$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.

  • Vacation Pending Drop Hoop Earrings

    The kind of drop hoop earrings that make every outfit look like it came with a boarding pass. Lightweight with a statement shape, they’re made for rooftop dinners, beach clubs, and last-minute “wait, where’d you get those?” texts.

    Fit & Features

    • Resin material
    • Round stud
    • Rectangle accent
    • Drop hoop design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000424

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Freedom Flight Graphic Tank Top

    Vintage feel with a little edge built in. This eagle graphic tank top brings a structured ribbed fit with bold artwork that does all the talking.

    Fit & Features

    • Rib knit cotton fabric
    • Notched scoop neckline
    • Tank shoulder straps
    • Eagle graphic front with script
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000561

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Written In Stars Tank Top

    This tank top pairs star-studded trim with a flattering scoop neckline and notch detail for an easy statement piece for casual plans or concerts.

    Fit & Features

    • Rib knit cotton-blend fabric
    • Sleeveless notch scoop neckline with star-studded trim
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000614

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sweet Escape Cascading Ruffle Top

    Serving postcard-worthy outfits and endless outfit compliments. This cascading ruffle top features a flowy design that moves with every step, making it the perfect pick for vacations, festivals, and sunny-day styling. Pair with the matching mini skirt.

    Shop Matching Bottoms: Sweet Escape Cascading Ruffle Mini Skirt

    Fit & Features

    • Lightweight knit fabric, high stretch
    • Sleeveless scoop neckline, ruffle trim
    • Beaded straps
    • Tie-back halter spaghetti straps, partially open back
    • Cascading tiered ruffle open-front design
    • Mid-length hem, flowy fit
    • Runs true to size

    Style Number/Barcode: 06001-000684

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • All Day Darling Strapless Jumpsuit

    Proof that comfort and compliments can absolutely coexist. This strapless jumpsuit features a ruched bodice, flirty side slit accents, and a flowy silhouette that moves with you from casual coffee runs to sunset dinner reservations.

    Fit & Features

    • Soft knit stretchy fabric
    • Strapless tube neckline
    • Ruched bodice
    • Side slit accents
    • Flowy wide-leg silhouette
    • Cinched ankle cuffs
    • Runs true to size

    Style Number/Barcode: 06502-000083

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Sheer Focus Lace Crop Top

    Subtle, but not playing it safe. This sheer lace long sleeve top layers effortlessly while still holding its own—perfect for styling up or dialing back.

    Fit & Features

    • Sheer lace fabric
    • Long sleeves
    • Boatneckline
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000726

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: $6.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Too Iconic Baby Tee

    Not trying too hard, just happens to stand out. This fitted baby tee keeps it playful with a bold graphic and a soft, second-skin feel that works from quick errands to last-minute plans.

    Fit & Features

    • Soft knit fabric, high stretch
    • Crew neckline
    • Short sleeves
    • Fitted baby tee silhouette
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06002-000540

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    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: In Stock

    Available Color: SILVER

    Available Size: NS

    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: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, 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: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L

    Product Badge:
    • Sale
  • Sky Shimmer Sequin Mini Skirt

    This sequin mini skirt brings that easy, ethereal shimmer your outfit’s been begging for. The sequin print catches the light just right, while the built-in shorts keep everything cute, confident, and fully dance-floor approved. Shop the matching top.

    Shop The Matching Top: Sky Shimmer Sequin Lace-Up Top

    Fit & Features

    • Sequin print fabrication with soft texture, sewn-knit lining
    • Mid-rise waist with fitted silhouette
    • Mini length hem
    • Hidden back zipper closure
    • Runs true to size

    Style Number/Barcode: 06401-000034

    Category Name: $20 & Under Sale

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: M, L

    Product Badge:
    • Sale
  • Always Within Reach Chain Phone Strap

    Because digging through your bag is not on today's agenda, this long chain phone strap keeps your phone close, your hands free, and your outfit looking a little more put together wherever the day takes you.

    Fit & Features

    • Polished chain design
    • Secure clip closures
    • Easy-to-follow instructions included

    Style Number/Barcode: 07308-000119

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    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: $14.97 $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: $4.97 $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
  • Wrist Ice Rhinestone Bracelet

    Wrist ice, fully glamorous. This statement rhinestone bracelet brings chunky sparkle and oversized faceted stones for the kind of finishing touch that dresses up special occasion looks.

    Fit & Features

    • Oversized faceted rhinestones
    • Statement silhouette
    • Chain design
    • Lobster clasp closure
    • Polished shine

    Style Number/Barcode: 07003-000256

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: NS

    Product Badge:
    • Sale
  • Desert Bloom Studded Faux Leather Belt

    Western charm, fully accessorized. This faux leather belt brings scalloped edges, studded detailing, and stone-embellished flower designs for that one little add-on that changes the whole outfit.

    Fit & Features

    • Faux leather material
    • Scalloped edges
    • Turquoise-hue stone embellishments, flower designs
    • Studded detailing
    • Adjustable fit

    Style Number/Barcode: 07301-000403

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    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: $14.97 $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: $14.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Booked Up Camouflage Denim Vest

    Instant outfit, zero overthinking. This denim camouflage vest features a utility-inspired look that’s ready for concerts, summer trips, and last-minute plans.

    Shop The Matching Jorts: Booked Up Camouflage Denim Jorts

    Fit & Features

    • Camouflage print, denim cotton fabric, no stretch
    • Sleeveless standing collar neckline
    • Front zip-up closure
    • Front flap pockets
    • Elasticized cinch crop hem
    • Runs true to size

    Style Number/Barcode: 06204-000160

    Category Name: $20 & Under Sale

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: OLIVE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Caught Looking Star Denim Halter Top

    Serve statement-making style in this denim halter top that elevates your favorite bottoms. Featuring a star-studded trim neckline, hidden front hook-eye fasteners, and a snatched silhouette that flaunts your curves.

    Fit & Features

    • Denim cotton-blend fabric, sewn-in knit lining, slight stretch
    • Star-studded trim halter neckline
    • Open back
    • Hidden front hook and eye fasteners
    • Fitted hem
    • Runs true to size

    Style Number/Barcode: 06003-000404

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, DENIM

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Resort Crush Beaded Fringe Halter Top

    Serving vacation photos before you even leave the house. This printed halter top features a plunging neckline and a beaded fringe hem that brings playful movement to every rooftop party, beach getaway, and girls' night out.

    Fit & Features

    • Stretch knit fabrication
    • Sleeveless v-neckline
    • Fitted halter top silhouette
    • Abstract mix animal and floral print
    • Cropped hem
    • Beaded fringe
    • Runs true to size

    Style Number/Barcode: 06001-000730

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Dress Code Drama Rhinestone Drop Earrings

    Your entrance just got a little more dramatic. These rhinestone statement drop earrings feature two sleek rows of mixed-shape stones for weddings, parties, and every look that deserves extra glamour.

    Fit & Features

    • Linear drop silhouette
    • Two-row design
    • Baguette, round, and thin teardrop-shaped rhinestones
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000438

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale