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.

Sort by:

Filter & Sort

476 Items

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
Perfect Fit Pants, Straight-Leg Crop

A cropped straight-leg pant in brown jersey-knit cotton with stretch, featuring front pockets and a flat waistband.

Pros: Durable and retains shape after washing Flattering and accurate crop length Versatile for various occasions High-quality, soft fabric Comfortable fit
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 Stretch Canvas Cargo Pants, Mid-Rise Straight-Leg
Price was from: $69.95 now: $49.99

A pair of dusty olive, mid-rise cargo pants made from durable stretch cotton twill for all-day comfort.

Pros: Great fit Durable Lots of pockets Versatile Comfortable
Women's Stretch Ripstop Pull-On Pants, Slim-Leg

A durable, dark taupe cotton blend pant with a slim-leg, elastic waistband, and multiple pockets.

Pros: Convenient pockets High-quality fabric Durable material Versatile styling Comfortable fit
Men's Tropic-Weight Cargo Pants, Natural Fit, Comfort Waist

A lightweight, breathable cotton cargo pant with a comfort waist and rich brown pigment-dyed color.

Pros: Lightweight and breathable Durable quality Versatile style Great color Comfortable fit
Men's Wrinkle-Free Double L® Chinos, Natural Fit, Plain Front

A wrinkle-free, natural fit chino with a straight leg, crafted from premium 100% cotton in brown.

Pros: Durable and high quality No-iron feature Great price Versatile Comfortable fit
Men's L.L.Bean Stretch Country Corduroy Pants, Classic Fit, Plain Front

A pair of sepia corduroy pants with a classic fit, made from a 98% cotton and 2% spandex blend.

Pros: High-quality material Durable construction Warm and cozy Stylish appearance Comfortable fit
Lakewashed Pull-on Chinos, Mid-Rise Wide-Leg

A pair of brown wide-leg chinos made from soft cotton with a comfortable elastic waistband and drawstring.

Pros: Lightweight and breathable Flattering and stylish appearance Easy care and quick drying Comfortable fit Soft and sturdy fabric
Women's Premium Linen Pull-On Ankle Pants, Mid-Rise Tapered-Leg

A pair of oatmeal-colored, mid-rise, tapered-leg ankle pants made from 100% premium European flax linen.

Pros: Attractive design Perfect fit Flattering Good quality fabric Very comfy
Women's Lakewashed Pull-On Chinos, Mid-Rise Tapered-Leg Chambray Ankle Pants
Price was from: $64.95 now: $29.99

A comfortable, mid-rise ankle pant in soft-washed cotton chambray with adjustable drawstring and elastic 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, wide-leg ankle-length pants made from a soft cotton/TENCEL™ blend with five pockets.

Pros: Excellent quality Lightweight material Great design Soft fabric Comfortable fit
Men's Tropicwear Zip-Leg Pants

A versatile pair of soft sand nylon pants that convert to shorts, offering sun protection and comfort.

Pros: Versatile convertible design Ample pockets Durable material Quick-drying Comfortable fit
Men's Tropicwear Pants

A pair of lightweight, quick-drying nylon pants in soft sand, featuring SunSmart™ fabric and multiple pockets.

Pros: Soft, comfortable feel High product quality Very comfortable Attractive style Good fit
Women's Explorer Ripstop Pants, Barrel Leg
Price was from: $79 now: $64.99

A versatile pair of tan ripstop pants with a comfortable cotton blend and multiple pockets.
Women's Signature Easy-Cotton Pleated Chinos, Ankle
Price was from: $99 now: $48.99

A pair of ultra high-rise, ankle-length chinos in olive gray with flattering pintucks and a cotton-spandex blend.
Men's Water-Resistant Cresta Five-Pocket Pants, Standard Fit, Straight Leg
Price was from: $89.95 now: $75.99

A versatile green hiking pant with water-resistant nylon blend, UPF 50+ protection, and five-pocket design.
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 Field Chinos, Standard Fit, Straight Leg

A rugged pair of green cotton-blend chinos with stretch twill and versatile everyday styling.
Women's Lakewashed Pull-on Chinos, Mid-Rise Wide-Leg Crop

A comfortable green wide-leg crop chino with an elastic waistband, made from 97% cotton and 3% spandex.
Men's Field Pants, Five-Pocket, Standard Fit, Straight Leg
Price was from: $89.95 now: $74.99

A rugged green cotton-blend chino with classic five-pocket styling and a touch of stretch for comfort.
Women's Signature Utility Pants, High-Rise Wide-Leg

A stylish high-rise wide-leg pant in green, crafted from a soft cotton/TENCEL blend with utility pockets.
Men's Upland Briar Field Pants

A pair of dark mushroom nylon pants with abrasion-resistant overlays and a self-adjusting waist for comfort.
Women's Comfort Stretch Pants, Mid-Rise Wide-Leg Chino
Price was from: $79 now: $54.99

A tan, mid-rise wide-leg chino with a soft cotton blend for ultimate comfort and style.

Holiday Trousers

The holiday season brings with it a special kind of warmth—gatherings with friends, family dinners, and moments by the fire that call for trousers that are both comfortable and refined. When choosing trousers for festive occasions, it’s important to look for styles that offer lasting value and versatility, seamlessly transitioning from a cozy afternoon indoors to a cheerful evening celebration. Classic trousers for the festive season are thoughtfully designed with comfort and timeless style in mind, making them a reliable choice whether you’re hosting a holiday meal, attending a neighborhood gathering, or simply enjoying a quiet evening with loved ones. The right pair can be dressed up with a crisp shirt or down with a soft sweater, adapting easily to the spirit of the occasion. Many people appreciate trousers that feature subtle, festive touches—think rich colors, soft textures, or tailored details that feel just right for winter’s celebrations without being over the top.

Holiday trousers also make a thoughtful gift for anyone on your list who values both comfort and style in their everyday life. From grandparents who appreciate the ease of movement and durability, to friends who love to entertain, to busy parents seeking reliable wardrobe staples, a well-chosen pair of trousers is a practical yet heartfelt gesture. Imagine gifting a pair to someone who enjoys long walks after a hearty holiday meal, or to a family member who loves to curl up by the fireplace with a good book. The winter months call for materials that feel cozy yet look polished—think soft flannel, brushed twill, or corduroy, all of which bring a touch of seasonal charm. And for those who appreciate a little extra room to move, styles such as Wide Leg Holiday Pants offer comfort and easygoing appeal, perfect for everything from festive gatherings to relaxed weekends at home.

Selecting holiday trousers is about more than just appearance; it’s about finding that perfect balance of durability, comfort, and timeless appeal. Look for features that make life easier, like easy-care fabrics, adjustable waistbands, or pockets for keeping essentials close. These thoughtful details help ensure that your trousers will look and feel great, season after season. Whether you’re dressing for a holiday dinner, heading out for a brisk winter stroll, or searching for a gift that will be truly appreciated, you can count on holiday trousers to deliver reliable comfort and style. With so many options designed to suit a variety of preferences and occasions, it’s easy to find a pair that will become a winter favorite, year after year.

FAQs

Holiday trousers are often crafted from soft, comfortable fabrics like brushed twill, flannel, corduroy, or stretch cotton blends. These materials provide a cozy feel for winter gatherings while maintaining a polished appearance suitable for festive occasions.

Yes, many holiday trousers are designed with versatility in mind. They can easily be dressed up with a button-down shirt or blazer for more formal gatherings, or paired with a favorite sweater for a relaxed, casual look.

Most holiday trousers are easy to care for and can be machine washed on a gentle cycle with like colors. To help maintain their shape and color, it's recommended to turn them inside out before washing and tumble dry on low heat or line dry.

Look for features such as a comfortable waistband, soft lining, and a relaxed cut. Some trousers also offer stretch fabrics or adjustable details, making them ideal for enjoying festive meals and activities in total comfort.

Absolutely. Holiday trousers are a thoughtful, practical gift that can be enjoyed throughout the winter season. Their timeless style and comfortable fit make them a welcome addition to anyone's wardrobe, whether for festive events or everyday wear.

It's time to upgrade your browser

Holiday Trousers