Maxi Dresses

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Maxi Dresses That Go Wherever the Season Takes You

Maxi dresses make an instant outfit feel anything but basic. This fall and winter, Windsor’s maxi-length dresses move from laid-back days to elevated nights with adjustable fits, flowing layers, sleek shapes, and statement details that make the look your own. Think long-sleeve styles for cooler plans, or long sundresses you can pack when winter calls for a warm-weather escape.

How Do I Wear a Maxi Dress in Colder Weather?

Layer without losing what makes the dress special. Add a cropped jacket or fitted coat over a flowy maxi, or choose long sleeves when you want more coverage built into the look. Boots give casual styles a seasonal switch, while polished outerwear can take a sleek maxi straight into a holiday dinner or evening plans. For the season’s dressier moments, explore Maxi Holiday Dresses with festive details that do more of the styling for you.

Which Maxi Dress Details Make the Biggest Statement?

Start with the feature you want people to notice. Asymmetrical hems and cutouts create unexpected shape, while stones, beads, metallic hardware, or shell accents turn simple silhouettes into conversation starters. A plunge or cowl neckline can bring drama up top, and adjustable straps or backs let you fine-tune the fit. If you want the print to lead, Maxi Floral Dresses range from moody blooms to brighter patterns perfect for a honeymoon or holiday getaway.

Can I Wear a Maxi Dress to a Wedding?

Yes—match the mood to the venue and dress code. A sleek maxi with elevated details can feel right for an evening celebration, while a softer print or flowing silhouette works beautifully for more relaxed settings. Browse maxi wedding guest dresses when you want floor-skimming options already curated with the occasion in mind.

From neutral black and creamy ivory to chocolate brown and seasonal color, the right maxi can feel relaxed, polished, or full main-character. The fun part is deciding which version of you is showing up.

  • Take Me Back Tropical Maxi Dress

    Get taken back to that dream vacay with a fab maxi dress! The dress features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a tropical print, an open back, a smocked waist, and a flowy maxi length silhouette. Complete with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross at back 
    • Tropical print
    • Open back 
    • Smocked waist
    • Maxi length silhouette
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-0572

    Category Name: Maxi Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Petal Perfection Maxi Dress

    Showcase your beauty in this perfect floral maxi dress. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, ruched detailing, and a flowy floor-length silhouette with a thigh-high side slit. The floral printed sheer mesh fabric includes a short lining. Style this dress with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back design
    • Ruching
    • Flowy floor-length silhouette
    • High side slit
    • Floral printed sheer mesh fabric, short lining
    • Runs true to size

    Style Number/Barcode: 05101-0968

    Category Name: Maxi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Londyn Formal High Slit Convertible Dress

    Special Occasion 

    Showcase your unique style with a convertible formal dress that allows you to show off multiple styles! Londyn features a large slit at the bodice that allows you to create a one-shoulder neckline, boat neckline, halter neck, or an off-the-shoulder neckline. The slim-fit bodice leads to a curve-hugging A-line silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels and a clutch.

    Fit & Features

    • Large slit at the bodice
    • Multiple ways to wear neckline
    • A-line silhouette 
    • High side slit
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1301

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Into Florals Maxi Dress

    Spring into the season with a maxi dress that ushers in the romance. The dress features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a floral print, and a flowy A-line silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross back 
    • Floral print 
    • A-line silhouette, mini skirt length lining
    • Floral print
    • Lined chiffon fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-0979

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twist Of Fate Strapless Ruffled Maxi Dress

    Because you didn’t plan to look this good... it just happened. Make your way in this breezy maxi dress designed with effortless, dreamy details from the twisted strapless bust to strappy open back and flowy ruffled silhouette. 

    Fit & Features

    • Satin woven fabric, woven lining
    • Strapless sweetheart neckline
    • Twisted bust, keyhole cutout accent
    • Strappy open back
    • Ruffled silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000168

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy Vacay Vibes Maxi Dress

    Bring the dreamy vacay vibes to your next getaway in this gorgeous maxi dress. It features a sleeveless V-neckline, adjustable spaghetti straps, a high waist, and a flowy floor-length silhouette with a chic front slit. The mesh fabric has a tropical floral print, making the maxi dress a perf pick for summer. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • High waist
    • Flowy floor-length silhouette, front slit
    • Mesh fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-0523

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Beauty Lace-Up Wrap Dress

    Mesmerize with a wrap dress that showcases your best angles! The dress features a sleeveless scoop neckline, spaghetti straps, a lace-up back, a high slit, and a wrap silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit, Complete look with mules

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Lace-up back 
    • High slit
    • Wrap silhouette
    • Knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-0586

    Category Name: Maxi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential High Slit Ribbed Knit Maxi Dress

    Create a chic moment with a maxi dress that brings the chic details! The dress features a crew neckline, short sleeves, dual side cutouts, and a maxi silhouette accented with a high side slit. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with sneakers for a casual vibe.

    Fit & Features

    • Crew neckline
    • Short sleeves 
    • Dual side cutouts
    • Maxi length silhouette
    • High side slit
    • Ribbed knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-1420

    Category Name: Maxi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Greta Formal High Slit Chiffon Dress

    Special Occasion 

    Grace them all with a gorgeous dress that mesmerizes with each twirl! Greta features V-neck and back, vertical princess seams, sheer short flutter chiffon sleeves, and a flowy A-line silhouette with a high slit. Greta is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with heels and a shoulder bag.

    Fit & Features

    • V-neck and back
    • Vertical princess seams
    • Back zipper and hook and eye closure
    • Sheer short flutter sleeves
    • A-line silhouette
    • Lined chiffon fabric, relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05002-1463

    Category Name: Maxi Dresses

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alluring Tropical Floral Maxi Dress

    Create a stylish and alluring look for your next vacay in this gorgeous maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a lace-up back design, a high waist, a floor-length hem with a chic side slit, and a flowy, relaxed fit. The knit fabric has an all-over tropical floral print, making this dress a perf pick for summer. Complete the outfit with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace-up back design
    • High waist
    • Floor-length hem, side slit, relaxed fit
    • Knit fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 05102-0195

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Appeal High Slit Maxi Dress

    Create major appeal with a maxi dress that wows from all your best angles! The dress features a sleeveless V-neckline, spaghetti straps, and a maxi length silhouette accented with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels.

    Fit & Features 

    • Sleeveless V-neckline
    • Spaghetti straps
    • Maxi length silhouette
    • High side slit
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0525

    Category Name: Maxi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eleanor Formal High Slit Floral Satin Dress

    Special Occasion

    Bring the romance with a floral dress that creates an enchanting moment. Eleanor features a sleeveless V-neckline, spaghetti straps, floral lace back with a lower back keyhole, hidden side pockets, a floral print, a high side slit, and an A-line silhouette. The dress is composed of a lined satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Floral lace back, lower back keyhole
    • Hidden side pockets
    • Floral print
    • High side slit, A-line silhouette
    • Satin fabric, form-hugging fit, runs true to size

     

    Style Number/Barcode: 05002-0528

    Category Name: Maxi Dresses

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Chic Belted A-Line Maxi Dress

    Breezy chic, this A-line maxi dress is made with an airy gauze woven fabric accented with sheer lace insets. The belted waist leads to a long tiered flowy fit for that effortless vibe.

    Fit & Features

    • Gauze woven fabric with sheer lace insets
    • Strapless sweetheart neckline with ruffled trim
    • Bust cutout with tie-front detail, ruching, underbust seam
    • Faux leather belted waist, gold metal buckle
    • Maxi-length hem
    • Tiered A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-6106

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab Florals Crochet Waist Maxi Dress

    Impress with florals in a maxi dress that takes you to paradise! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a crochet waist, a floral print, a high side slit, and a maxi length silhouette. The dress is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Crochet waist
    • Floral print
    • High side slit
    • Maxi length silhouette 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-0196

    Category Name: Maxi Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Go With The Flow Maxi Dress

    Go with the flow of this gorgeous maxi dress! It features a sleeveless deep V-neckline with a lined crochet lace top, adjustable spaghetti straps, a tie-back detail with a lower back cutout, and a flowy, floor-length skirt with pleated detailing and a relaxed fit. Style this dress with new earrings and strappy sandals for your summer vacay.

    Fit & Features

    • Sleeveless deep V-neckline
    • Lined crochet lace top
    • Adjustable spaghetti straps
    • Tie-back detail, lower back cutout
    • Floor-length skirt, pleated detailing
    • Relaxed fit
    • Gauze fabric
    • Runs true to size

    Style Number/Barcode: 05102-0295

    Category Name: Maxi Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Getaway Maxi Dress

    This stunning printed maxi dress will have you looking absolutely gorgeous for your next weekend getaway! It features a sleeveless square neckline, spaghetti straps, a flowy, floor-length silhouette, and a sultry thigh-high side slit. The knit fabric has an all-over tropical palm leaf print, making the dress a perf option for a summer vacay. Style it with wedges and a chic pair of sunglasses.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floor-length silhouette, high side slit
    • Relaxed fit
    • Knit fabric, palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-0654

    Category Name: Maxi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Beauty Tropical Maxi Dress

    Showcase your stunning beauty in this tropical maxi dress on your next weekend getaway! It features a sleeveless V neckline, spaghetti straps that lead to an open back with a strappy design, a high waist, and a floor-length hem with a relaxed fit. The knit fabric has an all-over palm leaf print to bring the vacay vibes. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V neckline
    • Spaghetti straps
    • Open back, strappy design
    • High waist
    • Floor-length hem, relaxed fit
    • Knit fabric, palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-0525

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Of Floral Mesh Maxi Dress

    Add a pop of floral to your summer look with this gorgeous maxi dress. It features a sleeveless wrap-front V neckline, spaghetti straps, a cross-back design with a tie closure, a fitted high waist, and a floor-length skirt with dual front slits and a flowy silhouette. This dress is perfect for attending a summer wedding styled with basic heels and stud earrings.

    Fit & Features

    • Wrap-front V neckline
    • Spaghetti straps
    • Cross-back design, tie closure
    • Fitted high waist
    • Floor-length skirt, dual front slits, flowy silhouette
    • Floral printed sheer mesh fabric, short lining
    • Runs true to size

    Style Number/Barcode: 05101-0544

    Category Name: Maxi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aviva Formal A-Line High Slit Dress

    Special Occasion 

    Make a twirl-worthy entrance in a formal dress that captivates from the moment you enter the room! Aviva features a sleeveless sweetheart neckline, a lace-up front, adjustable spaghetti straps, and a flowy A-line silhouette with a high slit in the lining. Complete outfit with rhinestone heels and a satin clutch

    Fit & Features

    • Sleeveless sweetheart neckline, no-slip strip, padded cups
    • Lace-up front 
    • Adjustable spaghetti straps
    • A-line silhouette
    • High slit in the lining
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1231

    Category Name: Maxi Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever Gorgeous Floral Chiffon Maxi Dress

    Get a forever gorgeous look in this floral chiffon maxi dress. It features a sleeveless deep V neckline, spaghetti straps that lead to a sheer lace back with a zipper closure, a lower back cutout, a high waist, and a floor-sweeping skirt with a flowy silhouette. Style this floral dress with cascading earrings and cute wedges.

    Fit & Features

    • V neckline
    • Spaghetti straps
    • Sheer lace back, zipper closure
    • Lower back cutout
    • High waist, floor-length skirt
    • Flowy silhouette
    • Floral chiffon fabric
    • Runs true to size

    Style Number/Barcode: 05101-0593

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Laid Back Fave Crew Neck Tank Maxi Dress

    Your new laid-back fave tank maxi dress for styling up or down for any occasion! Crafted from rib knit fabric, this crew neck dress offers a form-hugging fit and a maxi-length hem for a flattering silhouette. Complete the look in cute sandals and sunnies!

    Fit & Features

    • Rib-knit stretchy fabric
    • Crew neck
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5573

    Category Name: Maxi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swept Away Crochet Lace Maxi Dress

    Get swept away in a crochet dress that keeps it casually cute! The dress features a sleeveless V-neckline, a crochet lace bodice, a double-row of spaghetti straps, an unlined crochet lace waistband, and a flowy maxi length silhouette. The dress is composed of a lined linen knit fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Crochet lace bodice
    • Double-row of spaghetti straps
    • Unlined crochet lace waistband
    • Maxi length silhouette with lined skirt
    • Linen knit fabric, relaxed fit, minimal stretch 
    • Runs true to size

     

    Style Number/Barcode: 05101-0195

    Category Name: Maxi Dresses

    Price: $18.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flowy And Chic Floral Chiffon Maxi Dress

    Flowy and chic, this effortlessly pretty floral maxi dress is a summer must-have. It features adjustable spaghetti straps, a sweetheart neckline, a ruched fitted bodice, and a flowy fit with a thigh-high side slit with ruffle detailing. The sheer chiffon fabric has a short lining. Style this dress with strappy sandals and cute sunnies.

    Fit & Features

    • Adjustable spaghetti straps
    • Sweetheart neckline, padded cups, no-slip strip 
    • Back zipper closure
    • Ruched fitted bodice
    • Flowy fit, thigh-high slit, ruffle details
    • Sheer chiffon fabric, short lining
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 05101-0678

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Retro Tie-Dye High Slit Maxi Dress

    Keep it fab with a dress that channels a retro feel! The maxi dress features a sleeveless scoop neckline, spaghetti straps, a tie-dye print, a high side slit, and a maxi length silhouette. The dress is composed of a ribbed kit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti strap
    • Tie-dye print
    • High side slit
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1122

    Category Name: Maxi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free