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Men's Holiday Shoes

Find men's holiday shoes to complete your holiday outfit, with classic style that's easy to make your own. Browse the selection for a pair that complements your wardrobe, and check individual product details for sizing and fit before you choose.

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Men's Wicked Good Moccasins
L.L.Bean Men's Wicked Good Moccasins
A pair of men's brown moccasin slippers with shearling lining, premium suede upper, and durable rubber outsole.
(18,725)
$99.95 $99.95
SALE
What customers like:
High quality
Warmth
Durable
Comfortable
Good fit
$99.95 $99.95
SALE
Men's Handsewn Slippers, Flannel-Lined
L.L.Bean Men's Handsewn Slippers, Flannel-Lined
A pair of brown leather slippers with a warm plaid flannel lining and flexible crepe outsole.
(10,732)
$69.95 $69.95
SALE
What customers like:
Fits well
High quality
Attractive design
Comfortable to wear
Keeps feet warm
$69.95 $69.95
SALE
Men's Wicked Good Slippers, Venetian
L.L.Bean Men's Wicked Good Slippers, Venetian
A pair of men's brown suede leather slippers with shearling lining and durable rubber outsole.
(9,349)
$99.95 $99.95
SALE
What customers like:
Great fit
Warmth
Durable
Comfortable
Quality material
$99.95 $99.95
SALE
Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A durable, waterproof slip-on with leather upper, rubber outsole, and exceptional insulation for cold, wet weather.
(3,695)
$130 $130
SALE
What customers like:
High quality
Versatile design
Easy to slip on
Warm and insulated
Comfortable fit
$130 $130
SALE
Men's Mountain Slippers, Scuffs
L.L.Bean Men's Mountain Slippers, Scuffs
A versatile ash suede slipper with fleece lining, removable insole, and nonslip rubber outsole for indoor/outdoor use.
(2,300)
$79.95 $79.95
SALE
What customers like:
Rugged sole
Versatile for indoor/outdoor use
Warmth
Comfortable
Good fit
$79.95 $79.95
SALE
Men's Sweater Fleece Scuffs
L.L.Bean Men's Sweater Fleece Scuffs
A cozy gray heather slipper with a durable knit polyester-fleece upper and cushy EVA foam midsole.
(2,092)
$59.95 $59.95
SALE
What customers like:
Fits well
Quality
Warmth
Durability
Comfortable
$59.95 $59.95
SALE
Men's Leather Double-Sole Slippers, Leather-Lined
L.L.Bean Men's Leather Double-Sole Slippers, Leather-Lined
A premium brown leather slipper with double soles, rawhide laces, and a soft foam insert.
(1,985)
$130 $130
SALE
What customers like:
High quality
Beautiful leather
Warmth
Good fit
Comfortable
$130 $130
SALE
Men's Stonington Shoes, Moc-Toes
L.L.Bean Men's Stonington Shoes, Moc-Toes
A rugged dark cocoa leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.
(1,369)
$140 $140
SALE
What customers like:
Fit
Quality
Comfort
Style
Versatility
$140 $140
SALE
Men's Storm Chaser Boots 5, Zip
L.L.Bean Men's Storm Chaser Boots 5, Zip
A rugged, oakwood-colored boot with waterproof leather, PrimaLoft® insulation, and easy on/off side zippers.
(1,216)
$170 $170
SALE
What customers like:
Comfortable for long hours of use
Warmth in cold weather
Great fit and support
High quality and durable materials
Easy on/off zipper closure
$170 $170
SALE
Men's Leather Double-Sole Slippers, Shearling-Lined
L.L.Bean Men's Leather Double-Sole Slippers, Shearling-Lined
A pair of brown leather slippers with shearling lining, featuring double soles and rawhide laces for durability.
(1,205)
$140 $140
SALE
What customers like:
High quality
Comfort
Durability
Accurate description
Previous satisfaction
$140 $140
SALE
Men's Stonington Boots, Moc-Toe
L.L.Bean Men's Stonington Boots, Moc-Toe
A rugged black leather boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
(1,099)
$170 $144
SALE
What customers like:
Durable construction
Lightweight design
Stylish appearance
Quick break-in
Comfortable fit
$170 $144
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A rugged, waterproof brown leather shoe with Vibram® rubber outsoles and anti-odor technology for all-day comfort.
(835)
$170 $170
SALE
What customers like:
Perfect fit
Quality
Durability
Excellent value
Comfortable
$170 $170
SALE
Men's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Boots, Lace-Up
A lace-up winter boot in dark cocoa suede with ColdShield insulation and VertiGrip rubber outsole for traction.
(706)
$150 $150
SALE
What customers like:
Very warm
Lightweight
Durable
Good grip
Comfortable
$150 $150
SALE
Men's Stonington Oxford Shoes, Plain Toe
L.L.Bean Men's Stonington Oxford Shoes, Plain Toe
A rugged deepest brown leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.
(681)
$140 $140
SALE
What customers like:
Attractive color
Versatile design
Comfortable out of the box
True to size
Non-slip soles
$140 $140
SALE
Men's Snow Sneaker 5 Shoes, Slip-On
L.L.Bean Men's Snow Sneaker 5 Shoes, Slip-On
A slip-on winter sneaker with ColdShield insulation, stain-resistant suede, and VertiGrip rubber outsole for reliable traction.
(619)
$130 $130
SALE
What customers like:
High quality
Comfortable design
Roomy fit
Durable construction
Excellent warmth
$130 $130
SALE
Men's Maine Hunting Shoes, 10"
L.L.Bean Men's Maine Hunting Shoes, 10"
A 10" waterproof leather boot with superior arch support and improved traction, perfect for outdoor activities.
(590)
$160 $160
SALE
What customers like:
Favorite boots
Lightweight
Quiet in the woods
Comfortable
Vibrant colors
$160 $160
SALE
Men's Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Men's Bean's Comfort Fitness Walking Shoes, Waterproof
A weatherproof, cushioned walking shoe with breathable polyester mesh and durable VertiGrip rubber outsole.
(543)
$120 $120
SALE
What customers like:
Fit
Support
Quality
Comfort
Rain-resistant
$120 $120
SALE
Men's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Shoes, Lace-Up
A versatile winter sneaker with ColdShield insulation, waterproof membrane, and rugged rubber outsole for reliable traction.
(516)
$140 $140
SALE
What customers like:
Great fit
Reliable traction
Comfortable
Keeps feet dry
Excellent warmth
$140 $140
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 buttery-soft leather, plush shearling lining, and waterproof rubber bottom for cold conditions.
(425)
$290 $290
SALE
What customers like:
High durability
Made in the USA
Stylish appearance
Excellent warmth
Comfortable fit
$290 $290
SALE
Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A versatile dark shadow hiking shoe with waterproof nubuck leather and advanced cushioning for all activities.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Excellent support
Comfortable fit
Professional customer service
$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 for warmth and durability.
(264)
$200 $200
SALE
What customers like:
Great fit
Light
Durable
Warm
Comfortable
$200 $200
SALE
Men's Bean Boots, 6.5" Chelsea
L.L.Bean Men's Bean Boots, 6.5" Chelsea
A waterproof Chelsea boot crafted from buttery-soft leather with a durable rubber bottom for wet conditions.
(263)
$160 $160
SALE
$160 $160
SALE
Men's Kennebec Slip-On Shoes
L.L.Bean Men's Kennebec Slip-On Shoes
A versatile dark earth leather slip-on with athletic comfort, True Comfort footbed, and VertiGrip outsole.
(238)
$130 $89.99
SALE
What customers like:
High quality
Nice looking
Attractive color
Perfect fit
Comfortable
$130 $89.99
SALE
Men's Kennebec Oxford Shoes
L.L.Bean Men's Kennebec Oxford Shoes
A versatile dark earth leather oxford with athletic comfort, anti-odor footbed, and reliable VertiGrip traction.
(207)
$130 $89.99
SALE
What customers like:
Great fit
Versatile color
Stylish design
Comfortable wear
Dressy look
$130 $89.99
SALE

Men's Holiday Shoes

Men's Holiday Shoes bring a thoughtful finishing touch to the season, when a familiar gathering can feel special simply because everyone has made time to be there. Choosing a pair starts with personal style: the clothes he reaches for most, the details he likes and whether he prefers a dressed-up look or something more relaxed. Picture the holiday outfit he already has in mind—a favorite sweater, neatly pressed pants or the shirt he brings out for family photographs—and look for shoes that feel like a natural part of it. Color and shape can help narrow the choices. An understated profile keeps the overall look simple, while more noticeable detailing gives the shoes a larger role in the outfit. There is no need to choose something dramatically different for the occasion. Often, the most appealing choice is one that feels familiar, with just enough distinction to mark the holiday.

When giving shoes as a holiday gift, a little attention to the recipient's preferences means more than guessing at a new look. Think of the father who carefully lays out his clothes before a family dinner, the partner who likes to keep things casual or the brother whose taste has stayed happily consistent for years. The shoes they already choose offer useful clues, but size deserves a separate check. Start with the size and width of a pair they wear regularly, then consult the individual item's sizing information rather than assuming every shoe fits the same way. If the gift is meant to be a surprise, checking a label can be more helpful than estimating. It is also worth reviewing exchange details before ordering, so the recipient has a way to find the right fit. Those small steps make the gift feel considered without requiring you to reinvent someone's wardrobe.

For your own holiday shoe shopping, take a moment to consider what is already in your closet and what you would genuinely enjoy adding. A pair that works visually with several holiday outfits may be more appealing than one chosen for a single photograph. Compare the silhouette, the amount of detailing and the way each option complements your usual pant styles. Look closely at the individual descriptions and fit notes, since appearance alone cannot tell you how a shoe will feel on your foot. Once a pair arrives, try it on with the socks and clothing you intend to wear, leaving time to decide whether the fit and look are right. Holiday preparations have a way of filling the calendar, and settling these details early leaves one less decision for the afternoon when the table is set, coats are arriving at the door and it is time to join everyone.

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