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Men's Holiday Sweaters & Best Winter Sweaters

Monogrammed Sweaters, V Neck Sweaters & Men's Pullover Sweaters

You'll reach for our Christmas sweaters when you receive an invitation to a winter party because our men's holiday sweaters fuse timeless style with superior comfort. Our men's holiday sweaters include classic argyle and other patterns, giving you plenty of options for holiday parties and making great additions to your lineup. The best winter sweaters, they deliver a never-too-snug and never-too-loose fit in regular, tall, big and tall, and big sizes. Consider personalizing our men's sweaters with a monogram, embroidery or other selection. Our monogrammed sweaters also make perfect personalized holiday gifts for friends and family members.

Sure to stand out, our Christmas sweaters are must-haves for holiday gatherings. With our men's holiday sweaters, you'll look sharp and stay comfortable – even when the party goes into extra hours.

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  • Men's Classic Fit Fine Gauge Supima Cotton V-neck Sweater Pullover Sweaters Casual Cotton Sweaters & Men's Best Travel Sweaters
    Men's Classic Fit Fine Gauge Supima Cotton V-neck Sweater Pullovers Men’s Best Sweaters, Pullover Cashmere Sweaters & Cotton Sweaters Stay cozy in our men’s pullover sweaters, whether you’re lounging on the couch or in the stands at the big game. From casual cotton sweaters to luxurious cashmere cardigans, our men's sweaters are sure to be your favorite way to stay warm no matter what you’re doing. See More
  • Men's Cotton Cashmere Crewneck Sweater Cashmere Sweaters Pullover Cashmere Sweaters & Men’s Travel Sweaters
    Men's Cotton Cashmere Crewneck Sweater Cashmere Monogrammed Sweaters, Men’s Best Sweaters & Casual Sweaters Treat yourself to our men's cashmere sweaters. We inspect our pullover cashmere sweaters at every stage to ensure excellence in construction, so you can be confident you’re getting the best value for your money with our casual sweaters. See More
  • Men's Fine Gauge Supima Cotton Herringbone Vest Sweater Vests Cotton Sweater Vests & Best Travel Sweaters
    Men's Fine Gauge Supima Cotton Herringbone Vest Vests Men's Best Sweaters, Pullover Sweater Vests, Casual Sweaters Elevate your chinos with our men’s sweater vests. Our lightweight cotton sweater vests are the perfect versatile layering piece: Wear these everyday and travel sweaters over a crisp button down or under your favorite blazer to add extra warmth and style without feeling stiff or stuffy. See More
  • Men's Drifter Zip-front Cardigan Business Dress Sweaters Men’s Travel Sweaters & Casual Cotton Sweaters
    Men's Drifter Zip-front Cardigan Business Uniforms Best Travel Zip Up Sweaters, Pullover Sweaters, Men's Personalized Cardigan Sweaters Bundle up in our men’s travel sweaters and other casual cotton sweaters this fall. The best zip-up sweaters are versatile enough to wear with anything, from jeans to cords. See More
Shop by Product
Products 49 - 60 of 76
  • Men's Tall Bedford Rib Heathered Quarter Zip Sweater

    Men's Tall Bedford Rib Heathered Quarter Zip Sweater

    Here's an option that takes your Bedford Rib to a whole new level: heathers. Heathers are created by using different color yarns to create a dappled effect. Which gives added interest to your Rib when you pair it with a dress shirt for an evening out or even with jeans if you’re staying home — in fact, it’s the right choice for any time or place you’d wear a sweater. But unlike a sweater, you can machine wash and dry this pullover. Traditional fit.
    Item #449201-AF
    Color:
    $24.00 - $59.95
    $24.00 - $59.95
    $24.00 - $59.95
    $24.00 - $59.95
    Size: Please Select
    • XL
      $28.00 $64.95
    • XXL
      $28.00 $64.95
    Size: Please Select
    • XL
      $28.00 $64.95
    • XXL
      $28.00 $64.95
    Size: Please Select
    • M
      $28.00 $64.95
    Size: Please Select
    • M
      $28.00 $64.95
    • L
      $28.00 $64.95
    • XL
      $28.00 $64.95
    • XXL
      $28.00 $64.95
  • Men's Tailored Fit Bedford Rib Quarter Zip Mock Pullover

    Men's Tailored Fit Bedford Rib Quarter Zip Mock Pullover

    Here’s the softest, most comfortable pullover we’ve offered in a long time. Perfect over a dress shirt for an evening out or with jeans if you’re staying home — in fact, it’s the perfect choice for any time or place you’d wear a sweater. But unlike a sweater, you can machine wash and dry this pullover. Traditional fit.
    Item #447688-AF
    Color:
    $22.00 - $54.95
    $22.00 - $54.95
    $22.00 - $54.95
    Size: Please Select
    • XL
      $22.00 $54.95
    Size: Please Select
    • M
      $22.00 $54.95
    • L
      $22.00 $54.95
    • XL
      $22.00 $54.95
    Size: Please Select
    • S
      $22.00 $54.95
    • M
      $22.00 $54.95
    • L
      $22.00 $54.95
    • XL
      $22.00 $54.95
  • Men's Tall Flannel Collar Bedford Rib Quarter-Zip Mock Pullover

    Men's Tall Flannel Collar Bedford Rib Quarter-Zip Mock Pullover

    You’ve said it to us time and time again: Bedford Rib is the softest, most comfortable pullover we’ve offered in a long time. Perfect over a dress shirt for an evening out or with jeans if you’re staying home — in fact, it’s the perfect choice for any time or place you’d wear a sweater. But unlike a sweater, you can machine wash and dry this pullover. Traditional fit.
    Item #476880-AF
    Color:
    $24.00 - $59.95
    $24.00 - $59.95
    $24.00 - $59.95
    Size: Please Select
    • M
      $28.00 $64.95
    • L
      $28.00 $64.95
    • XL
      $28.00 $64.95
    • XXL
      $28.00 $64.95
    Size: Please Select
    • M
      $28.00 $64.95
    • L
      $28.00 $64.95
    • XL
      $28.00 $64.95
    • XXL
      $28.00 $64.95
    Size: Please Select
    • M
      $28.00 $64.95
    • L
      $28.00 $64.95
    • XL
      $28.00 $64.95
  • Men's Pattern Bedford Rib Quarter Zip Sweater

    Men's Pattern Bedford Rib Quarter Zip Sweater

    Our Bedford Rib Quarter-zip – the pullover that’s become a Lands’ End® legend for its unrivaled softness and comfort – gets a winter update: attractive color-blocking with a bold buffalo check and classic navy. We also added a sherpa fleece collar to turn up the warmth and comfort even further. Still perfect for an evening out or a night in at home. In fact, it’s the perfect choice for any time or place you’d wear a sweater. But unlike a sweater, you can machine wash and dry your Bedford.
    Item #504145-AF
    Color:
    $69.95
    Size: Please Select
    • S
      $69.95
    • M
      $69.95
    • L
      $69.95
    • XL
      $69.95
    • XXL
      $69.95
  • Men's Fine Gauge Cashmere Crewneck Sweater

    Men's Fine Gauge Cashmere Crewneck Sweater

    The modern fit of this sweater creates cleaner lines for a look that’s neat and layers well over a dress shirt or under a blazer. The lighter weight makes it the perfect choice for year-round use, so there’s no need for you to pack it away when spring follows winter. We didn’t skimp on the details: 1x1 rib knit neck, cuff and hem. Plus fully fashioned shoulders for a better fit — some more expensive sweaters lack this feature, but we think it helps make our sweaters a cut above.
    Item #447687-AF
    Color:
    $189.00
    $189.00
    $189.00
    $189.00
    $189.00
    $189.00
    Size: Please Select
    • S
      $189.00
    • L
      $189.00
    • XL
      $189.00
    Size: Please Select
    • XL
      $189.00
    Size: Please Select
    • XL
      $189.00
    Size: Please Select
    • XL
      $189.00
    Size: Please Select
    • XL
      $189.00
    Size: Please Select
    • XL
      $189.00
  • Men's Fine Gauge Supima Cotton Sweater Vest

    Men's Fine Gauge Supima Cotton Sweater Vest

    This lightweight, dressy Supima Fine Gauge Vest is the choice for men who like a smarter sweater. Smarter because the cotton we use is Supima®, the top 3% of all cotton grown in the U.S. Finer cotton ensures your sweater will fight pilling and last for years. Refined enough to pair beautifully with a blazer — or it can take your chinos and jeans up a notch.
    Item #459981-AF
    Color:
    $20.00 - $44.95
    $20.00 - $44.95
    $20.00 - $44.95
    $20.00 - $44.95
    Size: Please Select
    • M
      $20.00 $44.95
    • L
      $20.00 $44.95
    • XL
      $20.00 $44.95
    • XXL
      $20.00 $44.95
    Size: Please Select
    • S
      $20.00 $44.95
    • M
      $20.00 $44.95
    Size: Please Select
    • M
      $20.00 $44.95
    • L
      $20.00 $44.95
    • XL
      $20.00 $44.95
    • XXL
      $20.00 $44.95
    Size: Please Select
    • M
      $20.00 $44.95
  • Men's Tall Fine Gauge Cashmere V-neck Sweater

    Men's Tall Fine Gauge Cashmere V-neck Sweater

    We've updated the fit of this sweater to create cleaner, more modern lines.The result is a look that's neat and a fit that layers well over a dress shirt or under a blazer. The lighter weight makes it the perfect choice for year-round use, so there’s no need for you to pack it away when spring follows winter. We didn’t skimp on the details: 1x1 rib knit neck, cuff and hem. Plus fully fashioned shoulders for a better fit — some more expensive sweaters lack this feature, but we think it helps make our sweaters a cut above.
    Item #447455-AF
    Color:
    $94.99 - $189.00
    $94.99 - $189.00
    $94.99 - $189.00
    $94.99 - $189.00
    $94.99 - $189.00
    $94.99 - $189.00
    $94.99 - $189.00
    $94.99 - $189.00
    Size: Please Select
    • M
      $99.99 $199.00
    • L
      $99.99 $199.00
    • XL
      $99.99 $199.00
    Size: Please Select
    • M
      $199.00
    • L
      $199.00
    • XL
      $199.00
    Size: Please Select
    • M
      $99.99 $199.00
    • L
      $99.99 $199.00
    • XL
      $99.99 $199.00
    Size: Please Select
    • XL
      $199.00
    Size: Please Select
    • M
      $99.99 $199.00
    • L
      $99.99 $199.00
    • XL
      $99.99 $199.00
    Size: Please Select
    • M
      $199.00
    • L
      $199.00
    • XL
      $199.00
    Size: Please Select
    • M
      $199.00
    • L
      $199.00
    • XL
      $199.00
    Size: Please Select
    • M
      $199.00
    • L
      $199.00
  • Men's Big and Tall Bedford Rib Quarter Zip Sweater

    Men's Big and Tall Bedford Rib Quarter Zip Sweater

    Here’s the softest, most comfortable pullover we’ve offered in a long time. Perfect over a dress shirt for an evening out or with jeans if you’re staying home — in fact, it’s the perfect choice for any time or place you’d wear a sweater. But unlike a sweater, you can machine wash and dry this pullover. Traditional fit.
    Item #462271-AF
    Color:
    $26.00 - $64.95
    Size: Please Select
  • Men's Lighthouse Shaker Crew Sweater

    Men's Lighthouse Shaker Crew Sweater

    The perfect complement to a weekend in the mountains or a night out with friends, we’ve designed the Lighthouse Sweater to be your everyday casual option for the winter months. A subtle herringbone knit construction with ribbed cuffs, neck and hem gives you a clean and classic look. The fit – roomy enough to go over an oxford but not baggy – gives this heritage-inspired sweater a contemporary update.
    Item #504600-AF
    Color:
    $79.95
    $79.95
    $79.95
    $79.95
    Size: Please Select
    • S
      $79.95
    • M
      $79.95
    • L
      $79.95
    • XL
      $79.95
    Size: Please Select
    • S
      $79.95
    • M
      $79.95
    • L
      $79.95
    • XL
      $79.95
    • XXL
      $79.95
    Size: Please Select
    • S
      $79.95
    • M
      $79.95
    • L
      $79.95
    • XL
      $79.95
    • XXL
      $79.95
    Size: Please Select
    • S
      $79.95
    • M
      $79.95
    • L
      $79.95
    • XL
      $79.95
    • XXL
      $79.95
  • Men's Fine Gauge Cashmere Turtleneck Sweater

    Men's Fine Gauge Cashmere Turtleneck Sweater

    Here’s another cashmere option featuring our updated fit with cleaner, more modern lines. This turtleneck looks neat – and works perfectly paired with a blazer. The weight we’ve chosen makes it the perfect choice indoors so you won’t overheat. We didn’t skimp on the details: 2x2 rib knit neck, cuff and hem. Plus fully fashioned shoulders for a better fit – some sweaters out there lack this feature, but we think it helps make ours a cut above.
    Item #453949-AF
    Color:
    $199.00
    Size: Please Select
    • L
      $199.00
    • XL
      $199.00
  • Men's Tall Fine Gauge Cashmere Crewneck Sweater

    Men's Tall Fine Gauge Cashmere Crewneck Sweater

    The modern fit of this sweater creates cleaner lines for a look that’s neat and layers well over a dress shirt or under a blazer. The lighter weight makes it the perfect choice for year-round use, so there’s no need for you to pack it away when spring follows winter. We didn’t skimp on the details: 1x1 rib knit neck, cuff and hem. Plus fully fashioned shoulders for a better fit — some more expensive sweaters lack this feature, but we think it helps make our sweaters a cut above.
    Item #447687-AF
    Color:
    $189.00
    $189.00
    $189.00
    $189.00
    $189.00
    Size: Please Select
    • M
      $199.00
    • L
      $199.00
    • XL
      $199.00
    Size: Please Select
    • M
      $199.00
    Size: Please Select
    • L
      $199.00
    Size: Please Select
    • L
      $199.00
    • XL
      $199.00
    Size: Please Select
    • M
      $199.00
    • L
      $199.00
  • Men's Tall Fine Gauge Supima Cotton Sweater Vest

    Men's Tall Fine Gauge Supima Cotton Sweater Vest

    This lightweight, dressy Supima Fine Gauge Vest is the choice for men who like a smarter sweater. Smarter because the cotton we use is Supima®, the top 3% of all cotton grown in the U.S. Finer cotton ensures your sweater will fight pilling and last for years. Refined enough to pair beautifully with a blazer — or it can take your chinos and jeans up a notch.
    Item #459981-AF
    Color:
    $20.00 - $44.95
    $20.00 - $44.95
    $20.00 - $44.95
    $20.00 - $44.95
    Size: Please Select
    • M
      $20.00 $49.95
    • L
      $20.00 $49.95
    • XL
      $20.00 $49.95
    • XXL
      $20.00 $49.95
    Size: Please Select
    • M
      $20.00 $49.95
    • L
      $20.00 $49.95
    • XL
      $20.00 $49.95
    • XXL
      $20.00 $49.95
    Size: Please Select
    • M
      $20.00 $49.95
    • L
      $20.00 $49.95
    • XL
      $20.00 $49.95
    • XXL
      $20.00 $49.95
    Size: Please Select
    • M
      $20.00 $49.95
    • XL
      $20.00 $49.95

Wear our Christmas sweaters to holiday dinners with your family and make a great impression with our fully-fashioned holiday sweaters.

You'll appreciate our Christmas sweaters during your holiday events when you want comfortable men's sweaters in an array of designs. Our men's holiday sweaters are the right choice for office holiday parties. Wear our best winter sweaters for holiday parties in the neighborhood, too, and keep warm all evening without overheating, thanks to ultra-soft and breathable fabrics like Supima® cotton. To create the best monogrammed sweaters, find the monogramming choices for each of our men's clothing items, and personalize your sweaters for unique holiday party style.

Our Christmas sweaters add a touch of fun to your holiday wardrobe, and are available in festive hues and with classic argyle diamonds, stripes, geometric snowflake patterns, or other winter-themed designs. Our men's holiday sweaters offer an ideal fit in regular, tall, big and tall, and big sizes. The best winter sweaters include our Drifter™ men's sweaters, which are fully fashioned – shaped by the knitting – to follow the body for a better fit. Layer our monogrammed sweaters over your favorite solid-hued button-down shirts for a smart look for Thanksgiving gatherings, New Year's Eve celebrations, and other parties this holiday season.
Products 49 - 60 of 76