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Sunny Days Ahead: Flowy and Flattering Sundress Dresses

Step into effortless style with Windsor’s collection of sundress dresses, designed for warm-weather outings, vacations, and breezy everyday looks. Whether you’re searching for a casual sundress for brunch, a chic maxi sundress for the beach, or a flirty short sundress for a weekend getaway, these styles bring comfort and femininity to your wardrobe.

Fresh Prints and Airy Fabrics

Embrace the season’s dreamy aesthetics with floral print sundresses, paisley prints, and lightweight fabrics that keep you cool and stylish. Flowing silhouettes, ruffle accents, and milkmaid dresses with tie-front details add a romantic touch to your look. Opt for fitted sundresses in breathable cotton or linen for a sleek yet effortless vibe. Embrace these prints and fabrics with new print dresses featuring marble patterns or soft watercolor designs.

From Casual Days to Beachside Getaways

Perfect for vacations or sun-soaked adventures, our collection includes beach dresses that are easy to throw on over a swimsuit or dress up for a sunset dinner. Pair a white sundress with woven sandals and a straw hat for an effortlessly chic summer outfit, or go for a flowy dress with delicate lace details for a touch of boho elegance. Explore the viral trend of milkmaid dresses for even more sundress outfit inspiration.

Your Go-To Dress for Every Occasion

Whether you're heading to a picnic, a bridal shower, or an outdoor festival, sundress dresses are a must-have for creating a light and feminine look. Dress them up with wedges and dainty jewelry, or keep them casual with sneakers and a denim jacket for a relaxed, laid-back vibe. Looking for the perfect outfit for a bridal shower or a casual daytime event? A sundress is an easy go-to for any celebration.

Discover the perfect sundress for any occasion, available in a variety of prints, colors, and silhouettes. Shop Windsor’s latest collection online or in-store and find your go-to warm-weather look today!

What Is a Sundress?

A sundress is a casual, lightweight dress designed for warm weather. This breezy style typically features wide necklines, sleeveless bodices, or dainty straps, making it perfect for sunny days. Sundresses come in mini, midi, and maxi lengths, offering effortless looks for summer activities like picnics, brunches, baby showers, and outdoor weddings. Often made from breathable fabrics like cotton, sundresses provide a relaxed, flowy fit that keeps you cool while adding a feminine touch to any casual outfit.

How Do You Wear a Sundress to Work?

Transform a sundress into work-ready attire by layering and accessorizing thoughtfully. Add a lightweight cardigan, a structured blazer, or a denim jacket for extra coverage. Pair the look with classic block heels, strappy mules, or trendy wedges for a polished finish. Accessories like dainty chain necklaces, pearl earrings, or a waist-cinching belt help elevate the outfit while keeping it office-appropriate. With the right styling, sundresses can be both effortless and professional.

How Can I Style a Sundress for a Party or Date Night?

Dress up your sundress for a party or date night with statement accessories and chic layering pieces. Opt for solid colors or minimal prints for a more elevated look, then add bold jewelry like chunky chain necklaces, oversized hoops, or rhinestone studs. Footwear can make all the difference—choose wedges or block heels for a trendy touch, or go for stilettos to add extra glam. If the evening is cool, layer with a moto jacket, a cropped denim jacket, or a stylish duster. Play with textures and colors by incorporating tie-front tops, fashion kimonos, or stylish lightweight jackets to complete your look.

  • Elevated Affair Pearl Strap Mini Dress

    Make it an elevated affair in this glamorous pearl embellished mini dress. It features a sleeveless cowl neckline, thin shoulder straps with detailed faux pearl accents, a partially open back with a lower zipper closure, a mini-length hem, and a bodycon silhouette that will hug your curves. The lined crepe fabric offers a moderate stretch. Style with platform heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Thin adjustable shoulder straps, faux pearl embellishments
    • Partially open back, lower zipper, hook and eye closure
    • High waist seam
    • Mini-length hem, bodycon fit
    • Crepe fabric, smooth knit sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2363

    Category Name: Sundresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Silhouette One-Shoulder Midi Dress

    Showcase a sultry silhouette in this chic sleeveless midi dress that will hug your curves! The midi dress features an asymmetric one-shoulder neckline with a thin tank strap and a trendy O-ring accent, a bold cutout at the bust for an alluring vibe, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit. Style with lace-up heels for a date night.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Thin tank shoulder strap, O-ring accent
    • Bust cutout, high waist seam, side ruching
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Ribbed knit fabric. moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4927

    Category Name: Sundresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacation Awaits Tropical Print Cutout Maxi Dress

    Be sure to pack this bold tropical print maxi dress in your carry-on for your next warm-weather vacay! It features a sleeveless V-neckline with a twist-front design at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a floor-length hem with a thigh-high front slit, and a flowy A-line silhouette. The smooth and stretchy knit fabric features an all-over tropical palm leaf print for an island vibe. Style with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Front waist cutout
    • Adjustable spaghetti straps
    • Floor-length hem, high front slit
    • Flowy A-line silhouette
    • Tropical palm leaf print
    • Knit fabric, mini-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4928

    Category Name: Sundresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Romance Tropical Print Maxi Dress

    Give off a romantic allure at your sunset dinner date in this form-hugging maxi dress! It features a sleeveless cowl neckline, spaghetti straps, an open back with a cross-back lace-up strappy design, a floor-length hem with a sultry asymmetric high side slit to showcase some leg, ruched detailing, and an all-over tropical palm leaf print. Style with hoop earrings and espadrille wedges.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Open back, cross-back lace-up strappy design, tie closure
    • High waist seam, floor-length hem, asymmetric high side slit
    • Form-hugging fit, ruched detailing
    • Tropical palm leaf print
    • Knit fabric. lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4996

    Category Name: Sundresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Nautical Vibes Striped Mini Dress

    Elevate your summer style and give off chic nautical vibes in this striped mini dress! It features a sleeveless scoop neckline, spaghetti straps, a faux wrap waist design with a tie-front detail, a mini-length hem, and a form-hugging fit. The stretchy brushed knit fabric features an all-over horizontal striped pattern. Complete the look with espadrille sandals for a beachside brunch!

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Faux wrap waist design, tie-front detail
    • Mini-length hem, form-hugging fit
    • Horizontal striped print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5067

    Category Name: Sundresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Girlie Crochet Chevron Sweater Dress

    Calling all the sunshine girlies! Slip on this playful crochet chevron sweater dress for backyard pool parties or vacations. It features a sleeveless halter V-neckline, tie-back spaghetti straps, an open back, a bodycon silhouette, and a mini-length hem with ribbed trim. Style with chunky platform heels for a complete look!

    Fit & Features

    • Sleeveless halter V-neckline
    • Tie-back spaghetti straps
    • Open back
    • Bodycon silhouette
    • Mini-length hem with ribbed trim
    • Chevron pattern, crochet sweater fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1658

    Category Name: Sundresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Floral Vibes Ruched Mini Dress

    Capture a sweet romantic look in this flirty floral mini dress! It features a sleeveless V-neckline with ruching at the bust, spaghetti straps, a mini-length hem, and a form-hugging fit. The stretchy ribbed knit fabric features an all-over ditsy floral print for an adorable summer style. Pair with espadrille sandals for a day date.

    Fit & Features

    • Sleeveless V-neckline
    • Ruching at the bust
    • Spaghetti straps
    • Mini-length hem, form-hugging fit
    • Ditsy floral print
    • Ribbed knit fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4760

    Category Name: Sundresses

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dial B For Basics Square Neck Mini Dress

    Dial B for this basic mini dress that'll inspire all your fashion-forward looks! It features a sleeveless square neckline, sleek bungee spaghetti straps, a form-hugging silhouette, and a mini-length hem. The double-line buttery knit fabric offers a seamless design and plenty of stretch. Style with a minimalistic necklace and earrings to inspire your day or night outfit! 

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Form-hugging silhouette
    • Mini-length hem
    • Double-lined buttery knit fabric, moderate stretch
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 05102-5134

    Category Name: Sundresses

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Getaway Tropical Print Midi Dress

    Get a gorgeous look for your next vacay getaway with this alluring tropical print midi dress. It features a sleeveless square neckline, spaghetti straps, an open back with a cross-back lace-up strappy design, ruching at the waist, a midi-length hem with an asymmetric high side slit, and a curve-hugging silhouette. The all-over palm leaf pattern on the stretchy knit fabric will bring those tropical vacation vibes. Style with cute wedges.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, cross-back lace-up strappy design, tie closure
    • Ruched detailing at the waist
    • Midi-length hem, asymmetric high side slit
    • Curve-hugging silhouette
    • Tropical palm leaf print, knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5008

    Category Name: Sundresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Time To Escape Tropical Print Maxi Dress

    Get ready to escape on a gorgeous getaway in this sultry tropical print maxi dress! It features a sleeveless asymmetric one-shoulder neckline with a spaghetti strap, a bold and alluring asymmetric waist cutout with a trendy O-ring accent, a hip-hugging fit that will hug your natural curves, and a floor-length hem with a thigh-high side slit to showcase some leg. The all-over palm leaf print on the stretchy knit fabric captures those tropical oasis vibes. Style with strappy sandals.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Single adjustable spaghetti strap
    • Asymmetric waist cutout, O-ring accent
    • Hip-hugging fit, floor-length hem, high side slit
    • Tropical palm leaf print
    • Knit fabric, mini-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5016

    Category Name: Sundresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Refresh Ruched Bodycon Mini Dress

    Update your dress collection with this ruched bodycon mini dress that will be a chic refresh! It features a sleeveless crew neckline, tank shoulder straps, a partially open back with a cross-back strap design for a trendy detail, ruching down the side seams, and a mini-length hem with a bodycon silhouette that will hug your natural curves. The lined ribbed knit fabric offers plenty of stretch. Style with clear lucite heels for happy hour.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Open back, cross-back strap design
    • Ruched side seams
    • Mini-length hem, bodycon fit
    • Ribbed knit fabric, smooth sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5143

    Category Name: Sundresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Stunner Chain Strap Midi Dress

    Embrace the warmer months and showcase a stunning summertime style in this ribbed knit midi dress. It features a sleeveless square neckline, adjustable spaghetti straps with multi-colored front beaded and chain accents, a hip-hugging fit that will show off your natural curves, and a midi-length hem with a thigh-high front slit for a sassy detail. The ribbed knit fabric offers plenty of stretch. Complete the look with espadrille wedges for a playful summer vibe.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps, multi-colored front beaded and chain accents
    • Hip-hugging fit
    • Midi-length hem, high front slit
    • Ribbed knit fabric, lined bust
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4871

    Category Name: Sundresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Daydream Ruffled Chiffon Maxi Dress

    You'll look like a stunning summer daydream in this airy chiffon maxi dress perfect for bridal showers or weekend outings! It features a V-neckline, short layered sleeves with a fluttery design, an open back with tie-back straps, a high waist silhouette, a faux button-down front leading to a chic slit, a floor-length hem with a ruffled seam, and a flowy, A-line fit. The sheer chiffon fabric includes a mini-length knit lining. Style with espadrille sandals.

    Fit & Features

    • V-neckline
    • Short layered sleeves, fluttery design
    • Open back, tie-back straps
    • High waist silhouette, stretchy smocked back detail
    • Faux button-down front, slit
    • Floor-length hem, ruffled seam, A-line fit
    • Sheer chiffon fabric, mini-length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2335

    Category Name: Sundresses

    Price: $5.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh Well Square Neck Mini Dress

    You and this mini dress will mesh well together! It features adorable sheer puff short sleeves with ruffle trim, a square neckline, a ruched bust and side seams, and a flattering bodycon silhouette. Complete the look with a statement choker for a family party!

    Fit & Features

    • Sheer puff short sleeves, ruffle trim
    • Square neckline
    • Ruched bust and side seams
    • Bodycon silhouette
    • Mini-length hem
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5098

    Category Name: Sundresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Weekend Vibes One-Shoulder Midi Dress

    This sultry curve-hugging midi dress gives off major summer weekend vibes! It features an asymmetric one-shoulder neckline with dual adjustable spaghetti straps, an alluring open back with an asymmetric strap design, a midi-length hem, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style with platform wedges for dinner and drinks.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Dual adjustable spaghetti straps
    • Open back, asymmetric strap design
    • Midi-length hem
    • Bodycon fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5173

    Category Name: Sundresses

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dressing For Sunshine Eyelet Lace Mini Dress

    The perfect eyelet lace mini dress for sunny days! It features adorable puff short sleeves, a sweetheart neckline, a front bust ruched drawstring, and a bodycon silhouette. The eyelet lace fabric includes a knit lining and offers moderate stretch. Complete the look in this mini dress with cute sandals.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neckline
    • Front bust ruched drawstring
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5118

    Category Name: Sundresses

    Price: $19.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacation Mode Tropical Print Maxi Dress

    Activate vacation mode with this sultry tropical print maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, ruching down the side seam leading to an alluring thigh-high slit, an asymmetric maxi-length hem, and a bodycon silhouette that will hug your curves. The stretchy knit fabric features an all-over bold tropical palm leaf pattern. Style with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back design
    • Ruched side seam, high side slit
    • Asymmetric maxi-length hem, bodycon silhouette
    • Tropical palm leaf print
    • Smooth knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5055

    Category Name: Sundresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Showcase Your Charm Sheer Lace Maxi Dress

    Showcase your charm in this airy sheer lace flowy maxi dress. It features a V-neck and back with wrap designs, tie-back straps, short billowy bell sleeves with slit accents, a stretchy smocked high waist, a partial button-down design leading to a high front slit, a maxi-length silhouette with an adorable ruffled hem, and an A-line fit. The dainty sheer lace fabric includes a partial mini-length woven lining. Complete your look with espadrille wedges for a summer party.

    Fit & Features

    • V-neck and back, wrap designs, tie-back straps
    • Short bell sleeves, slit accents
    • Stretchy smocked high waist
    • Partial button-down design, high front slit
    • Maxi-length silhouette, ruffed hem, A-line fit
    • Sheer lace fabric, partial mini-length woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5003

    Category Name: Sundresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Somewhere Tropical V-Neck Midi Dress

    You deserve to go somewhere tropical with this midi dress as your inspiration! It features a sleeveless V-neckline, spaghetti straps, a curve-hugging silhouette, and a flirty slit hem. The dress is composed of a palm-printed stretchy knit fabric. Complete the look in strappy-heeled sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Curve-hugging silhouette
    • Slit midi-length hem
    • Palm print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4966

    Category Name: Sundresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For Sun Rib Knit Mini Dress

    Ready for some sun? Let this rib knit mini dress cue the sunshine! It features a sleeveless scoop neckline, a flirty bust tie with a keyhole accent, spaghetti straps, and a bodycon silhouette. Complete the look in trendy flat sandals for a backyard bbq!

    Fit & Features

    • Sleeveless scoop neckline
    • Bust tie, keyhole accent
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5149

    Category Name: Sundresses

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For Floral Chiffon Ruffle Short Dress

    Get ready for this floral chiffon dress to make its way into your summer wardrobe! It features flowy peasant long sleeves, a sweetheart neck with trim, a tie-back design, a cutout accent along the bust with trim, and a curve-hugging silhouette with a flirty ruffled short-length hem. Complete the look in new sandals for a daytime birthday party!

    Fit & Features

    • Flowy peasant long sleeves
    • Sweetheart neck with trim
    • Tie-back design, lower zipper and hook-eye closure
    • Cutout accent along the bust with trim
    • Curve-hugging silhouette, ruffled short-length hem
    • Floral printed chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2355

    Category Name: Sundresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Out Of Office Tropical Print Maxi Dress

    Packing this gorgeous tropical print maxi dress in your carry-on is a must for your vacay getaway! It features a sleeveless V-neckline with an O-ring accent at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a fitted, flowy, floor-length hem, and a thigh-high front slit. The smooth knit fabric showcases a tropical palm leaf print. Style with cute wedges.

    Fit & Features

    • Sleeveless V-neckline, center O-ring bust accent
    • Front waist cutout
    • Adjustable spaghetti straps
    • Fitted, flowy, floor-length hem, high front slit
    • Tropical palm leaf print
    • Knit fabric, short-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5015

    Category Name: Sundresses

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic To Be Lace Crepe Mini Dress

    They can also pronounce you chic to be with this gorgeous crepe mini dress on! Perfect for bridal showers, rehearsal dinners, and other celebrations. Featuring a sleeveless sweetheart neck, wide straps, a lovely lace-lined bust with underwire and a bow, a pleated side seam, and a crepe bodycon skirt. Complete the look in rhinestone mules.

    Fit & Features

    • Sleeveless sweetheart neck
    • Wide straps, back zipper and hook-eye closures
    • Lace-lined bust, underwire, bow
    • Pleated side seam
    • Crepe bodycon skirt
    • Lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2122

    Category Name: Sundresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Thing Off-The-Shoulder Mini Dress

    Show your sweet side in this must-have mini dress for a stylish look at every event! It features an off-the-shoulder neckline, short sleeve cuffs, all-over ruching with an adjustable front drawstring, and a bodycon silhouette. The lined mesh fabric offers plenty of stretch. Complete the look in platform sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Sheer short sleeve cuffs
    • All-over ruching, adjustable front drawstring
    • Bodycon silhouette
    • Mini-length hem
    • Sheer mesh fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2399

    Category Name: Sundresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale