Sundresses

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Product Recommendations

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.

  • Ready Set Vacay Gauze Maxi Dress

    Pack this flowy lightweight maxi dress in your carry-on as you jet set off on vacay! It features a sleeveless V-neckline, halter spaghetti straps, a smocked high waist with chic cutouts leading to an open strappy back, and a floor-length maxi silhouette with a side slit and a relaxed fit. Style with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Smocked high waist, cutouts leading to open back
    • Strappy back design
    • Maxi-length silhouette, side slit
    • Woven gauze fabric, mini skirt knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4497

    Category Name: Sundresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropic Like It's Hot Halter Midi Dress

    It's vacay season and this halter midi dress is here for it! Featuring a sleeveless, high neckline with a tie closure, cutout bodice with a cinch accent, and a bodycon midi-length hem. Composed of a nylon-blend knit fabric with a moderate stretch. Finish the look with trendy mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, high halter neckline, tie closure
    • Cutout bodice, cinch accent
    • Bodycon silhouette
    • Midi-length hem
    • Nylon-blend knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1305

    Category Name: Sundresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Rose Tie-Back Ruffle Dress

    Sweet for the summer! Heads will turn when they see you in this rose print mini dress featuring a sleeveless square neck, spaghetti straps, high-waist seam, open-back with tie closure, and a surplice ruffled trim skirt. Complete the look with cork heels.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam
    • Open-back with tie closure
    • Surplice ruffled trim
    • Short-length hem
    • Rose print, lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1609

    Category Name: Sundresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Get Brunch Skater Dress

    You'll be ready for weekend brunch with your girls in this adorable swiss dot woven skater dress. It features a sleeveless V-neckline with a twist-front design, spaghetti straps, an open back with a cute tie-back detail, a high waist seam, and a short skater-style silhouette with a ruffled hem. Style with wedges and chic shades.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Spaghetti straps
    • Tie-back closure
    • High waist seam, skater silhouette
    • Ruffled short-length hem
    • Swiss dot woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1582

    Category Name: Sundresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Sass Off The Shoulder Dress

    Subtle yet sassy, create a sultry allure in this off-the-shoulder midi dress featuring short-sleeve cuffs, twist accent bust, and a ribbed-knit fabric offering a form-hugging fit and a moderate stretch. Complete the look in lucite heels for a summer party.

    Fit & Feature

    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Twist accent bust
    • Form-hugging fit
    • Midi-length hem
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4646

    Category Name: Sundresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Basic Knit Mini Dress

    This simple yet stylish ribbed knit mini dress is a must-have for your everyday looks. It features a sleeveless crew neckline, tank shoulder straps, an alluring lower back cutout, and a short, curve-hugging fit. Style with a denim jacket for the day and dress it up with a faux leather jacket for the night!

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Lower back cutout
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4543

    Category Name: Sundresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Of Me V-Neck Cutout Midi Dress

    Impress the room by showing up in this sultry midi dress perfect for cocktail hour! Featuring a sleeveless, v-neck, adjustable spaghetti straps, and a flirty knot accent with dual waist cutouts that lead to the bodycon silhouette. Complete the look in chic lucite mules.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Back zipper closure
    • Front knot accent, dual waist cutouts
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, inner knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4357

    Category Name: Sundresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Fit Square Neck Mini

    Flaunt it! This square neck mini offers the perfect fit featuring sleek, bungee spaghetti straps, all-over ruching detail on a bodycon silhouette. Complete the look in a fab pair of heels. 

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • All-over ruching
    • Bodycon silhouette
    • Mini hem
    • Fits true to size

    Style Number/Barcode: 05102-4353

    Category Name: Sundresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Crush Floral Skater Dress

    Take your summer crush by surprise when they see you in this flirty floral skater dress! It features a sleeveless, v-neck, ruffled trim shoulder straps, a low-cut back with zipper closure, and a tiered, flowy hem with ruffles. Complete the look in sandals for a day date.

    Fit & Features

    • Sleeveless, v-neck, ruffled trim shoulder straps
    • Low-cut back, zipper closure
    • Skater silhouette
    • Tiered, flowy hem with ruffles
    • Ditsy floral print
    • Chiffon fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4417

    Category Name: Sundresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Siesta Keys Tropical Maxi Dress

    Take a vacation to Siesta Keys looking fab in this tropical maxi dress! It features a sleeveless, v-neck, spaghetti straps, and a tie-front bust atop a cutout bodice leading to the form-fitting silhouette with a sultry side slit. Complete your vacay look in a straw hat and your fave sunglasses.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Tie-front bust
    • Cutout bodice
    • Form-fitting silhouette
    • Side slit, maxi hem
    • Tropical print
    • Fits true to size

    Style Number/Barcode: 05102-4377

    Category Name: Sundresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One More Moment Sweater Dress

    Make a lasting impression leaving the pool party in this chic cover-up sweater dress! It features a sleeveless, square neck, spaghetti straps that lead to an open-back with lace-up closure, a form-fitting silhouette, and a side slit atop the midi-length hem. Complete the look in sunglasses.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Open-back, lace-up closure
    • Form-fitting silhouette
    • Slit midi-length hem
    • Sweater knit fabric, slightly sheer, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1317

    Category Name: Sundresses

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Babe Of Funk Halter O-Ring Mini Dress

    Bring back the funk babe! This retro-inspired halter dress features a sleeveless plunge V-neck with an O-ring inset, a bodycon silhouette, and a mini-length hem. Complete the look in pointed-toe booties.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, plunge V-neck, halter strap
    • O-ring inset
    • Bodycon silhouette
    • Mini-length hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1292

    Category Name: Sundresses

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Life Made Easy Linen Halter Maxi Dress

    Look effortlessly put together in this breezy striped linen maxi dress for a Duffy boat cruise or beachside brunch! It features a sleeveless, halter v-neck with tie-closure, a partial open-back with tie, hidden side pockets, and a flowy, maxi-length silhouette with a sultry front slit. Complete the look in a straw floppy hat and sandals. 

    Fit & Features

    • Sleeveless, halter v-neck, tie-closure
    • Partial open-back with tie
    • Hidden side pockets
    • Flowy silhouette
    • Front high-cut slit
    • Maxi-length hem
    • Striped linen fabric, lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4468

    Category Name: Sundresses

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Floral Chiffon Midi Dress

    Fall for these florals! Bare your shoulders in this sleeveless midi dress featuring a square neckline with non-slip grip lining, adjustable spaghetti straps, a form-fitting silhouette, and a flirty front slit accent. Complete the look in braid strap mules for a birthday brunch.

    Fit & Features

    • Sleeveless, square neckline, non-slip grip lining
    • Adjustable spaghetti straps
    • Back zipper closure, smocked
    • Form-fitting silhouette
    • Front slit accent, midi-length hem
    • Floral chiffon fabric, lining
    • Runs true to size

    Style Number/Barcode: 05101-2249

    Category Name: Sundresses

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating Floral Mesh Mini Dress

    Captivate in this gorgeous floral mini dress! It features a sleeveless, scoop neckline, spaghetti straps, ruched bust and side seams, and a bodycon silhouette. Complete the look in espadrille wedges for a lunch date. 

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Lightly padded bust with ruching
    • Side ruched seams
    • Bodycon silhouette
    • Floral mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4553

    Category Name: Sundresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Pick Floral Mini Dress

    This adorable floral mini dress is the cutest pick for the summer season! It features a sleeveless square neckline, bungee spaghetti straps, ruched detailing down the side seams, a short, form-hugging fit, and an all-over daisy print. Style with a denim jacket and sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruching down the side seams
    • Mini-length, form-fitting silhouette
    • Small daisy floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4641

    Category Name: Sundresses

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Beauty Floral Maxi Dress

    Radiate your beauty in this blooming floral printed maxi dress! It features a romantic off-the-shoulder neckline, short ruffled drape sleeves, an empire waist, and a flowy floor-length silhouette with dual high front slits. Style this dress with strappy sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Short ruffled drape sleeves
    • Empire waist
    • Floor-length silhouette, flowy fit, dual front slits
    • Floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4535

    Category Name: Sundresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Palms Strappy Midi Dress

    Enter paradise island in this sultry midi dress perfect for a dinner with a view! It features a sleeveless, square neck, spaghetti straps, high waist seam, and a strappy open-back, bodycon silhouette, side ruched seam, and slit along the hem. Complete the look in statement fringe earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam, strappy open-back
    • Bodycon silhouette
    • Side ruched seam and slit
    • Midi-length hem
    • Palm print, knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4508

    Category Name: Sundresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Frolic Crochet Maxi Dress

    Frolic around this summer in this breezy sleeveless maxi dress featuring a delicate crochet trim, a plunge v-neckline, and a flowy, tiered floor-length hem on gauze woven fabric with a knit lining and no stretch. Complete your sunny day look in a floppy straw hat.

    Fit & Features

    • Sleeveless, plunge v-neckline, wide straps
    • Empire waistline
    • Back zipper closure
    • Flowy, tiered maxi-length hem
    • Crochet trim throughout
    • Gauze woven fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1573

    Category Name: Sundresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Story Square Neck Short Dress

    Vibrant and bold, who doesn't want to hear the end of this story? This sleeveless tunic top features an on-trend, square neck, bungee spaghetti straps, a color block pattern, and a bodycon silhouette. Complete the look in large hoop earrings.

    Fit & Features

    • Sleeveless, square neck, bungee spaghetti straps
    • Color block pattern
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1317

    Category Name: Sundresses

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Garden Soiree Satin Mini Dress

    This dress is in full bloom! Show up to the garden soiree in this satin mini dress featuring a square neckline, customizable spaghetti straps, a form-fitting silhouette and a delicate cherry blossom floral print. Complete the look chic sandals.

    Fit & Features

    • Sleeveless, square neck, customizable spaghetti straps
    • Back zipper closure
    • Form-fitting silhouette
    • Mini-length hem
    • Cherry blossom print
    • Satin fabric, inner knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1448

    Category Name: Sundresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of The Party Metallic Short Dress

    Stand out as the life of the party in a short dress that shimmers all night! The dress features a sleeveless cowl neckline, spaghetti straps, a sexy lace-up back, and a short-length hem. The dress is composed of a metallic knit fabric that offers a form hugging fit with a moderate stretch. Complete look with lucite heels

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Lace-up back 
    • Short length hem
    • Metallic knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05103-4397

    Category Name: Sundresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Love Eyelet Mini Dress

    You'll fall in love with the adorable details of this eyelet mini dress! It features a sweetheart neckline with a ruffled trim, a ruched bust with a tie-front, short puff sleeves, and a mini-length, form-hugging fit. The eyelet knit fabric features a lightweight lining. Style this dress with cute espadrille sandals.

    Fit & Features

    • Sweetheart neckline, ruffled trim
    • Ruched bust, tie-front detail
    • Short puff sleeves, elasticized hems
    • Short, form-fitting silhouette
    • Eyelet knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4433

    Category Name: Sundresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back Beauty Linen Halter Skater Dress

    They'll love to watch you leave in this gorgeous skater dress featuring a sleeveless, halter neck with tie closure, and a smocked bodice that leads to a flowy, skater short silhouette with an open back and lattice bar accents. Complete the look in sleek hoop earrings for a day date. 

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Smocked bodice
    • Flowy skater silhouette
    • Short-length hem
    • Open-back, lattice bar accents
    • Linen fabric, lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4404

    Category Name: Sundresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale