Wide Leg Vacation Pants
Wide leg vacation pants are your ticket to effortless style and comfort, making every adventure a runway moment. Imagine strolling through sun-drenched streets or dancing under the stars with ease and flair—these pants are all about freedom and fun. Whether you're jet-setting to tropical paradises or exploring hidden gems closer to home, these breezy beauties will have you feeling like the queen of cool. With their relaxed fit and versatile vibe, wide leg vacation pants are ready to elevate your travel wardrobe and keep those vacay vibes going strong!
$35.90
A chic ivory ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$49.90
A trendy dark denim pant with a pinstripe pattern and flattering high-rise wide-leg silhouette.
$44.90
A chic pair of black chiffon palazzo pants featuring a high-rise waist and pleated wide-leg silhouette.
$42.90
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$34.90
A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.
$34.90
A pair of black abstract print wide-leg pants crafted from stretchy knit fabric for a flattering fit.
$42.90
A pair of brown satin wide-leg palazzo pants featuring a mid-rise waist and hidden side pockets.
$29.90
A rust-colored knit pant with a mid-rise waist and flared wide-leg hem.
$34.90
A pair of black tropical print wide-leg pants crafted from stretchy knit fabric for a luxe vacation vibe.
$42.90
A pair of multi-color woven palazzo pants featuring a tropical print, high-rise waist, and wide-leg silhouette.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$59.90
A stylish denim overall with a wide-leg silhouette, adjustable straps, and a cuffed hem.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$54.90
A black and white tropical print jumpsuit featuring a halter cowl neckline and flowy wide-leg silhouette.
$49.90
An abstract black and white striped jumpsuit featuring a cutout bodice, wide-leg silhouette, and hidden pockets.
$9.97 $29.90 67% off
A boho chic ivory lace flare pant with a high-rise waist and sheer floral design.
$42.90
A sultry taupe jumpsuit with a tropical print, featuring a cutout design and wide-leg silhouette.
$44.90
A brown tropical-print knit jumpsuit featuring a halter neckline, cutout bodice, and wide-leg silhouette.
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Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look. Fit & FeaturesHigh-rise waist, belt loops, Front button and hidden zipper closure, Faux front pockets, two back pockets, Skinny leg design, Coated faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: M | Leather
In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels. Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Front button and hidden zipper closure, Faux front pockets, functional back pockets, Coated faux leather fabric, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: M
These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love. Fit & FeaturesPonte knit fabric with moderate stretch, High-rise elasticized waist, Vertical front seams, Hip-hugging fit, Wide-leg silhouette, Pants in size small have an 11" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Ivory | Size: M | Knit Fabric
Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels. Fit & FeaturesCrepe fabric with stretch, High-rise waist, Pull-on-and-off styling, Straight-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: S
Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals! Fit & FeaturesPonte knit fabric, minimal stretch, High-rise waist, Form-hugging fit, Side slit accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever On Trend High Rise Ponte Capri Pants in Black | Size: XS | Knit Fabric
These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties. Fit & FeaturesCoated faux leather fabric, slight stretch, High-rise waist, Hip-hugging fit, flare hem, Front button and hidden zipper closure, Two-pocket styling, Pants have an 11" front rise with a 30.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: XS
These breezy woven palazzo pants will give off those effortless weekend vibes with their relaxed, wide-leg silhouette. Style with the matching tie-front crop top for a chic look. Shop Matching Top: Weekend Vibes Tie-Front Crop TopFit & FeaturesWoven fabric, High-rise waist, Dual front pockets, Pleating, Flowy wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Vibes Wide-Leg Palazzo Pants in Ivory | Size: L | Woven Fabric
Unveil a sleek 90s-inspired allure in these high-rise capri pants perfect for dressing up with heels or flats! Fit & FeaturesWoven fabric, minimal stretch, High-rise waist, Back zipper closure, Form-hugging fit, Capri knee-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor 90s Sleek High-Rise Capri Pants in Black | Size: L | Woven Fabric
Pretty pleats make these high-rise palazzo pants a chic find! Style with a crop top and heels for dinner and drinks. Fit & FeaturesChiffon woven fabric, knit lining, High-rise waist, Wide-leg pleated silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Black | Size: XS | Chiffon/Knit Fabric/Woven Fabric
Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 5 | Leather
Wide Leg Vacation Pants
Let’s be real—if you’re planning a getaway or just channeling those out-of-office vibes, wide leg vacation pants are the ultimate power move for your wardrobe. These aren’t just pants; they’re a whole adventure wrapped in breezy fabric, ready to take you from airport sprints to rooftop dinners without missing a beat. Picture yourself gliding through the terminal, coffee in hand, not a care in the world because your look is as effortless as your itinerary. Wide leg vacation pants are the ticket to feeling put-together, even when you’re living out of a suitcase. Their flowy silhouette gives you total freedom—whether you’re twirling on a beach boardwalk, exploring hidden markets, or just kicking back with your besties poolside. The magic is in the details: lightweight materials that breathe, waistbands that flex with your mood (and your dinner plans), and prints that scream “I’m here to make memories.” These pants are basically a passport stamp for your closet, ready to mix and match with everything from strappy crop tops to slouchy tees. And let’s not forget—vacation wide leg pants are a dream for gifting. They’re the kind of present that says, “I see your wanderlust and I’m here to support it,” perfect for the friend who’s always plotting her next escape or the sister who loves a little drama in her day-to-day style.
When it comes to choosing your perfect pair, think about how you want to feel. Are you vibing with bold, tropical prints that turn every sidewalk into a runway? Or are you craving soft, neutral tones that play nice with every top in your suitcase? The beauty of vacation pants is how easily they adapt to your plans. Go for a cinched waist if you love a little definition, or a relaxed fit for those days when comfort is the main character. If you’re tall, wide leg cuts let you show off those long lines; if you’re petite, a high-waisted pair with a cropped hem can give you legs for days. Pro tip: pack a pair that goes from day to night with just a swap of accessories—think sandals and sunnies for brunch, then wedges and a statement necklace when it’s time to light up the night. And don’t sleep on the pockets—because every Windsor girl knows, a good pocket is non-negotiable. Vacation wide leg pants aren’t just a trend; they’re a lifestyle, designed for the fearless, the spontaneous, and the ones who know that comfort and confidence are the ultimate travel companions. If you’re looking to expand your collection beyond vacation vibes, check out our Wide Leg Casual Pants for even more ways to slay every day.
Whether you’re gifting a pair to your ride-or-die as a “let’s book that trip” hint or treating yourself to a little pre-vacay glow-up, these pants are the definition of versatile. They work for all the moments you want to remember—sunset dinners, impromptu dance parties, lazy mornings with room service. And honestly, even if your “vacation” is just a mental escape to your favorite coffee shop, wide leg vacation pants bring that main character energy wherever you go. They’re the wardrobe MVPs that keep you cool, comfy, and ready for whatever the day throws your way. So go ahead, slip into a pair and let the world know you’re here for the memories, the mischief, and all the good vibes. Your next adventure is calling, and your outfit is already packed.