Resort Wear

Ready to turn up the heat on your next getaway? Dive into our collection of resort wear that’s designed to make waves and capture all the attention. Whether you're lounging poolside, sipping cocktails at sunset, or dancing under the stars, our chic and trendy pieces will have you looking effortlessly fabulous. From breezy dresses to flirty skirts and tops, we've got everything you need to pack for paradise. So, go ahead, embrace those vacay vibes and let your style shine like never before!

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$38.90

4.568182 star rating

A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.

$48.90

4.5 star rating

A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.

$44.90

4.571429 star rating

An ivory knit mini dress with a V-neck, cutouts, and flare cuffs for stylish vacations.

$32.90

4.5 star rating

A natural crochet knit maxi skirt featuring a high-rise waist, stretchy lining, and a sultry front slit.

$46.90

4.75 star rating

An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.

Best Seller

$36.90

5 star rating

A sheer crochet kimono in natural with slouchy sleeves and an open front design.

Best Seller

$44.90

4.75 star rating

A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.

$42.90

4.5 star rating

An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.

$26.90

4.666667 star rating

A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.

Best Seller

$39.90

4.666667 star rating

A sheer white crochet knit cover-up dress featuring a plunge neckline, hoop insert, and long flared sleeves.

$46.90

5 star rating

A sultry black jumpsuit featuring a cowl halter neckline, cutout back, and wide-leg silhouette.

$34.90

5 star rating

A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.

$19.90

4.666667 star rating

A vibrant yellow knit crop top featuring a tropical floral print and a strapless neckline.

$46.90

5 star rating

A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.

$39.90

4.666667 star rating

A natural-colored woven fabric trouser with a high-rise waist and wide-leg silhouette.

$29.90

5 star rating

A floral ivory skort with a ruffled tiered silhouette and high-rise smocked waistband.

Best Seller

$38.90

5 star rating

A tropical print maxi dress in black with a sheer mesh fabric and high side slit.

$44.90

5 star rating

A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.

$39.90

5 star rating

An ivory satin mini dress featuring a tropical floral print, strapless neckline, and flowy A-line silhouette.

$34.90

3 star rating

A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.

$29.90

5 star rating

A sleek black knit halter top featuring a tropical palm leaf print and trendy O-ring bust accent.

$42.90

5 star rating

A strapless ivory knit romper featuring a vibrant floral print, form-hugging fit, and ruffled hem.

$19.90

5 star rating

A natural crochet bandeau crop top with a tie-front closure, perfect for vacations and festivals.

Best Seller

$49.90

5 star rating

A brown mesh maxi dress featuring a bold floral print, cowl halter neckline, and curve-hugging fit.

$44.90

5 star rating

A rust-colored one-shoulder maxi dress with a tropical print, side cutout, and high slit.

$59.90

5 star rating

An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.

$26.90

5 star rating

A gold knit cropped halter top featuring cutouts, beaded detailing, and halter neck ties.

$32.90

4 star rating

A natural woven fabric vest with a tie-front design and lapel collar for beachy-chic vibes.

Best Seller

$29.90

5 star rating

A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.

$49.90

5 star rating

A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette for vacation vibes.

$34.90

5 star rating

A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.

$36.90

4 star rating

A pair of multi-color watercolor woven shorts featuring a high-rise waist and relaxed fit.

$34.90

4 star rating

A pair of ivory tropical wide-leg pants with a high-rise waist in stretchy knit fabric.

$24.90

5 star rating

A trendy brown abstract crop top with flowy short sleeves and a flattering tie-front design.

$19.90

4 star rating

A black tropical print crop top with a plunging V-neckline and airy mesh fabric.

New Arrival

$54.90

A breezy natural linen-blend maxi dress featuring a sleek halter neckline, open tie back, and high side slit.

$32.90

A pair of ivory sheer woven palazzo pants with a wide-leg silhouette and adjustable tie-front drawstring.

New Arrival

$46.90

A natural knit maxi dress featuring a bold tropical leaf print, one-shoulder cutout, and gold hardware.

$44.90

A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.

$42.90

A taupe tropical print maxi dress featuring mesh fabric, a one-shoulder neckline, and chic O-ring detail.

New Arrival

$42.90

A sheer tan crochet lace duster featuring bell sleeves, a flowy longline hem, and beaded tie-front.

$34.90

A dreamy ivory crochet lace kimono with a relaxed fit, perfect for festivals and vacations.

$44.90

A black tropical print maxi dress featuring a cutout bodice, sweetheart neckline, and high side slit.

$29.90

A vibrant mesh crop top featuring a tropical print, tie-front design, and long bell sleeves.

$24.90

A black tropical print maxi skirt in airy sheer mesh with a high-rise waist and sultry side slit.

$52.90

A natural floral romper with a strapless neckline, tie-waist, and ruffled shorts hem.

$56.90

A floral chiffon romper in natural with a strapless neckline and flattering drop waist seam.

$42.90

A pair of multi-color woven palazzo pants featuring a tropical print, high-rise waist, and wide-leg silhouette.

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Windsor Sasha Formal High Slit Wrap Dress in Black
(169) 4.6094675 star rating

Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone

Windsor Alisha Rhinestone Strap Formal Dress in Black
(83) 4.626506 star rating

Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: M | Stretchy Fabric/Rhinestone

Windsor Ella Cowl Neck Satin Dress in Mauve-2
(55) 4.3818183 star rating

Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps. Fit & FeaturesStretch satin lined fabric, Cowl neck, sleek spaghetti straps, Form-fitting silhouette, high-side slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners Free Shipping on All Orders Over $75. | Windsor Ella Cowl Neck Satin Dress in Mauve-2 | Size: S | Satin Fabric

Sunshine Dream Open Tie Back Floral Maxi Dress in White
(7) 5 star rating

A floral print adds to the dreamy charm of this flowy maxi dress boasting an open tie back design and ruffled silhouette perfect for beachside strolls or day parties. Fit & FeaturesFloral print, woven fabric, short woven lining, Sweetheart neckline with bust tie, Spaghetti straps, Open tie back design, Ruffled flowy silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Dream Open Tie Back Floral Maxi Dress in White | Size: M | Woven Fabric

In Tulum One-Shoulder Tropical Maxi Dress in Black
(4) 4.75 star rating

Perfect for your vacay in Tulum, this one-shoulder tropical maxi dress was made for sunset dinners and dancing! Fit & FeaturesTropical print, smooth knit fabric with short stretchy lining, One-shoulder neckline, One shoulder strap with metal accents, Front ruffled slit, Bodycon silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor In Tulum One-Shoulder Tropical Maxi Dress in Black | Size: M | Knit Fabric

Chic Romance Floral Lace-Up Maxi Dress in Black
(4) 5 star rating

Evoke chic romance on date night in this gorgeous floral maxi dress designed with an open lace-up strappy back and floor-length form-hugging silhouette. Style with a sleek handbag and stiletto heels. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, Large floral print, Sleeveless deep V-neckline, Spaghetti straps, Open cross-back lace-up strappy design, Maxi-length hem, form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Romance Floral Lace-Up Maxi Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold
(4) 5 star rating

Achieve a glowing radiance in this metallic knit maxi dress for vacation or sunset cocktails! Featuring a seductive plunge cowl halter neckline and a form-hugging silhouette, this dress accentuates your curves with effortless elegance while the back slit offers easy movement. Fit & FeaturesMetallic knit fabric, knit lining, moderate stretch, Plunge cowl halter neckline, Adjustable strappy open back, Form-hugging silhouette, Back slit, maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold | Size: XS | Knit Fabric

Laid Back Fave Crew Neck Tank Maxi Dress in Black
(4) 5 star rating

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 & FeaturesRib-knit stretchy fabric, Crew neck, Form-hugging maxi silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Laid Back Fave Crew Neck Tank Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric

Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress in Burgundy
(3) 5 star rating

Enjoy a sunset dinner and drinks in this floral maxi dress along the Amalfi Coast! With sultry details and a mermaid silhouette that flaunts your curves, this dress will turn heads. Fit & FeaturesFloral print, mesh fabric lined with stretchy knit, Plunge halter cowl neckline, tie closure, Mermaid silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress in Burgundy | Size: S | Mesh Fabric/Mesh Fabric

Statement Blooms Strapless Floral Maxi Dress in Taupe
(3) 5 star rating

Perfect for any occasion, this floral maxi dress will make a statement! The strapless neckline and maxi hem create a flattering silhouette, while the vibrant floral print and side slit add a touch of playful elegance. Fit & FeaturesFloral print, mesh fabric, soft knit stretchy lining, Strapless neckline, Side slit, Form-hugging fit, Relaxed maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Statement Blooms Strapless Floral Maxi Dress in Taupe | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Resort Wear

Let’s be real—resort wear isn’t just about looking cute by the pool (though, hello, that’s a major perk). It’s about building a wardrobe that’s as ready for spontaneous adventures as you are. Whether you’re jetting off for a girls’ trip, plotting a romantic getaway, or just manifesting your next big escape, the right resort wear lets you show up and show off, no matter the destination. Think breezy fabrics that move with you, bold prints that turn heads, and silhouettes that bring out your best self—every single time. The Windsor girl knows her worth, and she’s not afraid to make an entrance, whether she’s sipping mocktails at a rooftop bar or dancing barefoot in the sand. Resort wear is all about that effortless blend of comfort and confidence, with pieces that pack easily and still look flawless after a day of sun, sea, and a little bit of mischief. And let’s not forget the little details—think flirty ties, daring cutouts, and dreamy textures that make every outfit feel like a celebration. When you’re curating your own windsor vacation wardrobe, look for versatile styles you can dress up or down, because your plans might change on a whim (and honestly, isn’t that the fun of it?).

Gift giving? Resort wear is a total win for your bestie’s birthday, your sister’s engagement trip, or a “just because” surprise for the friend who’s always planning the next getaway. These are the pieces that make her feel like the main character, whether she’s catching flights or just catching rays in her backyard. And if you’re shopping for yourself (because self-love is the ultimate power move), don’t be afraid to mix and match—pair a statement skirt with a classic crop, or layer on the accessories to make your windsor vacation outfits feel uniquely you. The best part? You don’t need a passport to channel those vacay vibes. Resort wear is about capturing that feeling of freedom and fun, even if your “resort” is a local rooftop or a cozy patio with your ride-or-die crew. When you pick out windsor vacation dresses or separates, think about the moments you want to create—sunset selfies, late-night laughs, and all the memories that come with saying yes to adventure. These are the outfits you’ll remember, the ones that turn ordinary days into epic stories.

Ready to level up your getaway style? Dive into our curated collection and discover pieces that are made for every adventure, from sunrise swims to rooftop rendezvous. With luxe textures, playful prints, and silhouettes that flatter every body, our resort wear is designed to keep the good vibes going, wherever you land. Whether you’re planning a whirlwind escape or just want to bring a little vacation energy into your everyday, you’ll find everything you need to slay your next windsor vacation. For even more inspo and must-have looks, check out our Stylish Vacation Wear page—because every day deserves a little bit of that getaway magic.

Top Picks For Resort Wear