$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.

  • Floral Fun Tie Back Skater Dress

    Look absolutely sweet and chic in this floral skater dress! It's the perfect attire for brunch with your girls or the upcoming baby and bridal showers! 

    Fits & Features

    • Spaghetti Straps
    • Square Neckline 
    • Tie Back I Low Open Back
    • Mini Length Hem I Skater Style Silhouette
    • Knit Fabric I Fully Lined I Floral Print 
    • Moderate Stretch 

    Style Number/Barcode: 05101-0408

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Felicity Scallop Neck Taffeta High Low Dress

    Special Occasion

    From top to bottom, our Felicity brings flair and drama with her scalloped neckline and full high-low hem. Crafted from taffeta fabric, a glowing pretty sheen gives her a luxe vibe. Compliment her with some gorgeous drop earrings and a sparkling clutch!

    Fits & Features 

    • Adjustable Spaghetti Straps
    • Scalloped V Neckline I Princess Seams
    • Back Zipper With Hook & Eye Closure 
    • High-Low Hem I Partial, Mini Length Lining I Petticoat
    • Tafetta Fabric I Pretty Sheen Finish 
    • Moderate Stretch 

     

    Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3. 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0938

      Category Name: $20 & Under Sale

      Price: $14.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Caris Rhinestone Trim Satin Dress

      Special Occasion

      Feel like an absolute princess in our stunning Caris! Her plunging V neckline leads to a gorgeous arrangement of twinkling rhinestones along the waist. You'll be twirling around nonstop in her dramatic and voluminous ball gown. Finish the look off by adding some rhinestone earrings! 

      Fits & Features

      • Spaghetti Straps With Mesh Insets
      • Plunging V Neckline & Back I Lightly Padded Bust 
      • Hidden Hand Pockets 
      • Rhinestone Trim At The Waist 
      • Floor Length Hemline I Ball Gown Silhouette I Petticoat
      • Satin-Like Fabric I Fully Lined 
      • Moderate Stretch

       

      Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3. 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05004-0086

      Category Name: $20 & Under Sale

      Price: $9.97 $189.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Own It Molded Swim Top

      Work it bb girl! Look absolutely killer in this sexy swim suit. Make sure you grab those matching bottoms before you check out! 

      Shop Matching Top: Own It Hipster Swim Bottoms

      Fits & Features

      • Wide Adjustable Straps With Metal Eyelet Design 
      • Back Metal Bar Clasp Closure
      • Molded Padded Ribbed Bust
      • Matching Bottoms Sold Separately 

      Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07104-0425

      Category Name: $20 & Under Sale

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Island In The Sun Bow Front Swim Top

      Get caught under the rays in a sweet striped swim suit! Pair with bright orange lipstick and live your best life! Don't forget to pick up your matching swim bottoms!

      Shop Matching Swim Bottoms: Island In The Sun Bow Front Swim Top

      Fit & Features

      • Sweetheart neckline
      • Tie front detail
      • Halter tie spaghetti straps
      • Striped pattern
      • Lined | Removable padding
      • Moderate stretch

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07104-0460

      Category Name: $20 & Under Sale

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Twist It Out Swim Bottoms

      Give your a look a twist this season with this vibrant piece that is perf for your next vacation! Pair these bottoms with the matching top for the perf look! 

      Shop Matching Top: Twist It Out Swim Top

      Fit & Features

      • High Rise Waist
      • Waist Cut Out
      • Twist Front Accent 
      • Cheeky Bottom 

       

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.


      Style Number/Barcode: 07105-0572

      Category Name: $20 & Under Sale

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Good Vibes Only Hipster Swim Bottoms

      You'll bring only the good vibes in these simple & sexy swim bottoms! Pair with the matching top for an all togther gorgeous look.

      Shop Matching Top: Good Vibes Only Lace Front Swim Top

      Fit & Features

      • Hipster style design
      • Cheeky bottom
      • Ribbed fabric

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0604

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Fringe Benefits Swim Bottoms

      Fringe is one trend you'll want to commit to this season! Work on that glow in these fierce fringe swim bottoms! Don't forget to pick up the matching top! 

      Shop Matching Top: Fringe Benefits Bikini Top

      Fit & Features

      • Mid Rise Fit 
      • Hipster Fit 
      • Fringe Trim 
      • Cheeky Bottom 
      • Moderate Stretch 

       

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0602

      Category Name: $20 & Under Sale

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Just Add Water High Waist Swim Bottoms

      Girl, it's about time you pack your bags and head somewhere warm! Just make sure you pick up the matching swim top to complete these bottoms!

      Fits & Features

      • High Waist Fit 
      • Adjustable Tie Sides 
      • Fully Lined 
      • Moderate Stretch
      • Matching Top Sold Separate 

       

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0574

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Zarina Floral Embroidery Halter Ball Gown

      Special Occasion 

      Dazzle them all in our regal Zarina! Her fitted bodice features gorgeous floral embroidery with rhinestone accents that twinkle and shine in the light. Look and feel like a princess by pairing her up with rhinestone earrings! 

      Fits & Features

      • Halter Design With Hook & Eye Closure I Plunging V Neckline
      • Mesh Lined Bodice With Floral Embroidery Rhinestone Details  
      • Back Zipper WIth Hook & Eye Closure
      • Hidden Hand Pockets
      • Floor Length Satin-Like Skirt I Ball Gown Silhouette I Petticoat
      • Moderate Stretch 

      Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3.

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05005-0018

      Category Name: $20 & Under Sale

      Price: $9.97 $209.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Glow Up Hipster Swim Bottoms

      You'll totally glow girl in these hipster swim bottoms! Pair with the matching lace front swim top and get ready to own that beach!

      Shop Matching Top: Glow Up Lace Front Swim Top

      Fit & Features

      • Hipster design
      • Side tie closures
      • Cheeky bottom
      • Fabric has slight sheen

      Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0601

      Category Name: $20 & Under Sale

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sweet Then Sour Lemon Swim Bottoms

      Are you sweet or sour? Lay out poolside in the cutest lemon print swim suit, and sip that lemonade! Don't forget to pick up your matching swim top!

      Shop Matching Top: Sweet Then Sour Lemon Swim Top

      Fit & Features

      • Low rise fit
      • Cheeky bottom
      • Fully lined
      • Lemon print pattern
      • Moderate stretch

      Model is 5'8" with 34" bust, 24" waist and 37" hips. She is wearing a size small.  

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0610

      Category Name: $20 & Under Sale

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Glow Up Lace Front Swim Top

      You'll totally glow girl in this lace front swim top! Pair with the matching hipster bottoms and get ready to own that beach!

      Shop Matching Bottoms: Glow Up Hipster Swim Bottoms

      Fit & Features

      • Adjustable halter spaghetti strap | Strap is removable
      • Padded molded cups
      • Lattice front | Tie closure
      • Back tie closure
      • Fabric with a slight sheen

      Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07104-0454

      Category Name: $20 & Under Sale

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Babe Next Door Gingham Swim Bottoms

      Embrace your girl next door vibes with a sweet gingham two piece! So cute when you pair with red lipstick and cat eye sunnies! Don't forget to pick up your matching swim top!

      Fit & Features

      • Mid-rise fit
      • Tie sides
      • Cheeky bottom
      • Moderate stretch
      • Gingham pattern

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0608

      Category Name: $20 & Under Sale

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Rock The Boat Tie Side Hipster Swim Bottoms

      When they see you in this....girl, you're going to be causing a commotion! Make sure you pick up the matching top for a finished look! 

      Shop Matching Top: Rock The Boat Lace Up Triangle Swim Top

      Fits & Features

      • Mid-Rise Waist
      • Lattice Tie Sides 
      • Hipster Fit I Cheeky Coverage
      • Ribbed I Fully Lined 
      • Matching Top Sold Separately 

      Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0577

      Category Name: $20 & Under Sale

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • In The Spotlight Heat Stone Mesh One Piece Swimsuit

      Show off those curves and let them stare because you in this swimsuit...you'll always be in the spotlight! 

      Fits & Features

      • One Piece Swimsuit
      • High Round Sheer Mesh Neckline I Plunging V 
      • Heat Stone Embellishments At The Front 
      • Removable Padded Bust
      • Sheer Mesh Insets At The Side  
      • Low Open Back I Cheeky Bottoms

       

      Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07109-0199

      Category Name: $20 & Under Sale

      Price: $9.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Giannina Off Shoulder Glitter Shine Ball Gown

      Special Occasion

      Turn heads in our sparkling Giannina! Her off-shoulder neckline trails into a cascading ruffle trim hem leading to a front slit. Made from a glitter woven fabric, a dual-tone sheen finishes the look. Match her shine with a matching pair of rhinestone earrings and a sparkly cuff. 

      Fits & Features

      • Off Shoulder Straps
      • V Neckline I Padded Bust I No Slip Interior Strip 
      • Hidden Hand Pockets
      • Back Zipper With Hook & Eye Closure
      • Floor Length Hemline I Petticoat I Cascading Ruffle Leads To Front Slit 
      • Glitter Woven Fabric I Fully Lined I Changes Color In The Light 
      • Form Hugging Fit I Moderate Stretch 

       

      Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05004-0108

      Category Name: $20 & Under Sale

      Price: $9.97 $199.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sol Seeker High Waist Swim Bottoms

      Frolic in the waves and lounge under that sun bb girl! The heat is finally here and you'll want to be keeping your cool in the Sol Seeker swim suit! Don't forget to add the matching swim top to cart and a pair of sunnies 

      Shop Matching Top: Sol Seeker Wired Swim Top

      Fits & Features

      • High Waist Fit
      • Elastic Waist
      • High Cut Design 

       

      Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0576

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Let The Good Times Roll Wired Swim Top

      Step out in a two piece and let the good times roll through! Perfect for a bronzed goddess like yourself, don't forget to pick up your matching swim bottoms!

      Shop Matching Bottoms: Let The Good Times Roll Swim Bottoms

      Fit & Features

      • Padded cup design
      • Wired
      • Adjustable spaghetti straps
      • Bar hook closure
      • Minimal stretch

      Model is 5'8" with 34" bust, 24" waist and 37" hips. She is wearing a size small.  

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07104-0334

      Category Name: $20 & Under Sale

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Under The Sun Hipster Swim Bottoms

      Get ready to bask under the sun & showcase what a stunna' you are in these hipster swim bottoms! Pair with the matching top for a bright and bold look.

      Shop Matching Top: Under The Sun Tank Swim Top

      Fit & Features

      • Hipster design
      • Criss cross cut out sides
      • Cheeky bottom
      • Ribbed knit fabric

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0558

      Category Name: $20 & Under Sale

      Price: $8.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Under The Sun Tank Swim Top

      Get ready to bask under the sun & showcase what a stunna' you are in this tank swim top! Pair with the matching bottoms for a bright and bold look.

      Shop Matching Bottoms: Under The Sun Hipster Swim Bottoms

      Fit & Features

      • Adjustable spaghetti straps
      • Wired V front
      • Hook back closure
      • Ribbed knit fabric
      • Light padding

      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07104-0410

      Category Name: $20 & Under Sale

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Cassia Lace-Up Back Off Shoulder Satin Dress

      Special Occasion

      Sleek satin fabric add an element of luxury to this stunning dress. With chic details like her pleated off-shoulder sleeves, lace-up back, and front slit, Cassia is an elegant choice for any of your special events. 

      Fits & Features

      • Off Shoulder Sleeves With Pleated Accents | Adjustable Spaghetti Straps
      • Sweetheart Neckline | Padded Bust
      • Lace-Up Back | Back Zipper With Hook & Eye Closure
      • Floor Length Hemline | A-Line Silhouette | Front Slit
      • Fully Lined, Satin-Like Fabric  
      • Moderate Stretch 

      Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3. 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0632

      Category Name: $20 & Under Sale

      Price: $19.97 $99.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Terri Floral Printed Lace Up Back Ball Gown

      Special Occasion

      Make bold floral moves in our gorgeous Terri ball gown! With her lace up back detailing and floor length printed skirt, you'll look absolutely breathtaking! Pair with gold jewelry and an enevelope clutch for the most perf look.

      Fit & Features

      • Adjustable spaghetti straps
      • Square neckline | Princess seams
      • Lattice back | Tie closure
      • Hidden hand pockets
      • High waist | Floor length ball gown skirt
      • Blooming floral print
      • Single layer of tulle | Woven lining

      Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size small. 

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05004-0031

        Category Name: $20 & Under Sale

        Price: $9.97 $99.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Boho Cutie Crochet Swim Bottom

        Channel good vibes this season and escape to an island paradise in these one of a kind swim bottoms! Don't forget to pick up the matching top to complete your lewk! 

        Shop Matching Top: Boho Cutie Crochet Swim Top

        Fit & Features

        • Mid-Rise Fit 
        • Crochet Trim 
        • Side Tie Accents
        • Bohemian Stripe Pattern 
        • Cheeky Coverage 

         

        RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

        Style Number/Barcode: 07105-0596

        Category Name: $20 & Under Sale

        Price: $9.97 $18.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale