Gray Drawstring Pants

Gray drawstring pants offer a timeless blend of comfort and versatility, making them a reliable choice for everything from laid-back weekends to busy days on the go. With their relaxed style and easy-to-adjust fit, these pants are ready for whatever your day brings. Whether paired with a favorite tee or layered with a cozy sweater, gray drawstring pants are a dependable addition to any wardrobe, delivering lasting value season after season.

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Women's Perfect Fit Pants, Straight-Leg

A pair of straight-leg, high-rise pants in ledge, made from 90% jersey-knit cotton and 10% Lycra.

Pros: Perfect fit Versatile Comfortable Warm Great fabric
Women's Perfect Fit Pants, Slim

A pair of dark gray heather slim-fit pants with stretchy jersey-knit cotton for year-round comfort.

Pros: Perfect fit Good quality Flattering Durable Comfortable
Women's Ultrasoft Sweats, Straight-Leg

A pair of charcoal heather straight-leg sweatpants made from ultrasoft french terry with an elastic drawstring waist.

Pros: Great fit Useful pockets Very cozy Versatile Nice color
Men's L.L.Bean Multisport Pants

A lightweight, quick-dry pant with four-way stretch, UPF 50+ protection, and adjustable drawstring waistband.

Pros: Lightweight material Versatile for travel Quick-drying Stylish appearance Comfortable fit
Women's Perfect Fit Pants, Fleece-Backed Straight-Leg

A pair of dark gray heather, fleece-backed straight-leg pants with a high-rise fit and elastic waistband.

Pros: Cozy for colder days Perfect fit Polished look Warmth Comfortable
Women's Stretch Ripstop Pull-On Pants, Slim-Leg

A pair of slim-leg, mid-rise pants in river rock with a soft-knit elastic waistband and cargo pockets.

Pros: Good quality Versatile styling Great color options Soft fabric Comfortable fit
Women's Vista Camp Pants, Slim-Leg

A lightweight, durable nylon blend pant with a flattering slim-leg fit and UPF 50+ protection.

Pros: Lightweight material Excellent quality Flattering design Quick-drying Comfortable fit
Women's Sunwashed Canvas Pants, High-Rise Straight-Leg

A pair of lightweight gray cotton canvas pants with a high-rise, straight-leg fit and elastic drawcord waist.

Pros: Durable and high quality Soft and lightweight fabric Very comfortable fit Washes well without shrinking Versatile for different occasions
Women's Ultrasoft Sweats, Drawstring Jogger

A pair of charcoal heather jogger sweatpants in 95% cotton with a comfortable elastic waistband and drawstring.

Pros: Perfect fit Great quality Softness Deep pockets Comfortable
Men's L.L.Bean Multisport Joggers

A lightweight, quick-dry jogger with four-way stretch, UPF 50+, and multiple pockets in graphite.

Pros: Great fit Versatile for various activities Well-made and durable Lightweight and breathable Comfortable to wear
Women's Stretch Ripstop Pull-On Capri Pants, Slim-Leg

A pair of river rock slim-leg capri pants with a soft-knit elastic waistband and adjustable drawstring.

Pros: Great fit Good quality Well-made Versatile Comfortable
Men's VentureStretch Five-Pocket Pants, Standard Fit, Straight Leg

A versatile, abrasion-resistant pant with UPF 50+ protection, water-repellent finish, and gusseted crotch for mobility.

Pros: Lightweight Well-made Versatile Comfortable Good fit
Women's Stretch Ripstop Pull-On Pants, Slim-Leg Jogger

A gray slim-leg jogger with a stretchy cotton blend, elastic waistband, and adjustable drawstring.

Pros: Durable fabric Versatile design Lightweight material Comfortable fit Flattering style
Women's Premium Linen Pull-On Ankle Pants, Mid-Rise Tapered-Leg
Price was from: $69.95 now: $44.99

A pair of gray linen ankle pants with a tapered leg, featuring an elastic waistband and drawstring.

Pros: Attractive design Flattering appearance Perfect fit Very comfortable Good quality fabric
Men's Bean's Cotton Knit Pajamas, Sleep Pants

A pair of gray heather sleep pants made from 80% cotton and 20% recycled cotton with side pockets.

Pros: High quality Outdoor use Comfortable Good value
Women's Explorer Ripstop Pants, Straight-Leg
Price was from: $79 now: $64.99

A rugged, moisture-wicking cotton blend pant with adjustable drawcords and multiple pockets in alloy gray.
Women's L.L.Bean CloudSoft Pants, Mid-Rise Straight-Leg

A pair of gray synthetic straight-leg pants featuring a soft, fluid drape and ribbed trim accents.
Women's Premium Linen Breezy Pull-On Utility Pants, Mid-Rise Wide-Leg
Price was from: $79 now: $54.99

A pair of gray, wide-leg utility pants made from premium European flax linen with an adjustable drawstring.
Women's Perfect Fit Pants, Original Tapered-Leg

A pair of ultra high-rise, dark gray heather pants made from 90% jersey-knit cotton and 10% Lycra®.

Pros: Perfect fit Durable Versatile Comfortable Great color options
Perfect Fit Pants, Straight-Leg Crop

A pair of ledge-colored, high-rise cropped pants made from 90% cotton and 10% Lycra for ultimate comfort.

Pros: Perfect fit Versatile style High-quality fabric Beautiful color Comfortable fit
Women's Stretch Canvas Cargo Pants, Mid-Rise Straight-Leg
Price was from: $69.95 now: $49.99

A durable gray twill cargo pant with stretch cotton, mid-rise fit, and multiple utility pockets.

Pros: Versatile style True to size Ample pockets Durable material Comfortable fit
Women's Vista Trekking Pants, Mid-Rise Straight-Leg

A lightweight, durable pair of women's hiking pants with UPF 50+ protection and moisture-wicking fabric.

Pros: Quick drying Lightweight Versatile Comfortable Good fit
Women's VentureStretch Woven Ankle Pants

A versatile pair of granite ankle pants with UPF 50+ protection, made from an 86% polyester, 14% spandex blend.

Pros: Lightweight Wrinkle-free Comfort Good fit Quick-drying
Men's Tropicwear Comfort Pants

A pair of gray, lightweight fishing pants made from recycled polyester with UPF 50+ sun protection.

Pros: Attractive appearance Very comfortable Perfect fit Lightweight feel

Gray Drawstring Pants

Gray drawstring pants have a way of finding their place in just about every closet, thanks to their remarkable blend of comfort, versatility and timeless style. Whether you’re heading out for a brisk morning walk, settling in for a cozy evening by the fire, or tackling a busy day of errands, these pants offer just the right balance of relaxed ease and everyday readiness. The drawstring closure provides a personalized, adjustable fit that feels great from the first wear, while the neutral gray tone pairs effortlessly with nearly any top or layer. It’s this combination of practical features and understated style that makes gray drawstring pants a perennial favorite for folks of all ages. In the heart of winter, they’re just the thing for layering over thermal leggings or pairing with your warmest flannel, but their year-round appeal means they’re just as welcome on a breezy spring afternoon or a crisp fall hike.

Thoughtfully designed for lasting comfort, gray drawstring pants are a smart choice for anyone who appreciates clothing that adapts to the rhythm of everyday life. They’re equally at home during a quiet weekend at the cabin, a casual day at the office, or a spontaneous road trip with friends. The soft, durable fabrics stand up to repeated wear and washings, making them a reliable staple that keeps looking and feeling great over time. For those who value easy movement—whether stretching out in a yoga class, playing with the kids in the backyard, or simply relaxing at home—these pants offer the flexibility and ease you need. Their classic look also makes them a thoughtful gift for anyone on your list: college students, grandparents, outdoor enthusiasts, or anyone who appreciates the simple pleasure of comfort done right. If you’re looking for a more active option, you might also want to explore our Gray Athletic Pants for styles built to keep up with higher-energy pursuits.

No matter how you spend your days, gray drawstring pants are designed to help you make the most of every moment, indoors or out. Their easy-to-wear style transitions seamlessly from morning routines to evening wind-downs, while the practical details—like deep pockets and sturdy stitching—mean you can count on them for seasons to come. For families, they’re a go-to choice for matching comfort across generations, ideal for everything from family movie nights to early morning walks with the dog. And because gray is such a versatile color, these pants can easily be dressed up or down with your favorite tees, sweaters, or button-downs. With their lasting value and everyday usefulness, gray drawstring pants are a wardrobe essential you’ll reach for again and again, no matter the season or occasion.