Summer Dresses For Vacation
Ready to turn heads on your next getaway? Summer dresses for vacation are basically your ticket to instant main character energy—think flirty, effortless, and totally Insta-worthy. Whether you’re chasing sunsets or brunching by the beach, these looks are all about catching good vibes and making memories. Pack your bags (and your sass), because your dream vacay wardrobe starts right here.
$44.90
A blue glitter knit mini dress featuring a pleated cowl neckline, spaghetti straps, and an asymmetric hem.
$32.90
A lime yellow mesh mini dress with a cowl neckline and ruched bodycon silhouette.
$59.90
A white mini dress with iridescent sequins, sheer velvet fabric, and adjustable spaghetti straps.
$37.90
A white satin strapless mini dress with pleated details and a flattering bodycon silhouette.
$64.90
A sage skater dress with a lace-trimmed sweetheart neckline and adjustable lace-up back.
$46.90
A bronze knit maxi dress featuring a trendy lace-up back and flattering bodycon silhouette.
$38.90
An airy white eyelet knit skater dress with adjustable straps and a flowy fit-and-flare silhouette.
$34.90
A black abstract floral mini dress featuring a cowl halter neckline and ruffled slit design.
$42.90
A sultry pink strapless mesh mini dress with ruffle trim and bodycon silhouette for standout style.
$48.90
A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.
$39.90
A white crochet knit mini dress featuring a twist-back design, scoop neckline, and bodycon silhouette.
$59.90
A white woven maxi dress featuring a floral print, open tie back, and ruffled silhouette.
$54.90
An ivory floral satin dress with a lace-up back and flirty A-line silhouette.
$35.90
A bold yellow floral mini dress featuring a strapless neckline and high-stretch knit fabric.
$44.90
A charming ivory pointelle knit skater mini dress with a scoop neckline and wide shoulder straps.
$39.90
A strapless yellow mini dress featuring all-over ruching, sheer mesh overlay, and a bodycon silhouette.
$34.90
A strapless red mini dress with an abstract floral print, side ruching, and asymmetric hem.
$44.90
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$69.90
A blue floral crepe mermaid dress with a high slit, sweetheart neckline, and corset bodice.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$39.90
A light blue lace mini dress with a ruffled hem and form-hugging bodice for romantic occasions.
$46.90
A pink knit maxi dress featuring a halter neckline, bodycon fit, and an alluring lace-up back.
$46.90
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$44.90
A yellow crochet knit midi dress featuring a high halter neckline and form-hugging silhouette.
$46.90
A charming white eyelet mini dress featuring a flirty tie-back and ruffled A-line silhouette.
$39.90
A sheer white crochet knit cover up dress featuring a plunge neckline, hoop insert, and long flare sleeves.
$34.90
An orange abstract print mini dress featuring sheer mesh, halter neckline, side cutouts, and open back.
$42.90
A rust floral skater dress in breezy rayon with tie-back halter straps and an open back.
$9.97 $42.90 77% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
$69.90
A blue floral mesh skater dress with a sweetheart neckline and tiered ruffled skirt.
$19.97 $30.90 35% off
An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.
$34.90
A chic strapless brown maxi dress with a high slit and flattering bodycon silhouette.
$19.97 $39.90 50% off
A khaki woven midi dress with a smocked bodice, ruffled hem, and dual spaghetti straps.
$52.90
A white eyelet lace skater dress featuring a scoop neckline and ruffled mini-length hem.
$39.90
An ivory satin mini dress featuring a tropical floral print, strapless neckline, and flowy A-line silhouette.
$39.90
A white eyelet lace mini dress with ruffled straps and a ruched sweetheart neckline.
$44.90
A girly green gingham mini dress with smocked cotton fabric, ruffled details, and adjustable straps.
$35.90
An olive green tropical print mini dress featuring a V-neckline, twisted bust, and strappy tie-back.
$39.90
A brown mesh mini dress featuring a strapless neckline, side cutout, and ruffle-trim slit.
$49.90
A brown mesh maxi dress featuring a bold floral print, cowl halter neckline, and curve-hugging fit.
$42.90
A black tropical floral maxi dress featuring a square halter neckline, criss-cross back, and high side slit.
$44.90
A rust-colored one-shoulder maxi dress with a tropical print, side cutout, and high slit.
$29.90
A flirty white skater dress featuring a strapless neckline and tiered eyelet knit design.
$44.90
A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.
$42.90
An olive green gauze skater dress featuring a V-neckline, ruffled hem, and open cross-back design.
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The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: XL | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Red | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Natural | Size: XS | Knit Fabric
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XL | Knit Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Wine | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Summer Dresses For Vacation
When it comes to packing for a getaway, nothing sets the vibe quite like a lineup of summer dresses that are ready for every adventure on your itinerary. Whether you’re jetting off to a sun-soaked coastline, hopping between rooftop brunches in a new city, or just living your best life poolside with your crew, the right summer dresses are your ticket to effortless style and all-day comfort. Think flowy silhouettes that catch every breeze, playful cutouts that let you soak in the sun, and soft, breathable fabrics that keep you cool even when the temperature’s turning up. Windsor vacation dresses are made for those moments when you want to look like you planned every detail, even if you just tossed your hair into a messy bun and slipped on your favorite sandals. They’re the go-to for that spontaneous sunset dinner, the impromptu stroll through local markets, or the last-minute invite to a yacht party (because why not?). These dresses aren’t just about looking cute—they’re about feeling unstoppable, turning heads without breaking a sweat, and making every memory a main character moment.
If you’re shopping for yourself or searching for the perfect gift, summer dresses from Windsor are a total win for anyone who loves to keep their options open and their style game strong. Picture gifting a breezy maxi to your bestie who’s headed on her first solo trip, or surprising your sister with a flirty mini for her birthday weekend escape. These dresses are made for mixing, matching, and making every day feel like a celebration—just add a sunhat, some killer shades, and you’re golden. The beauty of Windsor vacation dresses is how they flex with your plans: dress them up with heels and statement jewelry for that boujee dinner reservation, or keep it low-key with sneakers and a denim jacket for exploring hidden gems. And let’s be real, they’re the ultimate space-savers—just roll, pack, and go, no stress about wrinkles or fussy care. From lightweight linens to silky satins, every fabric is chosen with those long, carefree days in mind, so you can focus on living it up and snapping all the pics your group chat can handle.
When you’re ready to level up your getaway wardrobe, there’s no better place to start than with a curated collection that understands your need for versatility, confidence, and a little bit of drama (the good kind). The right dress can take you from sunrise coffee runs to moonlit dance floors without missing a beat—and Windsor’s selection is all about making you feel like you own every moment. Whether you’re shopping for yourself or someone who deserves a little extra glam on their next trip, you’ll find styles that flatter every vibe and fit every plan. For all the inspo you need to pack like a pro, check out the full lineup of Women's Vacation Dresses and get ready to turn every getaway into your own personal runway.