Fall And Winter Pants

Embrace the chill of the colder months with our exceptional collection of fall and winter pants. Designed for warmth and comfort, these pants are perfect for everything from brisk autumn hikes to cozy winter gatherings. With a variety of styles and materials to choose from, finding the right pair to suit your outdoor adventures is easy. Whether you're exploring snowy trails or enjoying a leisurely walk through fallen leaves, our fall and winter pants offer the durability and versatility you need to stay comfortable all season long.

Sort by:

Filter & Sort

476 Items

Women's Perfect Fit Pants, Fleece-Backed Straight-Leg

A cozy pair of black fleece-backed straight-leg pants with a high-rise fit and elastic waistband.

Pros: Looks like regular pants Warmth Cozy Not bulky Comfortable
Men's L.L.Bean Stretch Country Corduroy Pants, Natural Fit, Hidden Comfort

A pair of dark khaki corduroy pants with hidden stretch waistband, made from a 98% cotton, 2% spandex blend.

Pros: High quality Classy look Comfort Warmth Good fit
Men's L.L.Bean Stretch Country Corduroy Pants, Classic Fit

A classic fit, dark khaki corduroy pant in a comfortable cotton blend with added spandex for stretch.

Pros: High-quality material Good for winter Warm and cozy Stylish appearance Comfortable fit
Women's PrimaLoft ThermaStretch Fleece Tights, Mid-Rise
Price was from: $110 now: $43.99

A pair of mid-rise fleece/nylon tights in forest shade with a plush interior and moisture-wicking waistband.

Pros: Great fit Quality Warmth Softness Comfortable
Women's True Shape Jeans, High-Rise Straight-Leg Fleece-Lined

A high-rise, fleece-lined denim jean offering warmth and comfort with a flattering straight-leg fit.

Pros: Comfort Warmth Durability Stylish color Perfect fit for tall women
Women's Perfect Fit Pants, Fleece-Backed Slim-Leg

A cozy pair of slim-leg pants with a fleece-like interior, made from a cotton blend.

Pros: High quality Perfect fit Warmth Cozy lining Comfortable fit
Men's Double L® Chinos, Natural Fit, Plain Front, Flannel-Lined

A pair of dark khaki cotton chinos, flannel-lined for warmth, with a natural fit and straight leg.

Pros: Keeping knees warm Quality workmanship Roomy Good fit Comfortable
Men's Cresta Pants, Standard Fit, Fleece-Lined

A pair of dark cinder hiking pants with fleece lining, offering UPF 50+ protection and two-way stretch.

Pros: Warmth Durable Versatile Comfortable Good fit
Men's VentureStretch Five-Pocket Pants, Standard Fit

A versatile, durable pair of graphite pants with UPF 50+ protection and water-repellent finish.

Pros: Lightweight Well-made Versatile Comfortable Good fit
Women's PrimaLoft ThermaStretch Fleece Pants, Mid-Rise Straight-Leg

A pair of mid-rise, straight-leg pants in nautical navy, made from moisture-wicking fleece and nylon.

Pros: Warmth Softness Comfortable Good fit Quality material
Men's Water-Resistant Cresta Zip-Off Pants, Standard Fit

A durable, water-resistant hiking pant that converts to shorts, made from a nylon blend with UPF 50+.

Pros: Great for hiking and backpacking Versatile design Durable material Multiple pockets with zippers Comfortable fit
Women's BeanFlex Five-Pocket Corduroy Pants, Mid-Rise Straight-Leg
Price was from: $89.95 now: $66.99

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
Men's Water-Resistant Cresta Pants, Natural Fit
Price was from: $89.95 now: $75.99

A pair of dark driftwood hiking pants with water-resistant, abrasion-resistant nylon blend and UPF 50+ protection.

Pros: Excellent for travel Lightweight Durable Quick-drying Comfortable fit
Women's Perfect Fit Pants, Fleece-Backed Leggings

A cozy, fleece-backed legging with a cling-free fit, made from a durable cotton blend in black.

Pros: High quality Comfort Warmth Cozy fleece Good fit
Women's Wildcat Waterproof Insulated Snow Pants

A rugged, waterproof, and insulated snow pant with PrimaLoft® Silver insulation and micro-fleece lining for warmth.

Pros: Quality construction Waterproof Lightweight Warmth Comfortable fit
Men's Cresta Midweight 250 Pants
Price was from: $99.95 now: $84.99

A versatile base layer made of itch-free merino wool, naturally wicking sweat and resisting odor.

Pros: Great color Versatile use Easy to wash Excellent warmth Comfortable fit
Men's Wildcat Waterproof Insulated Snow Pants

A rugged, waterproof, and insulated snow pant with PrimaLoft® Silver, featuring a microfleece-lined waistband and articulated knees.

Pros: Waterproof Quality Warmth Stylish Versatility
Men's Cresta Wool Ultralight 150 Pants

An ultralight base layer made from 100% merino wool, offering warmth and odor resistance in alloy gray.

Pros: Lightweight Warm without being bulky Stylish Durable Comfortable
Men's Maine Guide Lightweight Wool Pants

A lightweight green wool-blend pant featuring soft lambswool, articulated knees, and multiple secure pockets.
Women's Bean Bright All Weather Pant

A slightly fitted, black polyester pant with reflective accents, fleece backing, and a flexible waistband.
Men's Cresta Wool Ultralight 150 Pant, Stripe
Price was from: $89.95 now: $75.99

A slim-fit merino wool base layer pant in regatta blue, perfect for cold-weather sports.
Men's Wildcat Bib Pant

A pair of insulated, waterproof bib pants in maple brown with multiple pockets and adjustable straps.
Men's Bean Bright All Weather Pant

A pair of black, water- and wind-resistant polyester pants with reflective accents, ideal for cold weather activities.
Men's Ridge Runner Softshell Pant Camouflage II
Price was from: $200 now: $99.99

A windproof, water-resistant camouflage hunting pant made of quiet polyester with fleece lining and anti-odor treatment.

Fall And Winter Pants

As the days grow shorter and the air takes on a crisp edge, the search for reliable fall and winter pants becomes a priority for anyone who wants to make the most of the outdoors—or simply stay comfortable at home. The right pair of pants can make all the difference, whether you’re raking leaves in the backyard, heading out for a brisk family walk, or layering up for a weekend at the cabin. Many people start by looking for materials that offer warmth without sacrificing comfort: classic options like corduroy and heavyweight cotton are perennial favorites, while fleece-lined and flannel-lined pants bring an extra layer of insulation that feels especially inviting on chilly mornings. Outdoor enthusiasts often gravitate toward softshell or insulated styles that block wind and shed light precipitation, making them a smart choice for everything from snowy hikes to impromptu sledding sessions with the kids. For those who spend time on the move—walking the dog, running errands, or exploring local trails—pants with a touch of stretch offer the freedom to move easily, while practical details like reinforced knees, deep pockets, or adjustable waistbands add everyday utility.

When considering fall and winter pants, it’s helpful to think about how they’ll fit into your daily routine and the kinds of activities you enjoy most. If you’re someone who likes to layer up for extra warmth, look for pants with a relaxed or straight-leg fit that leaves room for thermal leggings or base layers underneath. Parents often appreciate durable fabrics that can handle playground adventures and muddy afternoons, while anyone who commutes or spends time outside will benefit from wind-resistant or water-repellent finishes. For cozy evenings indoors, soft fleece or brushed flannel linings provide a level of comfort that feels like a treat after a long day. Many people find these pants make thoughtful gifts as well—ideal for anyone who loves outdoor gatherings, family camping trips, or simply savoring the changing seasons from the porch. Classic styles and nature-inspired colors ensure they pair easily with sweaters, boots, and all the other essentials of the cooler months. And as you build a wardrobe ready for fall and winter, don’t forget to explore outerwear options that complete the picture—our selection of Fall And Winter Coats offers the same attention to quality, comfort, and timeless style.

For families and individuals alike, investing in the right fall and winter pants is about more than just staying warm—it’s about embracing the season and all the opportunities it brings. Imagine the crunch of frosty grass underfoot as you set out for a morning walk, the laughter of kids building snow forts, or the simple pleasure of curling up by the fire after a day spent outdoors. Well-made pants become a trusted companion through it all, offering dependable warmth, easy care, and the versatility to go from backyard chores to weekend getaways without missing a beat. Whether you’re shopping for yourself or looking for a gift that will be appreciated all season long, choosing pants that combine practical features with enduring comfort ensures every cool-weather adventure is a little more enjoyable.