Windsor Bright Side Striped Hot Shorts in Orange | Size: L | Knit Fabric

Serving sunshine, shopping days, and spontaneous plans all in one look. The bold chevron striped pattern brings instant vacation energy, while the form-hugging fit keeps it playful, flirty, and ready for wherever the day takes you. Shop The Matching Top: Bright Side Striped Halter TopFit & FeaturesC

$26.90

Windsor Drinks At Eight Tailored Shorts in Black | Size: XS

When jeans feel too casual, and a skirt feels like too much, these are the answer. Designed with a sleek trouser-inspired fit and leg-lengthening silhouette, these ponte shorts make getting dressed look effortless. Pair with the matching vest. Shop Matching Top: Drinks At Eight Halter VestFit & Feat

$32.90

Drinks At Eight Tailored Shorts in Black | Size: S | Windsor

When jeans feel too casual, and a skirt feels like too much, these are the answer. Designed with a sleek trouser-inspired fit and leg-lengthening silhouette, these ponte shorts make getting dressed look effortless. Pair with the matching vest. Shop Matching Top: Drinks At Eight Halter VestFit & Feat

$32.90

Windsor Drinks At Eight Tailored Shorts in Black | Size: M

When jeans feel too casual, and a skirt feels like too much, these are the answer. Designed with a sleek trouser-inspired fit and leg-lengthening silhouette, these ponte shorts make getting dressed look effortless. Pair with the matching vest. Shop Matching Top: Drinks At Eight Halter VestFit & Feat

$32.90

Windsor Drinks At Eight Tailored Shorts in Black | Size: L

When jeans feel too casual, and a skirt feels like too much, these are the answer. Designed with a sleek trouser-inspired fit and leg-lengthening silhouette, these ponte shorts make getting dressed look effortless. Pair with the matching vest. Shop Matching Top: Drinks At Eight Halter VestFit & Feat

$32.90

Chic Attitude High-Rise Denim Shorts in Dark Denim | Size: XS | Windsor

Denim, but make it impossible to scroll past. These denim high-rise shorts bring tailored lines, a flattering fit, and just the right amount of chic attitude for everything from rooftop plans to last-minute weekend outings. Pair with the matching denim vest. Shop Matching Top: Chic Attitude Denim Ha

$36.90

Chic Attitude High-Rise Denim Shorts in Dark Denim | Size: S | Windsor

Denim, but make it impossible to scroll past. These denim high-rise shorts bring tailored lines, a flattering fit, and just the right amount of chic attitude for everything from rooftop plans to last-minute weekend outings. Pair with the matching denim vest. Shop Matching Top: Chic Attitude Denim Ha

$36.90

Windsor Chic Attitude High-Rise Denim Shorts in Dark Denim | Size: M

Denim, but make it impossible to scroll past. These denim high-rise shorts bring tailored lines, a flattering fit, and just the right amount of chic attitude for everything from rooftop plans to last-minute weekend outings. Pair with the matching denim vest. Shop Matching Top: Chic Attitude Denim Ha

$36.90

Chic Attitude High-Rise Denim Shorts in Dark Denim | Size: L | Windsor

Denim, but make it impossible to scroll past. These denim high-rise shorts bring tailored lines, a flattering fit, and just the right amount of chic attitude for everything from rooftop plans to last-minute weekend outings. Pair with the matching denim vest. Shop Matching Top: Chic Attitude Denim Ha

$36.90

Windsor Checked In Lace Shorts in White | Size: S

Booked, packed, and already thinking about the vacation photos. These lace shorts pairs a form-hugging fit with a flirty low-rise waist for an effortlessly styled getaway look. Shop Matching Top: Checked In Lace Crop TopFit & FeaturesLace-lined fabric, Low-rise waist, hoop insert belt accent, Form-h

$29.90

Windsor Checked In Lace Shorts in White | Size: M

Booked, packed, and already thinking about the vacation photos. These lace shorts pairs a form-hugging fit with a flirty low-rise waist for an effortlessly styled getaway look. Shop Matching Top: Checked In Lace Crop TopFit & FeaturesLace-lined fabric, Low-rise waist, hoop insert belt accent, Form-h

$29.90

Windsor Checked In Lace Shorts in White | Size: L

Booked, packed, and already thinking about the vacation photos. These lace shorts pairs a form-hugging fit with a flirty low-rise waist for an effortlessly styled getaway look. Shop Matching Top: Checked In Lace Crop TopFit & FeaturesLace-lined fabric, Low-rise waist, hoop insert belt accent, Form-h

$29.90

Windsor New Fave Mid-Rise Denim Shorts in Dark Denim | Size: XS

Your weekend rotation just found its new fave. These mid-rise denim shorts hug in all the right places with a fitted silhouette that pairs effortlessly with breezy tops, tanks, and getaway packing lists. Fit & FeaturesDenim fabric, no stretch, Mid-rise waist, Five-pocket and belt loop design, back b

$36.90

Windsor New Fave Mid-Rise Denim Shorts in Dark Denim | Size: S

Your weekend rotation just found its new fave. These mid-rise denim shorts hug in all the right places with a fitted silhouette that pairs effortlessly with breezy tops, tanks, and getaway packing lists. Fit & FeaturesDenim fabric, no stretch, Mid-rise waist, Five-pocket and belt loop design, back b

$36.90

Windsor New Fave Mid-Rise Denim Shorts in Dark Denim | Size: M

Your weekend rotation just found its new fave. These mid-rise denim shorts hug in all the right places with a fitted silhouette that pairs effortlessly with breezy tops, tanks, and getaway packing lists. Fit & FeaturesDenim fabric, no stretch, Mid-rise waist, Five-pocket and belt loop design, back b

$36.90

New Fave Mid-Rise Denim Shorts in Dark Denim | Size: L | Windsor

Your weekend rotation just found its new fave. These mid-rise denim shorts hug in all the right places with a fitted silhouette that pairs effortlessly with breezy tops, tanks, and getaway packing lists. Fit & FeaturesDenim fabric, no stretch, Mid-rise waist, Five-pocket and belt loop design, back b

$36.90

Windsor Meet Me Downtown Denim Shorts in White | Size: XS

These shorts are giving polished without trying too hard. The tailored fit and clean silhouette make them feel instantly elevated and perfect for vacations, weekend getaways, or downtown strolls. Shop Matching Top: Meet Me Downtown Denim VestFit & FeaturesDenim fabric, High-rise waist, Front button

$36.90

Windsor Meet Me Downtown Denim Shorts in White | Size: S

These shorts are giving polished without trying too hard. The tailored fit and clean silhouette make them feel instantly elevated and perfect for vacations, weekend getaways, or downtown strolls. Shop Matching Top: Meet Me Downtown Denim VestFit & FeaturesDenim fabric, High-rise waist, Front button

$36.90

Meet Me Downtown Denim Shorts in White | Size: M | Windsor

These shorts are giving polished without trying too hard. The tailored fit and clean silhouette make them feel instantly elevated and perfect for vacations, weekend getaways, or downtown strolls. Shop Matching Top: Meet Me Downtown Denim VestFit & FeaturesDenim fabric, High-rise waist, Front button

$36.90

Windsor Meet Me Downtown Denim Shorts in White | Size: L

These shorts are giving polished without trying too hard. The tailored fit and clean silhouette make them feel instantly elevated and perfect for vacations, weekend getaways, or downtown strolls. Shop Matching Top: Meet Me Downtown Denim VestFit & FeaturesDenim fabric, High-rise waist, Front button

$36.90