$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.

  • Sweet Spark Rhinestone Bow Earrings

    Cute meets classy with these rhinestone bow studs—your shortcut to instant sparkle. Perfect for dressing up a casual fit or adding a little shimmer to your night-out look.

    Fit & Features

    • Rhinestone-embellished
    • Bow design
    • Fringe trim accents
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000180

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied With a Pearl Hair Bow

    Dress up your pony or half-up moment with this pearl-dusted bow for instant pretty-girl points.

    Fit & Features

    • Faux pearl embellished
    • Bow design
    • Metal barrette closure

    Style Number/Barcode: 07006-000003

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Shine Butterfly Hand Chain Bracelet

    Soft, feminine, and just a little flirty. This butterfly hand chain bracelet brings ethereal detail to every gesture—like jewelry that moves as gracefully as you do.

    Fit & Features

    • Chain-link design
    • Bracelet and ring connected
    • Butterfly accents, textured detail
    • Mini rhinestone detailing
    • Lobster clasp closure with extender

    Style Number/Barcode: 07003-000116

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Take Statement Hoop Earrings

    Double the hoops, double the confidence. These sculptural statement hoop earrings bring a bold and chic edge that instantly elevates any look—from brunch 'fits to night-out glam.

    Fit & Features

    • Textured metal
    • Large double hoop design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000171

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Coquette Rib Knit Bow Leg Warmers

    These rib knit leg warmers bring all the charm. Finished with satin ribbon lace-up bows, they’re perfect for layering over boots or styling with heels when you want that playful twist.

    Fit & Features

    • Soft rib knit fabric with stretch
    • Satin ribbon lace-up bow design
    • Mid calf length

    Style Number/Barcode: 07306-000033

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rebel Edge Belted Denim Shorts

    Not your average shorts—this pair brings the attitude with a wide grommet belt and sleek denim finish. Style them with an oversized tee or crop top for that cool-girl, off-duty vibe.

    Fit & Features

    • Denim fabric
    • Studded waist belt
    • Mid-rise waist
    • Classic short length
    • Runs true to size

    Style Number/Barcode: 06603-000091

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Luxe Aura Faux Pearl Arm Cuff

    A little luxe, a little bold. This faux pearl arm cuff brings instant goddess vibes—perfect for styling with strapless dresses or halters when you want that effortlessly elevated touch.

    Fit & Features

    • Sleek metal material
    • Wrap-around cuff design
    • Dual asymmetric faux pearl embellishments

    Style Number/Barcode: 07003-000099

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Views Ahead Chiffon Dress

    Soft layers, flutter sleeves, and the kind of fit that makes getting ready feel easy. This chiffon mini dress was made for showers, graduations, and birthday brunches!

    Fit & Features

    • Airy chiffon fabric, lined
    • V-neckline
    • Flutter short sleeves
    • Tie-back design
    • A-line, ruffled mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000895

    Category Name: $20 & Under Sale

    Price: $22.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XXS, XS, S, L

    Product Badge:
    • Sale
  • Crowned Perfection Tiara Headband

    Perfect for special occasions, weddings, or any event where you want to feel like royalty, this tiara headband features delicate faux pearls and sparkling rhinestones that add glamour to your tresses.

    Fit & Features

    • Tiara-style headband
    • Faux pearl and rhinestone embellishments
    • Sleek design

    Style Number/Barcode: 07006-000005

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ember Floral A-Line Midi Formal Dress

    Special Occasion 

    Softly romantic with a polished edge, the Ember floral print midi dress floats with every step, made for those RSVP moments where effortless elegance is the goal. The linen-like fabric, scallop square neckline, and lace-up open back bring a modern, feminine twist to a timeless A-line silhouette.

    Fit & Features

    • Floral print, linen-like woven fabric, knit lining
    • Scallop square neckline, adjustable spaghetti straps
    • Side zipper closure
    • Scallop side cutouts
    • Lace-up open back
    • Pleated A-line midi silhouette
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, engagement parties and photoshoots, birthday brunches, garden parties, afternoon tea, winery tastings, vacations, honeymoons, formal celebrations

    Style Number/Barcode: 05001-000659

    Category Name: $20 & Under Sale

    Price: $24.97 $119.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, L, XL

    Product Badge:
    • Sale
  • Made To Standout High-Rise Slit Mini Skirt

    You were made to standout in this faux leather mini skirt! With a sleek high-rise fit and front slit, this skirt will be the talk of the party.

    Fit & Features

    • Faux leather fabric
    • High-rise waist
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0750

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aubrielle Floral Satin Formal Dress

    Special Occasion

    The Aubrielle floral dress feels made for candlelit receptions, garden soirées, and every beautifully dressed moment in between. The floral satin fabrication, strapless neckline, and statement bow back flow effortlessly into a sleek floor-length silhouette with a leg-revealing side slit.

    Fit & Features

    • Floral pattern, premium satin, knit lining
    • Strapless neckline, padded bra cups, back hook-eye closure
    • Tie-back bow, zipper and hook-eye closure
    • High front slit
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, black tie galas, engagement parties, cocktail receptions, derby race days, formal milestone parties, fancy birthday brunches, afternoon tea

    Style Number/Barcode: 05002-001443

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUSH

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sun Chaser Crochet Shorts

    Instant vacation mode, no ticket required. These crochet shorts feature a low-rise waist and form-hugging fit that feels bold, effortless, and made for warm days that turn into golden-hour plans. Shop the matching top.

    Shop Matching Top: Sun Chaser Crochet Halter Top

    Fit & Features

    • Crochet knit fabric with a textured feel
    • Low-rise waist
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-000044

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: M, L

    Product Badge:
    • Sale
  • Marlissa Satin Column Formal Dress

    Special Occasion

    There’s something about a sleek silhouette that makes the whole evening feel cinematic. The Marlissa gown is crafted in fluid satin with a sculpted column floor-length silhouette and an elegant tie-back detail, delivering refined drama that feels effortless from ceremony to last dance.

    Fit & Features

    • Premium silky satin fabric lined with knit
    • Strapless sweetheart neckline with twist detail, padded bra cups
    • Column floor length silhouette
    • Open back with adjustable tie-back sash
    • Hidden back zipper and hook-eye closure
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, black tie galas, engagement parties, rehearsal dinners, formal milestone celebrations, fancy baby showers, cocktail soirees, anniversary parties, award ceremonies

    Style Number/Barcode: 05002-000921

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Talk Floral Mesh Maxi Dress

    Soft and flirty for wherever the day takes you. With lace trim and a body-skimming fit, this floral mesh maxi dress is your go-to for brunch plans and weekend dates!

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Crochet lace trim V-neckline
    • Spaghetti straps
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000325

    Category Name: $20 & Under Sale

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffle Me Darling Lace Camisole Top

    Light, sheer, and sweetly flirty—this lace camisole top brings that soft, romantic energy perfect for lounging, layering, or feeling a little extra pretty. The fluttery silhouette moves with you, giving the whole look a dreamy, effortless vibe. Shop the matching undies.

    Shop The Matching Undies: Ruffle Me Darling Lace Undies

    Fit & Features 

    • Sheer lace fabrication, unlined
    • Ruffle trim V-neckline with bust tie
    • Adjustable spaghetti straps
    • Open front design
    • Flowy ruffled crop-length hem
    • Runs true to size

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07103-000088

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: L

    Product Badge:
    • Sale
  • Abbey Lace-Up Slit A-Line Satin Formal Dress

    Special Occasion

    Make a special event even more memorable in the Abbey a-line satin formal dress showcasing the prettiest lace-up back every guest will swoon over and a sultry high slit for effortless movement.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Premium satin fabric with texture,  woven lining
    • Halter V-neckline with padded bra cups
    • Lace-up back, zipper and hook-eye closure
    • Hidden side pockets
    • High front slit, A-line silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear: 

    Prom, bridesmaids, black-tie weddings, formal parties, and balls.

    Style Number/Barcode: 05002-8977

    Category Name: $20 & Under Sale

    Price: $99.90

    Availability: In Stock

    Available Color: ROSE, NAVY

    Available Size: 1, 3, 5, 7, 9, 11

    Product Badge:
    • Sale
  • Bloom On Repeat Mini Claw Clip Set

    When your hair needs a quick pick-me-up, these mini flower clips swoop in with cute, effortless charm. They grip, they hold, and they add just enough personality to make even a messy bun feel intentional.

    Fit & Features

    • Six-piece flower clips
    • Mini claw clip silhouettes
    • Sculpted flower design

    Style Number/Barcode: 07006-000115

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Rush Metallic Ruffle Maxi Skirt

    Shimmer that hits different. This abstract print metallic ruffle maxi skirt drapes just right with a body-hugging fit that moves with you from golden hour drinks to after-dark plans. Style with the matching cowl neck top.

    Shop Matching Top: Golden Rush Metallic Cowl Neck Top

    Fit & Features

    • Foiled metallic knit fabric, abstract print, high stretch
    • High-rise waist
    • Metal O-ring cutout at the waist, ruched detailing
    • High-cut side slit, ruffled trim
    • Maxi-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000084

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: METALLIC

    Available Size: L

    Product Badge:
    • Sale
  • Saddle Up Faux Suede Cowboy Cap

    Western mood activated. This faux suede cowboy cap features a bold front patch and classic curved brim that instantly pulls together your denim, boots, and weekend plans.

    Fit & Features

    • Soft faux suede material
    • Classic baseball cap silhouette
    • Cowboy hat front patch detail
    • Snapback closure

    Style Number/Barcode: 07302-000217

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sea Treasure Five-Pack Ring Set

    Straight from the shore and made to stack. This five-pack sea life ring set brings coastal energy with faux pearl accents, starfish details, and seashell-inspired designs. The perfect finishing touch for your next beachy outfit—or destination celebration.

    Fit & Features

    • Five-pack ring set
    • Starfish, seashell, floral, and sculptural designs
    • Polished finish

    Style Number/Barcode: 07004-000079

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brynlee Satin Open Back Formal Dress

    Special Occasion

    Understated yet undeniably striking, the Brynlee gown is all about clean lines and fluid movement in a silky satin mermaid silhouette. The one-shoulder neckline feels modern and refined, while the lace-up back adds that unexpected, turn-around moment that keeps all eyes on you.

    Fit & Features

    • Premium satin fabric, woven lining
    • One-shoulder neckline, dual spaghetti straps
    • Side zipper and hook-eye closure
    • Strappy open back with cowl draping
    • Mermaid floor-length fit
    • Runs true to size 

     

    Where to Wear:

    Prom, weddings, black tie galas, garden parties, formal celebrations, anniversaries, engagement parties, rehearsal dinners, bridesmaids

    Style Number/Barcode: 05002-001264

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Hint Of Glamour Slider Necklace

    This necklace exudes that quiet confidence that always gets noticed. The sleek slider and double-drop emerald-hued stones make it the perfect finishing touch when your outfit needs just a hint of glamour.

    Fit & Features

    • Chain with slender slider design
    • Dual-drop silhouette with emerald-hued rectangular and round stones
    • Smooth adjustable slide closure for customizable length
    • Lightweight construction

    Style Number/Barcode: 07002-000292

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sculpted Shine Ring Set

    Sleek, sculpted, and impossible to miss. This four-piece gold ring set mixes bold statement shapes with minimalist shine—perfect for stacking or wearing solo when you want to flex subtle luxury.

    Fit & Features

    • Four-piece ring set
    • Polished finish
    • Mix of sculptural and smooth band designs

    Style Number/Barcode: 07004-000080

    Category Name: $20 & Under Sale

    Price: $12.90

    Availability: Out of Stock

    Product Badge:
    • Sale