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!

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Classic And Chic Wide-Leg Trouser Pants in Ivory

$35.90

A chic ivory ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

Sultry Effect Abstract Wide-Leg Pants in Black

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Sultry Effect Abstract Wide-Leg Pants in Black

$9.97 $34.90 71% off

A pair of black abstract print wide-leg pants crafted from stretchy knit fabric with a high-rise waist.

Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural

$39.90

A natural woven fabric trouser with a high-rise waist and wide-leg silhouette for chic beachy vibes.

Laidback Luxe Wide-Leg Palazzo Pants in Brown

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Laidback Luxe Wide-Leg Palazzo Pants in Brown

$18.97 $42.90 56% off

A pair of brown satin wide-leg palazzo pants featuring a mid-rise waist and hidden side pockets.

Windsor Let's Vacay Halter Cutout Wide-Leg Jumpsuit Pant in Mocha

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Windsor Let's Vacay Halter Cutout Wide-Leg Jumpsuit Pant in Mocha

$14.97 $34.90 57% off

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

Windsor Bohemian Chic Sheer Lace Flare Pants in Ivory

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Windsor Bohemian Chic Sheer Lace Flare Pants in Ivory

$9.97 $29.90 67% off

A boho chic ivory lace flare pant with a high-rise waist and sheer floral design.

Chill Vibes Only Baggy Destructed Denim Jeans in Med Denim

$42.90

A pair of medium denim baggy jeans with a low-rise waist and destructed knee detailing.

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Windsor High-Rise Coated Skinny Pants in Black

$39.90

(114)

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

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(17)

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: XS

Classic And Chic Wide-Leg Trouser Pants in Ivory

$35.90

(17)

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: L | Knit Fabric

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(11)

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: L

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(10)

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

Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

(6)

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

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Make A Statement Sheer Lace Flare Pants in Ivory

$9.97 $34.90
71% off

(3)

Make a sheer statement in these lace flare pants, perfect for festivals, concerts, or any weekend fun! Pair with a bodysuit or graphic top. Fit & FeaturesSheer lace ruffle knit fabric, High-rise elasticized waistband, Hip-hugging fit, Flare hem, Panties not included, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Statement Sheer Lace Flare Pants in Ivory | Size: M | Knit Fabric/Sheer Lace Fabric

Beachy Chic Wide-Leg Trouser Pants With Linen in Natural

$39.90

(3)

No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look. Shop Matching Top: Beachy Chic Tie-Front Vest With LinenFit & FeaturesLinen-blend woven fabric, High-rise waist, belt loop accents, Side pockets, Wide-leg silhouette, Pants in size small have an approximate 13.5" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural | Size: S | Woven Fabric

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Sultry Effect Abstract Wide-Leg Pants in Black

$9.97 $34.90
71% off

(3)

Printed to perfection in a flattering wide-leg silhouette, these pants boast a classic high-rise waist. Pair with the matching top. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, tie straps, Open back, Fitted crop hem, Runs true to size, Shop The Matching Top: Sultry Effect Abstract Cowl Halter Crop Top Free Shipping on All Orders Over $75. | Windsor Sultry Effect Abstract Wide-Leg Pants in Black | Size: M | Knit Fabric

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

(2)

Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top. Fit & FeaturesCoated faux leather fabrication, High-rise waist, Single button with hidden zipper closure, Straight-leg fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown | Size: XL

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.

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