Holiday Trousers

Holiday trousers are made for moments that matter—whether you’re gathering with loved ones, heading to a festive dinner, or enjoying a cozy evening at home. With versatile styles and timeless appeal, these trousers offer comfort and confidence for every celebration. Explore options designed to help you look and feel your best throughout the holiday season, so you can focus on making memories that last.

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Men's Wrinkle-Free Double L® Chinos, Natural Fit, Hidden Comfort, Plain Front

A pair of wrinkle-free khakis with a discreet elastic waist, made from premium 100% cotton.

Pros: High quality Perfect fit Wrinkle-free Durable Comfortable
Men's Wrinkle-Free Double L® Chinos, Natural Fit, Hidden Comfort, Pleated

A pair of dark khaki, wrinkle-free cotton chinos with a roomy fit and discreet elastic waist panels.

Pros: Wrinkle-free appearance High quality Durable fabric Versatile for most occasions Comfortable fit
Women's Wrinkle-Free Bayside Pants, Ultra High-Rise Comfort Waist Tapered-Leg
Price was from: $49.95 now: $41.99

A wrinkle-free, ultra high-rise cotton pant with a tapered leg and elastic waist for all-day comfort.

Pros: Stylish look Wrinkle-free Perfect waistline Durable material Comfortable fit
Men's Tropic-Weight Cargo Pants, Natural Fit, Comfort Waist

A lightweight, breathable pair of dusty olive cargo pants with a comfort waist and roomy pockets.

Pros: Good quality and durability Versatile and stylish Lightweight and breathable Deep and roomy pockets Comfortable fit
Men's Wrinkle-Free Double L® Chinos, Natural Fit, Plain Front

A wrinkle-free, natural fit chino in brown, made from 100% cotton with a sturdy waistband.

Pros: High quality No-iron feature Great price Versatile Comfortable fit
Lakewashed Pull-on Chinos, Mid-Rise Wide-Leg

A pair of coal dust wide-leg chinos with a comfortable elastic waistband and adjustable drawstring.

Pros: Lightweight Durable Versatile Comfortable Good fit
Men's Bean's Field Utility Pants, Standard Fit, Straight Leg
Price was from: $89.95 now: $74.99

A rugged pair of brown cotton-blend utility pants with stretch twill and versatile everyday styling.
Men's Water-Resistant Cresta Hiking Five-Pocket Pants, Standard Fit, Straight Leg

A versatile green hiking pant with water-resistant nylon blend, UPF 50+ protection, and five-pocket design.
Women's Comfort Stretch Pants, Mid-Rise Straight-Leg Chino

A pair of tan mid-rise straight-leg chinos in a soft cotton-spandex blend for ultimate comfort.
Women's True Shape Jeans, High-Rise Wide-Leg Trouser

A blue denim wide-leg trouser with shape-retaining stretch, high-rise fit, and sleek trouser styling.
Men's Field Pants, Five-Pocket, Standard Fit, Straight Leg

A rugged green cotton-blend chino with classic five-pocket styling and a touch of stretch for comfort.
Men's Field Chinos, Standard Fit, Straight Leg

A rugged pair of green cotton-blend chinos with stretch twill fabric and versatile everyday styling.
Women's Vista Camp Pants, Straight-Leg Cargo

A lightweight, abrasion-resistant nylon and spandex pant with UPF 50+ protection and adjustable hems.

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

A pair of dark taupe, slim-leg pull-on pants with a soft-knit waistband and stretch cotton blend.

Pros: Quality fabric Lightweight material Deep pockets Versatile Comfortable fit
Women's Vista Trekking Pants, Mid-Rise Straight-Leg

A lightweight, moisture-wicking hiking pant with UPF 50+ protection, made from durable nylon and spandex.

Pros: Quick drying Lightweight Versatile Comfortable Good fit
Women's Lakewashed Pull-On Chinos, Mid-Rise Chambray Ankle Pants

A comfortable, mid-rise chambray ankle pant with a drawstring elastic waist and stretch cotton blend.

Pros: Lightweight and breathable High quality Versatile style Great for summer Comfortable fit
Women's BeanFlex Five-Pocket Corduroy Pants, Mid-Rise Straight-Leg
Price was from: $89.95 now: $75.99

A pair of mid-rise, straight-leg corduroy pants in twig, made from 98% cotton and 2% spandex.

Pros: Stretch fabric Classic style Comfortable fit
Women's 207 Vintage Jeans, High-Rise Boyfriend

A pair of high-rise boyfriend jeans in washed indigo denim, offering relaxed fit and vintage appeal.

Pros: Great look Perfect fit Softness Durable Comfortable
Women's Premium Linen Pull-On Ankle Pants, Mid-Rise Tapered-Leg

A pair of bright mariner, mid-rise, ankle-length pants made from 100% premium European flax linen.

Pros: Flattering appearance Perfect fit Very comfortable Good quality fabric Cute design
Women's Lakewashed Pull-On Chinos, Mid-Rise Wide-Leg Stripe Chambray
Price was from: $79.95 now: $44.99

A soft-washed cotton chambray pant with classic stripes, wide legs, and an adjustable drawstring waist.

Pros: Well-made and durable Lightweight and breathable Versatile and easy to pair Flattering wide-leg style Comfortable fit
Women's Lakewashed Pull-On Chinos, Mid-Rise Tapered-Leg Chambray Ankle Pants
Price was from: $64.95 now: $49.99

A comfortable, mid-rise ankle pant in soft cotton chambray with stretch and adjustable drawstring waist.

Pros: Flattering appearance Soft material Convenient pockets Comfortable fit Casual style
Women's Signature Utility Pants, Mid-Rise Wide-Leg Ankle-Length

A pair of dusty olive, mid-rise, wide-leg ankle-length pants made from a soft cotton/TENCEL™ blend.

Pros: Excellent quality Lightweight material Great color Soft fabric Comfortable fit
Women's Cresta Ultralight 150 Pants, High-Rise Slim-Leg Stripe

A pair of high-rise, slim-leg striped pants in 100% merino wool, perfect as a lightweight base layer.
Women's Comfort Stretch Pants, Mid-Rise Straight-Leg Cargo
Price was from: $89.95 now: $64.99

A pair of mid-rise, straight-leg cargo pants in carbon navy, made from a soft cotton-spandex blend.

Holiday Trousers

As the holiday season approaches and the days grow shorter, there’s something especially inviting about pulling on a pair of trousers that are as comfortable as they are versatile. Holiday trousers have a way of making every gathering feel a little more special, whether you’re heading out for a festive dinner, enjoying a cozy evening by the fire, or simply running errands on a brisk weekend morning. The right pair can carry you from a midday stroll through the neighborhood—crunching leaves underfoot and catching up with friends—to an evening of laughter and stories around the dining table. When considering which trousers to add to your seasonal wardrobe, think about the little details that make a difference: a comfortable waistband for those long, lingering meals, a fabric that feels soft against your skin yet holds up to a day of activity, and a timeless style that looks right at home at every celebration. It’s these thoughtful touches that make holiday trousers a favorite for so many, year after year.

Holiday trousers are also a thoughtful gift for anyone on your list who appreciates lasting quality and comfort. They’re a welcome addition to any closet, suiting a wide range of ages, styles, and activities. For those who love to stay active with family walks or outdoor festivities, trousers crafted from durable, easy-care fabrics can keep up with every adventure. For someone who values a classic look, timeless cuts and rich seasonal colors offer endless outfit possibilities, pairing just as well with a cozy sweater as with a crisp button-down shirt. And for those who appreciate a little extra room to move, styles like Wide Leg Holiday Pants provide a flattering silhouette with all-day comfort, making them a go-to choice for gatherings both big and small. Whether you’re shopping for yourself or searching for the perfect present, holiday trousers are a practical, stylish way to celebrate the season—built to last through every toast, every laugh, and every memory made.

Choosing holiday trousers is about more than just finding the right fit—it’s about selecting pieces that fit seamlessly into your life, ready for every moment the season brings. Look for features like wrinkle-resistant materials for easy packing if your celebrations take you on the road, or quick-drying fabrics if winter weather is part of your plans. Consider classic details like deep pockets, sturdy seams, and secure closures that keep up with the busiest days and the most relaxed nights. Above all, holiday trousers should feel effortless—easy to dress up or down, comfortable from the first wear, and versatile enough to see you through every event on your calendar. With the right pair, you’ll be ready to embrace all the warmth and joy the holidays have to offer, knowing you’re prepared for whatever the season brings.

FAQs

Holiday trousers are often crafted from soft, durable materials such as brushed cotton, corduroy, wool blends, or twill. These fabrics offer warmth and comfort for cooler weather, while also providing a polished appearance that’s easy to dress up or down for any occasion.

Holiday trousers are incredibly versatile. For casual gatherings, pair them with a cozy sweater or flannel shirt. For more formal occasions, add a crisp button-down or a turtleneck. Accessories like belts, scarves, or statement jewelry can further personalize your look and transition your outfit from day to night.

Yes, many holiday trousers are designed with durability and comfort in mind, making them great for outdoor activities like family walks, tree lightings, or winter markets. Look for options with sturdy construction and easy-care fabrics to ensure they hold up to seasonal adventures.

Absolutely. While holiday trousers often feature seasonal colors and cozy materials, their timeless styles and comfortable fits make them a great choice year-round. Simply pair them with lighter tops in spring and summer or layer up in fall and winter.

Consider details like comfortable waistbands, deep pockets, and wrinkle-resistant fabrics. Classic cuts and versatile colors add to their wearability, while thoughtful touches such as reinforced seams or soft linings can enhance both comfort and durability.

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Holiday Trousers