Skip to main content

It's time to upgrade your browser

Your current browser is no longer supported on llbean.com. Please upgrade to one of the following for a smoother, safer shopping experience with us:

Men's Trail Boots

Explore men's trail boots with classic outdoor style for your time on the trail. As you compare the selection, check each pair’s sizing, fit guidance and product details to help choose boots that match your plans.

Read More
Men's Storm Chaser Boots 5, Zip
L.L.Bean Men's Storm Chaser Boots 5, Zip
A durable all-weather boot with waterproof leather, PrimaLoft® insulation, and easy on/off side zippers.
(1,216)
$170 $170
SALE
What customers like:
Comfortable for long hours
Easy on/off with zipper closure
Durable and well-made
Good traction and water resistance
Warm and insulated
$170 $170
SALE
Men's Stonington Boots, Moc-Toe
L.L.Bean Men's Stonington Boots, Moc-Toe
A rugged dark oakwood leather boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
(1,099)
$170 $170
SALE
What customers like:
Durable construction
Versatile use
Lightweight design
Stylish appearance
Comfortable fit
$170 $170
SALE
Men's Storm Chaser Boots 5, Leather Lace-Up
L.L.Bean Men's Storm Chaser Boots 5, Leather Lace-Up
A durable all-weather boot with waterproof leather, PrimaLoft® insulation, and a moisture-wicking mesh lining.
(774)
$170 $170
SALE
What customers like:
Perfect fit
Comfort
Warmth
Great color
Improved traction
$170 $170
SALE
Men's Maine Hunting Shoes, 10"
L.L.Bean Men's Maine Hunting Shoes, 10"
A 10" waterproof leather boot offering superior support and traction, perfect for hunting or everyday wear.
(590)
$160 $160
SALE
What customers like:
Favorite boots
Lightweight
Quiet in the woods
Comfortable
Warm
$160 $160
SALE
Men's Bean Boots, 8" Shearling-Lined Insulated
L.L.Bean Men's Bean Boots, 8" Shearling-Lined Insulated
A Maine-made boot with plush shearling lining, waterproof leather, and reliable traction for cold conditions.
(425)
$290 $290
SALE
What customers like:
High durability
Waterproof quality
Made in the USA
Excellent warmth
Comfortable fit
$290 $290
SALE
Men's Bean Boots 8", Flannel-Lined Insulated
L.L.Bean Men's Bean Boots 8", Flannel-Lined Insulated
A premium leather boot with flannel lining, offering warmth, water resistance, and reliable traction.
(264)
$200 $200
SALE
What customers like:
Great fit
Great quality
Light
Durability
Warm
$200 $200
SALE
Men's Kangaroo Upland Hunter's Boots, Insulated
L.L.Bean Men's Kangaroo Upland Hunter's Boots, Insulated
An 8" brown leather hunting boot with 200-gram Primaloft insulation and Vibram Mega-Grip outsole.
(190)
$280 $280
SALE
What customers like:
No break-in period needed
High-quality leather
Great traction
Comfortable fit
Excellent warmth
$280 $280
SALE
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
A waterproof leather hiking boot with superior arch support, granite peak tread, and breathable mesh lining.
(181)
$200 $200
SALE
What customers like:
Light
Sturdy
Comfortable
Good quality orthotic base
Looks great
$200 $200
SALE
Men's Kangaroo Upland Hunter's Boots, Uninsulated
L.L.Bean Men's Kangaroo Upland Hunter's Boots, Uninsulated
A pair of lightweight, durable brown leather hunting boots with improved traction and waterproof lining.
(178)
$260 $260
SALE
What customers like:
Boots keep feet dry
Well-made
Comfort
Durability
Great performance in wet conditions
$260 $260
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A rugged, waterproof hiker with a nubuck leather upper and reliable traction, perfect for muddy trails.
(93)
$180 $180
SALE
What customers like:
Durable quality
Great support
High comfort
Excellent fitting
Reliable traction
$180 $180
SALE
Men's Maine Warden's Field Boot
L.L.Bean Men's Maine Warden's Field Boot
A rugged, deepest brown leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Bean Boots, Gumshoes
L.L.Bean Men's Bean Boots, Gumshoes
A Maine-made, waterproof leather and rubber boot designed for comfort, durability, and wet conditions.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Ridge Runner Big Game Boot
L.L.Bean Men's Ridge Runner Big Game Boot
A warm, waterproof hunting boot with 600-gram PrimaLoft® insulation and Mossy Oak camo for tough conditions.
(0)
$220 $220
SALE
$220 $220
SALE
Men's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Men's Cresta II Waterproof Hiking Boots, Leather
A brown leather hiking boot with waterproof membrane, Vibram® sole, and cushioned EVA footbed for comfort.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Trail Model X Waterproof Hiking Boots
L.L.Bean Men's Trail Model X Waterproof Hiking Boots
A brown suede leather hiking boot with waterproof features and enhanced traction for wet conditions.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A waterproof hiking boot in carbon navy with leather/rubber construction and shock-absorbing foam insole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's BOA® Technical Upland Boot
L.L.Bean Men's BOA® Technical Upland Boot
A lightweight, waterproof upland boot with a BOA lace system, goat leather upper, and Vibram® outsole.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A durable brown suede hiking shoe with waterproof membrane and enhanced traction for wet conditions.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof leather hiking boot offering stability, support, and comfort with eco-friendly features and durable traction.
(0)
$180 $180
SALE
$180 $180
SALE
Men's Bean Boots, 8" Insulated
L.L.Bean Men's Bean Boots, 8" Insulated
A weather-ready, insulated boot with a leather upper and rubber bottom, perfect for wet conditions.
(0)
$180 $180
SALE
$180 $180
SALE
Men's Storm Chaser 5 Chelsea Boots
L.L.Bean Men's Storm Chaser 5 Chelsea Boots
A durable, waterproof Chelsea boot with PrimaLoft® insulation and moisture-wicking mesh lining for all-weather comfort.
(0)
$170 $170
SALE
$170 $170
SALE
Men's Bean Boots, 6"
L.L.Bean Men's Bean Boots, 6"
A Maine-made, waterproof boot with durable leather upper and long-lasting rubber outsole, ideal for wet conditions.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Bean Boots, 8"
L.L.Bean Men's Bean Boots, 8"
A Maine-made boot with a supple leather upper, waterproof rubber bottom, and durable chain-tread outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A rugged dark cocoa shoe with waterproof oiled-leather upper, Vibram® rubber outsoles, and anti-odor sock liner.
(835)
$170 $170
SALE
What customers like:
High quality
Durable
Comfortable
Good value
Excellent appearance
$170 $170
SALE

Men's Trail Boots

A favorite trail often becomes part of the family routine: the familiar turn past the stone wall, the stretch where everyone slows down to take in the view, the place you stop for a photo each year. Choosing boots for those outings starts with knowing what you like and taking a little time to compare the details. This selection of Men's Trail Boots brings together options worth considering alongside your own preferences for fit, appearance and the trails you enjoy. Look closely at the shape of each pair, the height around the ankle and the overall styling rather than choosing by looks alone. A familiar boot size is a useful starting point, but the sizing information for each option deserves a closer look before you decide.

Fit is a personal consideration, and small details can make a difference in your choice. Think about the socks you expect to wear, whether you usually need a wide size and how your current boots fit through the heel and toes. If you have a pair you particularly like, use it as a reference for what to look for—and what you might want to change. Review the available sizes and any fit notes in each product description rather than assuming every boot will fit alike. When trying on a pair, wear your intended socks, lace both boots and take time to notice any pinching, heel movement or cramped toes. Follow the retailer’s try-on and return requirements, and give yourself room to compare before settling on a pair.

Men’s trail boots can also be a thoughtful gift for someone who looks forward to time on the trail, whether that means a standing Saturday outing with friends or a favorite family tradition. This is one gift where a little advance information is especially helpful: their usual size and width, the styles they tend to choose and any preferences they have mentioned about their current boots. A quick conversation can be more useful than a guess, particularly when the recipient has strong opinions about fit. Check the exchange details before purchasing, too. Whether you’re choosing for yourself or someone close to you, focus on the individual pair’s description and the preferences that matter most. The best place to begin is with the person who will wear them.

Read More

FAQs