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High Hiking Boots

Explore high hiking boots with taller-cut profiles, and find a pair that fits your hiking plans. Compare individual product details for sizing, fit and construction to help narrow the selection to your preferences.

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Men's Kangaroo Upland Hunter's Boots, Insulated
L.L.Bean Men's Kangaroo Upland Hunter's Boots, Insulated
An 8" insulated hunting boot made from durable Kangaroo leather with waterproof lining and improved traction.
(190)
$280 $280
SALE
What customers like:
Well-made construction
High-quality leather
Warm and insulated
Comfortable fit
Excellent traction
$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 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 BOA® Technical Upland Boot
L.L.Bean Men's BOA® Technical Upland Boot
A lightweight, waterproof upland boot in deepest brown leather with BOA lace system and PrimaLoft® insulation.
(0)
$280 $280
SALE
$280 $280
SALE
Women's Access Hiking Boots, Waterproof
L.L.Bean Women's Access Hiking Boots, Waterproof
A waterproof hiking boot in deepwater blue with leather/rubber construction and all-day comfort features.
(0)
$150 $150
SALE
$150 $150
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 waterproofing, Primaloft insulation, and Vibram Megagrip outsole.
(0)
$280 $280
SALE
$280 $280
SALE
Men's NextVenture Boots, Lace-Up
L.L.Bean Men's NextVenture Boots, Lace-Up
A tan leather and rubber boot with waterproof protection, cushioned comfort, and Vibram® traction for any weather.
(0)
$170 $170
SALE
$170 $170
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 Trail Model X Waterproof Hiking Boots, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Boots, Leather
A rugged brown leather hiking boot with waterproof protection, enhanced traction, and breathable recycled polyester details.
(0)
$130 $130
SALE
$130 $130
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
Women's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Women's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof hiking boot with premium nubuck leather, Eco Anti-Odor, and durable TPU outsole for superior traction.
(0)
$180 $180
SALE
$180 $180
SALE
Men's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Men's Cresta II Waterproof Hiking Boots, Leather
A rugged brown leather hiking boot with waterproof protection, Vibram® sole, and cushioned EVA footbed.
(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 hiking boot with waterproof protection and enhanced traction for wet and muddy trails.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Heritage Hiking Boots, Waterproof
L.L.Bean Men's Heritage Hiking Boots, Waterproof
A retro-inspired gray hiking boot with waterproof suede-and-nylon upper and grippy VertiGrip Trail rubber outsole.
(0)
$150 $109.99
SALE
$150 $109.99
SALE
Men's Storm Chaser Boots 5, Zip
L.L.Bean Men's Storm Chaser Boots 5, Zip
A gray all-weather boot with waterproof leather, PrimaLoft® insulation, and easy on/off side zip.
(1,216)
$170 $170
SALE
What customers like:
Comfortable for long hours of use
Great fit and support
Warmth and effective in cold weather
High quality materials and construction
Easy to put on and take off
$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 black 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 pair of 10" waterproof leather boots offering superior support and traction for versatile outdoor use.
(590)
$160 $160
SALE
What customers like:
Favorite boots
Lightweight
Quiet in the woods
Comfortable
Warm
$160 $160
SALE
Men's Bean Boots 8", Flannel-Lined Insulated
L.L.Bean Men's Bean Boots 8", Flannel-Lined Insulated
A Maine-made boot with premium leather, flannel lining, and waterproof rubber bottom for cold, wet conditions.
(264)
$200 $200
SALE
What customers like:
Warm and well-insulated
No break-in required
Attractive style and color options
High quality materials
Comfortable fit
$200 $200
SALE
Men's Kangaroo Upland Hunter's Boots, Uninsulated
L.L.Bean Men's Kangaroo Upland Hunter's Boots, Uninsulated
A lightweight brown kangaroo leather hunting boot with waterproof lining, improved traction, and exceptional comfort.
(178)
$260 $260
SALE
What customers like:
Comfortable for long distances
Excellent waterproofing
Durable construction
Performs well in wet conditions
High quality materials
$260 $260
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Mid
A waterproof brown hiker with nubuck leather upper, breathable lining, and rugged traction for wet, muddy trails.
(100)
$180 $180
SALE
What customers like:
Warm for cold conditions
Snug ankle support
Sturdy construction
Comfortable fit
$180 $180
SALE
Men's Angler Wading Boots
L.L.Bean Men's Angler Wading Boots
A durable pair of men's wading boots in loden neoprene, offering excellent cushioning and superior traction.
(28)
$150 $150
SALE
What customers like:
Good support
Good workmanship
Sturdiness
Long-wearing
Comfortable
$150 $150
SALE
Men's Portland Boots, Lace-Up
L.L.Bean Men's Portland Boots, Lace-Up
A heritage-inspired dark russet leather boot with a Vibram® rubber outsole for durability and traction.
(0)
$200 $200
SALE
$200 $200
SALE
Women's Maine Warden's Field Boot
L.L.Bean Women'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
Women's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Women's Cresta II Waterproof Hiking Boots, Leather
A brown leather hiking boot with waterproof membrane, cushioned EVA footbed, and Vibram rubber sole for traction.
(0)
$280 $280
SALE
$280 $280
SALE

High Hiking Boots

High Hiking Boots offer a classic outdoor style for people who look forward to taking the trail a little farther. There’s something inviting about a hiking day that starts with a map spread across the kitchen table and ends with friends recalling their favorite stretch of the route. Choosing boots for those days is a personal decision, shaped by where you like to hike, how often you go and what feels right on your feet. As you browse, look beyond appearance and take time with each pair’s sizing information and fit notes. A familiar shoe size is a useful starting point, but it doesn’t tell the whole story. The shape of the boot, the available widths and the way the high cut sits around your ankle all deserve attention. The right choice should reflect your preferences rather than someone else’s idea of what a hiking boot ought to be.

Fit is worth an unhurried try-on, ideally with the socks you plan to wear hiking. Lace both boots, stand up and walk around indoors, paying attention to your toes, heels and the area around your ankles. Your toes shouldn’t feel crowded, and noticeable heel movement or persistent pressure points are reasons to reconsider the size or shape. If you wear an orthotic, check whether the individual boot accommodates it rather than assuming every pair will. Read the product details for differences between options, and let those specifics inform your choice instead of relying on looks alone. A high silhouette is one part of the decision, not a substitute for reviewing the features of a particular pair. Taking a few extra minutes to compare fit guidance can help narrow a long list to the options that make sense for you.

High hiking boots can also be a thoughtful gift for someone whose favorite plans involve a trail map and good company. Perhaps they’re the family member who organizes the annual hiking weekend or the friend who always remembers the overlook where everyone likes to stop for lunch. Their usual size, preferred fit and experience with high-cut boots are more useful clues than a guess based on style. When possible, give them a say in the selection and an opportunity to try the boots on. Whether you’re shopping for yourself or someone close to you, keep the decision grounded in the person who will wear them. A pair chosen with care becomes part of the simple preparation for time outside—and for the shared moments that make a hike worth remembering.

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