
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000704

    Category Name: $20 & Under Sale

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dress Code Rhinestone Mesh Bracelet

    This rhinestone mesh bracelet adds a sleek layer of shine to going-out looks, party dresses, and any outfit that needs one more detail.

    Fit & Features

    • Rhinestone embellishments
    • Mesh design
    • Chain link with lobster clasp closure

    Style Number/Barcode: 07003-000292

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Like Summer Crochet Maxi Skirt

    Sweet like summer, this crochet maxi skirt was made to flirt. With a high-rise waist, scalloped trim, and high-cut side slit, it's your new go-to for coastal vibes. Style with the matching bralette top.

    Shop Matching Top: Sweet Like Summer Crochet Bralette Top

    Fit & Features

    • Sheer crochet knit fabric, moderate stretch
    • High-rise waist, scalloped trim
    • Adjustable tie-front drawstring
    • Thigh-high side slit
    • Maxi-length fitted silhouette, scalloped hem
    • Runs true to size

    Style Number/Barcode: 06501-000096

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: L

    Product Badge:
    • Sale
  • A Little Flirty Lace Halter Top

    Light, floaty, and just a little flirty. This lace halter top brings that easy, romantic feel with a flowy babydoll fit perfect for pairing with denim and boots.

    Fit & Features

    • Lace fabric, bust knit lining
    • Halter neckline with tie straps
    • Flowy babydoll silhouette
    • Open back design
    • Runs true to size

    Style Number/Barcode: 06001-000632

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Mood Abstract Animal Print Mini Skort

    Soft drape, sharp attitude—this one knows exactly what it’s doing. The abstract animal print and mini hanky hem overlay create a sleek fit that hits different from day plans to after dark. Style with the matching halter top.

    Shop Matching Top: Wild Mood Abstract Animal Print Cowl Neck Top

    Fit & Features

    • Knit fabric, high stretch
    • Abstract animal print
    • Mid-rise waist
    • Dual belted side detail
    • Mini-length asymmetric hanky hem overlay, A-line fit
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-000244

    Category Name: $20 & Under Sale

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Vibes Abstract Print Crop Top

    A little wild, a little unexpected, and impossible to scroll past. This lace-trim crop top combines a bold abstract print with delicate lace cups for the perfect mix of flirty and fearless.

    Fit & Features

    • Stretchy knit fabric, abstract print
    • Sleeveless V-neckline, lined lace bust
    • Adjustable spaghetti straps
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000618

    Category Name: $20 & Under Sale

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI, BLACK, BLACK-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • 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: $4.97 $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: $3.97 $12.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: 8

    Product Badge:
    • Sale