Midi Dresses For Travel
Midi dresses for travel are your ticket to effortless style, no matter where your passport takes you. Whether you’re jet-setting across the globe or road-tripping with your ride-or-die crew, these looks are all about easy glam and go-anywhere confidence. Throw one on, snap that airport selfie, and let your outfit do all the talking—because adventure waits for no one, and neither do you.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$59.90
A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.
$36.90
An elegant black off-the-shoulder midi dress with a bodycon fit and flared hem in stretchy knit.
$29.97 $59.90 50% off
A navy blue satin midi dress with a pleated cowl neckline and high side slit.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$35.90
A sage green strapless midi dress in stretchy knit fabric with a cowl neckline, ruched seams, and side slit.
$20.97 $46.90 55% off
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$59.90
A light blue woven midi dress featuring a corset bodice and charming lace-up back detail.
$54.90
A sage midi dress with faux pearl embellishments and an off-the-shoulder bodycon silhouette.
$6.97 $46.90 85% off
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$46.90
A strapless black satin midi dress featuring figure-flattering pleating and a high side slit.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$54.90
An elegant white mesh midi dress featuring faux pearl embellishments, off-the-shoulder neckline, and bodycon fit.
$49.90
A wine-colored mesh and knit midi dress featuring cold shoulders, ruched seams, and a bodycon silhouette.
$19.97 $28.90 31% off
A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.
$38.90
A curve-flaunting black midi dress with a plunging cowl neck and open tie-back design.
$59.90
A green satin midi dress featuring a cowl neckline, pleated bodice, high slit, and twist-back detail.
$19.97 $42.90 53% off
A light blue woven midi dress featuring dainty florals, adjustable straps, and a front slit.
$44.90
An elegant black knit midi dress featuring an off-the-shoulder neckline, pleated wrap front, and thigh-high slit.
$44.90
A light blue lace midi dress featuring a low-cut back, square neckline, and trumpet hem.
$6.97 $39.90 83% off
A red striped knit midi dress featuring a strapless neckline, cutout bodice, and bodycon silhouette.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$36.90
A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.
$52.90
An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$42.90
A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.
$38.90
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging, lined silhouette.
$26.97 $59.90 55% off
A taupe floral chiffon midi dress featuring a halter neckline with a stone insert and flowy silhouette.
$49.90
A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and a sheer flowy hem.
$59.90
A sage satin midi dress with a V-neckline, strappy back, and elegant side slit.
$9.97 $38.90 74% off
A sleek olive knit midi dress with off-the-shoulder sleeves and a high center slit.
$45.90
A strapless bodycon midi dress in natural floral mesh with a back slit and no-slip grip lining.
$34.90
A strapless plum floral midi dress with a hip-hugging fit and elegant front slit.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.
$42.90
A black knit midi dress featuring a front-tie bust, underbust cutout, and high front slit.
$44.90
A sophisticated white midi dress featuring sheer chiffon sleeves and a sultry ruched bodycon silhouette.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$39.90
An olive ribbed knit bodycon midi dress with a halter V-neckline and center back slit.
$33.90
A light blue strapless bodycon midi dress crafted from rib knit fabric with a side slit detail.
$49.90
An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.
$45.90
An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.
$59.90
A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.
$44.90
A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.
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Give off those cool-girl vibes in this sleek faux leather wrap skort! It features a high-rise waist, a wrap-front overlay with pleated detailing, and fitted shorts. The smooth faux leather fabric offers a moderate stretch. Style this skort with a chic corset top and ankle booties. Fit & FeaturesHigh-rise waist, Back zipper closure, Wrap-front overlay, pleating, Fitted shorts, Smooth faux leather fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool-Girl Vibes Faux Leather Wrap Skort in Black | Size: S
Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric
Radiate popstar diva energy in this fabulous rhinestone romper to get everyone starstruck over you! Showcasing a strapless straight-across neckline, a flawless form-hugging silhouette, and a short-length fitted hem with knit fabric embellished with countless rhinestones. Complete the look with hoop earrings and clear mules for a seamless chic night! Fit & FeaturesRhinestone embellished knit fabric, moderate stretch, Strapless straight neckline with no-slip strip, Back zipper with hook and eye closure, High waist seam, Form-hugging silhouette, Romper in size small is 23" top hem to bottom hem with a 13" front rise and a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Popstar Diva Strapless Rhinestone Romper in Black-2 | Size: S | Knit Fabric/Rhinestone
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: S | Woven Fabric
Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black
$20.97 $46.90
55% off
Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: S | Woven Fabric
Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design. Fit & FeaturesDelicate floral print, Poplin woven fabric, tulle and woven linings, Halter V-neckline with tie straps, wired underbust, Side zipper and hook-eye closure, Corset bodice, flexible boning, lace-up back, Fit and flare silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Set For Spring Halter Corset Floral Midi Dress in Natural | Size: XS | Woven Fabric
Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: M | Knit Fabric
Windsor Curve Avenue Halter V-Neck Bodycon Midi Dress in Yellow
$16.97 $39.90
57% off
A sleeveless midi dress designed to highlight your curves featuring a flattering halter V-neckline, bodycon silhouette, and a flirty center back slit for movement. Complete the look with earrings and booties. Fit & FeaturesStretchy rib knit fabric, Halter V-neckline, Bodycon silhouette, Center back slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Curve Avenue Halter V-Neck Bodycon Midi Dress in Yellow | Size: L | Knit Fabric
Create a cute picturesque 'fit in this corset A-line midi dress! The corset bodice and lace-up back add a touch of allure to the sweet silhouette. Fit & FeaturesWoven fabric lined with stretchy knit, Sweetheart neckline, tie-front detail, Thin adjustable straps, Corset bodice, lace-up back, High waist seam, Midi-length A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue | Size: S | Woven Fabric
This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, Front slit, Midi-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Blue | Size: M | Knit Fabric
Midi Dresses For Travel
When you’re plotting your next getaway, there’s one thing your suitcase absolutely needs: a midi dress for travel that can keep up with every adventure and every “are we really doing this?” moment. Midi dresses for travel are the ultimate ride-or-die companions—effortlessly chic, endlessly versatile, and ready to take on anything from sunrise airport runs to spontaneous rooftop cocktails. Think about it: you want something that looks just as fabulous wandering cobblestone streets as it does posing for pics at that hidden café you found on TikTok. The best midi dresses for travel are all about that “throw on and go” energy—no fuss, no stress, just instant main character vibes. Whether you’re jetting off for a girls’ trip, escaping with your boo, or treating yourself to a solo adventure, these dresses are the perfect plus-one. Their not-too-short, not-too-long length means you can climb, twirl, and dance your way through new cities without worrying about wardrobe malfunctions. Breathable fabrics, wrinkle-resistant styles, and flirty silhouettes make midi dresses Windsor girls’ secret weapon for travel days, dinner nights, and everything in between.
Midi dresses for travel are the low-key MVPs of any packing list, and honestly, they’re a genius gift for your favorite jetsetter, too. Picture this: gifting your bestie a midi dress before her big trip, knowing she’ll wear it from the plane straight to her first night out, snapping selfies and living her best life. They’re perfect for anyone who loves to look put-together without putting in extra work—think bridesmaids heading to a destination wedding, friends on a bachelorette bash, or even your mom who’s finally taking that dream vacation. When you’re picking out midi dresses for travel, keep an eye out for details that make life easier, like adjustable straps, stretchy waistbands, and pockets (because who doesn’t love a dress with pockets?). Go for prints or solid colors that can be dressed up or down, so you’re ready for everything from museum days to rooftop parties. And if you’re looking to stand out in every travel pic, check out our Unique Midi Dresses for styles that are guaranteed to rack up the compliments.
If you’re on the hunt for what are the best midi cocktail dress for travel, remember: it’s all about finding pieces that make you feel unstoppable. Midi dresses Windsor girls love are the ones that move with you, keep you cool when you’re on the go, and make you feel like the star of every story you’re about to write. They’re the ultimate confidence booster—easy to style, easy to pack, and impossible to forget. Whether you’re exploring a new city or just living your best life at home, a great midi dress is the kind of wardrobe staple you’ll reach for again and again. From sunlit mornings to late-night adventures, let your midi dress be the one thing you never leave behind.