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WINTER CLOTHING

Male model wearing Westport Black Hybrid Knit Blazer

WESTPORT EXCLUSIVES

Male model wearing Westport Black Cotton Cashmere Hoodie Pullover and Lounge Pant

LOUNGEWEAR

Male model wearing Westport Black Benson Donegal Button Mock Sweater

LUXURY COLLECTION

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Hart Schaffner Marx
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Big & Tall Winter Clothing: Warm Jackets, Overcoats, Sweaters & more

Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Men's Big & Tall
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Multi

Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt

$126.83

$94.93 Buy More, Save More on Sale Styles Today!
Westport Black Ridgeview Wool Blend Houndstooth Shirt Jacket, Men's Big & Tall
Westport Black Ridgeview Wool Blend Houndstooth Shirt Jacket, Multi

Westport Black Ridgeview Wool Blend Houndstooth Shirt Jacket

$280.59

$209.72 Buy More, Save More on Sale Styles Today!
Westport Black Connery Cable Crew Neck Sweater, Men's Big & Tall
Westport Black Connery Cable Crew Neck Sweater, Indigo

Westport Black Connery Cable Crew Neck Sweater

$409.55

$304.67 Buy More, Save More on Sale Styles Today!
Tommy Bahama Flipview Reversible Vest, Men's Big & Tall
Tommy Bahama Flipview Reversible Vest, Black Heather Tommy Bahama Flipview Reversible Vest, Cobalt Heather

Tommy Bahama Flipview Reversible Vest

$184.23

$137.45 Buy More, Save More on Sale Styles Today!
Peter Millar Davos Flannel Vest, Men's Big & Tall
Peter Millar Davos Flannel Vest, Charcoal Peter Millar Davos Flannel Vest, Navy

Peter Millar Davos Flannel Vest

$495.99

$368.44 Buy More, Save More on Sale Styles Today!
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Men's Big & Tall
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Black/Multi

Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt

$126.83

$94.93 Buy More, Save More on Sale Styles Today!
Westport Black Ribbed Military Turtleneck Pullover, Men's Big & Tall
Westport Black Ribbed Military Turtleneck Pullover, Charcoal

Westport Black Ribbed Military Turtleneck Pullover

$354.28

$263.57 Buy More, Save More on Sale Styles Today!
Westport Black Wool Blend Herringbone Commuter Vest, Men's Big & Tall
Westport Black Wool Blend Herringbone Commuter Vest, Navy/Brown

Westport Black Wool Blend Herringbone Commuter Vest

$325.94

$243.73 Buy More, Save More on Sale Styles Today!
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Chambray

Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt

$248.00

$184.21 Buy More, Save More on Sale Styles Today!
Westport Lifestyle Classic Cotton Cashmere V-Neck Vest, Men's Big & Tall
Westport Lifestyle Classic Cotton Cashmere V-Neck Vest, Grey Westport Lifestyle Classic Cotton Cashmere V-Neck Vest, Navy

Westport Lifestyle Classic Cotton Cashmere V-Neck Vest

$183.52

$137.45 Buy More, Save More on Sale Styles Today!
Westport Black Switch Reversible Wool Blouson Jacket, Men's Big & Tall

Westport Black Switch Reversible Wool Blouson Jacket

$564.01

$422.29 Buy More, Save More on Sale Styles Today!
Westport Black Ribbed Military Crew Neck Pullover, Men's Big & Tall
Westport Black Ribbed Military Crew Neck Pullover, Navy

Westport Black Ribbed Military Crew Neck Pullover

$354.28

$263.57 Buy More, Save More on Sale Styles Today!
Peter Millar Fuse Hybrid Vest, Men's Big & Tall

Peter Millar Fuse Hybrid Vest

$495.99

$368.44 Buy More, Save More on Sale Styles Today!
Holebrook Sweden Windproof Quarter Zip Pullover, Men's Big & Tall

Holebrook Sweden Windproof Quarter Zip Pullover

$545.59

$408.12 Buy More, Save More on Sale Styles Today!
Westport Black Cedarbrook Cable Cardigan Sweater, Men's Big & Tall
Westport Black Cedarbrook Cable Cardigan Sweater, Shadow

Westport Black Cedarbrook Cable Cardigan Sweater

$422.30

$311.75 Buy More, Save More on Sale Styles Today!
Tommy Bahama Long Sleeve Ben & Terry Shirt Jacket, Men's Big & Tall

Tommy Bahama Long Sleeve Ben & Terry Shirt Jacket

$226.74

$170.04 Buy More, Save More on Sale Styles Today!
Westport Black Goat Suede Field Jacket, Men's Big & Tall
Westport Black Goat Suede Field Jacket, Navy Westport Black Goat Suede Field Jacket, Cocoa

Westport Black Goat Suede Field Jacket

$2,118.59

$1,587.16 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Spread Collar Performance Flannel Waynesville Sport Shirt, Men's Big & Tall
Peter Millar Long Sleeve Spread Collar Performance Flannel Waynesville Sport Shirt, Winter Ivory

Peter Millar Long Sleeve Spread Collar Performance Flannel Waynesville Sport Shirt

$297.59

$219.64 Buy More, Save More on Sale Styles Today!
Westport Lifestyle Firepit Hooded Shirt Jacket, Men's Big & Tall
Westport Lifestyle Firepit Hooded Shirt Jacket, Loden

Westport Lifestyle Firepit Hooded Shirt Jacket

$211.86

$158.70 Buy More, Save More on Sale Styles Today!
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Multi

Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt

$248.00

$184.21 Buy More, Save More on Sale Styles Today!
Westport Black Wool Blend Commuter Vest, Men's Big & Tall
Westport Black Wool Blend Commuter Vest, Vicuna

Westport Black Wool Blend Commuter Vest

$325.94

$243.73 Buy More, Save More on Sale Styles Today!
Peter Millar Essex Vest, Men's Big & Tall

Peter Millar Essex Vest

$446.39

$333.01 Buy More, Save More on Sale Styles Today!
Westport Black Long Sleeve Alpine Cable Turtleneck Sweater, Men's Big & Tall
Westport Black Long Sleeve Alpine Cable Turtleneck Sweater, Charcoal

Westport Black Long Sleeve Alpine Cable Turtleneck Sweater

$422.30

$311.75 Buy More, Save More on Sale Styles Today!
Westport Black Two Button Side Vent Windowpane Sport Coat, Men's Big & Tall
Westport Black Two Button Side Vent Windowpane Sport Coat, Grey

Westport Black Two Button Side Vent Windowpane Sport Coat

$843.18

$630.60 Buy More, Save More on Sale Styles Today!
Tommy Bahama Long Sleeve Port Oasis Henley Pullover, Men's Big & Tall

Tommy Bahama Long Sleeve Port Oasis Henley Pullover

$170.05

$127.53 Buy More, Save More on Sale Styles Today!
Hart Schaffner Marx Stretch Twill Jacket, Men's Big & Tall
Hart Schaffner Marx Stretch Twill Jacket, Olive

Hart Schaffner Marx Stretch Twill Jacket

$637.70

$474.72 Buy More, Save More on Sale Styles Today!
Westport Lifestyle Pinecrest Cotton Cashmere Quarter Zip Sweater, Men's Big & Tall
Westport Lifestyle Pinecrest Cotton Cashmere Quarter Zip Sweater, Wheat Westport Lifestyle Pinecrest Cotton Cashmere Quarter Zip Sweater, Black Westport Lifestyle Pinecrest Cotton Cashmere Quarter Zip Sweater, Ink Westport Lifestyle Pinecrest Cotton Cashmere Quarter Zip Sweater, Sky

Westport Lifestyle Pinecrest Cotton Cashmere Quarter Zip Sweater

$240.20

$178.54 Buy More, Save More on Sale Styles Today!
Westport Black Rainier Quilted Leather Jacket, Men's Big & Tall

Westport Black Rainier Quilted Leather Jacket

$1,555.99

$1,162.02 Buy More, Save More on Sale Styles Today!
Polo Ralph Lauren Long Sleeve Luxury Jersey Half-Zip Pullover, Men's Big & Tall

Polo Ralph Lauren Long Sleeve Luxury Jersey Half-Zip Pullover

$209.73

$155.87 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Crescent Ridge Cable Quarter Zip Sweater, Men's Big & Tall
Peter Millar Long Sleeve Crescent Ridge Cable Quarter Zip Sweater, Light Elm Peter Millar Long Sleeve Crescent Ridge Cable Quarter Zip Sweater, Navy

Peter Millar Long Sleeve Crescent Ridge Cable Quarter Zip Sweater

$772.33

$578.17 Buy More, Save More on Sale Styles Today!
Tommy Bahama Long Sleeve Azul Haze Lux Hoodie T-Shirt, Men's Big & Tall

Tommy Bahama Long Sleeve Azul Haze Lux Hoodie T-Shirt

$170.05

$127.53 Buy More, Save More on Sale Styles Today!
Peter Millar Crown Flex Merino Wool Shirt Jacket, Men's Big & Tall
Peter Millar Crown Flex Merino Wool Shirt Jacket, Oslo Grey Peter Millar Crown Flex Merino Wool Shirt Jacket, Dark Olive

Peter Millar Crown Flex Merino Wool Shirt Jacket

$989.15

$736.89 Buy More, Save More on Sale Styles Today!
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Men's Big & Tall
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Green/Multi

Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt

$126.83

$94.93 Buy More, Save More on Sale Styles Today!
Westport Black Three Quarter Length Leather Jacket, Men's Big & Tall
Westport Black Three Quarter Length Leather Jacket, Sandstone

Westport Black Three Quarter Length Leather Jacket

$989.15

$736.89 Buy More, Save More on Sale Styles Today!
Polo Ralph Lauren Double Knit Jogger Pant, Men's Big & Tall
Polo Ralph Lauren Double Knit Jogger Pant, Dark Grey

Polo Ralph Lauren Double Knit Jogger Pant

$195.56

$145.95 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Spread Collar Performance Flannel Bar Harbor Sport Shirt, Men's Big & Tall
Peter Millar Long Sleeve Spread Collar Performance Flannel Bar Harbor Sport Shirt, Ruddy Blue

Peter Millar Long Sleeve Spread Collar Performance Flannel Bar Harbor Sport Shirt

$297.59

$219.64 Buy More, Save More on Sale Styles Today!
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Men's Big & Tall
Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt, Grey/Navy

Westport Lifestyle Long Sleeve Button Down Collar Flannel Sport Shirt

$126.83

$94.93 Buy More, Save More on Sale Styles Today!
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Men's Big & Tall
Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt, Sage

Westport Black Long Sleeve Button Down Collar Cotton Wool Sport Shirt

$248.00

$184.21 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Spread Collar Performance Flannel Mystic Sport Shirt, Men's Big & Tall
Peter Millar Long Sleeve Spread Collar Performance Flannel Mystic Sport Shirt, Navy

Peter Millar Long Sleeve Spread Collar Performance Flannel Mystic Sport Shirt

$297.59

$219.64 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Birdseye Perth Quarter Zip Pullover, Men's Big & Tall

Peter Millar Long Sleeve Birdseye Perth Quarter Zip Pullover

$252.25

$188.46 Buy More, Save More on Sale Styles Today!
Westport Lifestyle Rambler Waxed Cotton Jacket, Men's Big & Tall

Westport Lifestyle Rambler Waxed Cotton Jacket

$354.28

$263.57 Buy More, Save More on Sale Styles Today!
Westport Black Velour Track Jacket, Men's Big & Tall

Westport Black Velour Track Jacket

$212.57

$158.70 Buy More, Save More on Sale Styles Today!
Westport Black Hybrid Knit Blazer, Men's Big & Tall

Westport Black Hybrid Knit Blazer

$984.90

$736.89 Buy More, Save More on Sale Styles Today!
Westport Black Indigo Wash Denim Knit Sport Coat, Men's Big & Tall
Westport Black Indigo Wash Denim Knit Sport Coat, Indigo

Westport Black Indigo Wash Denim Knit Sport Coat

$666.05

$495.98 Buy More, Save More on Sale Styles Today!
Polo Ralph Lauren Long Sleeve Estate Rib Half-Zip Sweater, Men's Big & Tall

Polo Ralph Lauren Long Sleeve Estate Rib Half-Zip Sweater

$195.56

$145.95 Buy More, Save More on Sale Styles Today!
Polo Ralph Lauren Merino Wool V-Neck Sweater, Men's Big & Tall

Polo Ralph Lauren Merino Wool V-Neck Sweater

$209.73

$155.87 Buy More, Save More on Sale Styles Today!
Tommy Bahama Minori Sands Button Mock Pullover, Men's Big & Tall
Tommy Bahama Minori Sands Button Mock Pullover, Coconut

Tommy Bahama Minori Sands Button Mock Pullover

$209.73

$155.87 Buy More, Save More on Sale Styles Today!
Westport Black Three-Quarter Length Leather Coat, Men's Big & Tall

Westport Black Three-Quarter Length Leather Coat

$3,471.94

$2,593.31 Buy More, Save More on Sale Styles Today!
Westport Black Two Button Side Vent Plaid Sport Coat, Men's Big & Tall
Westport Black Two Button Side Vent Plaid Sport Coat, Blue

Westport Black Two Button Side Vent Plaid Sport Coat

$843.18

$630.60 Buy More, Save More on Sale Styles Today!
Holebrook Sweden Gregor Wool Full Zip Sweater, Men's Big & Tall

Holebrook Sweden Gregor Wool Full Zip Sweater

$658.96

$493.14 Buy More, Save More on Sale Styles Today!
Polo Ralph Lauren Double Knit Full Zip Hoodie, Men's Big & Tall
Polo Ralph Lauren Double Knit Full Zip Hoodie, Dark Grey

Polo Ralph Lauren Double Knit Full Zip Hoodie

$209.73

$155.87 Buy More, Save More on Sale Styles Today!
Tommy Bahama Long Sleeve Golden Sands Hoodie Pullover, Men's Big & Tall
Tommy Bahama Long Sleeve Golden Sands Hoodie Pullover, Coconut

Tommy Bahama Long Sleeve Golden Sands Hoodie Pullover

$226.74

$170.04 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Brant Button Mock Sweater, Men's Big & Tall
Peter Millar Long Sleeve Brant Button Mock Sweater, Winter Ivory

Peter Millar Long Sleeve Brant Button Mock Sweater

$637.70

$474.72 Buy More, Save More on Sale Styles Today!
Peter Millar Crown Flex Merino Wool City Coat, Men's Big & Tall
Peter Millar Crown Flex Merino Wool City Coat, Iron

Peter Millar Crown Flex Merino Wool City Coat

$1,414.28

$1,059.99 Buy More, Save More on Sale Styles Today!
Westport Black Brushed Merino Wool Cardigan, Men's Big & Tall
Westport Black Brushed Merino Wool Cardigan, Olive

Westport Black Brushed Merino Wool Cardigan

$564.01

$422.29 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Autumn Crest Honeycomb Crew Neck Pullover, Men's Big & Tall

Peter Millar Long Sleeve Autumn Crest Honeycomb Crew Neck Pullover

$422.30

$311.75 Buy More, Save More on Sale Styles Today!
Coppley Two Button Side Vent Plaid Sport Coat, Men's Big & Tall
Coppley Two Button Side Vent Plaid Sport Coat, Black

Coppley Two Button Side Vent Plaid Sport Coat

$1,410.03

$1,055.74 Buy More, Save More on Sale Styles Today!
Peter Millar Long Sleeve Autumn Crest Suede Trim Quarter Zip Pullover, Men's Big & Tall

Peter Millar Long Sleeve Autumn Crest Suede Trim Quarter Zip Pullover

$460.56

$340.09 Buy More, Save More on Sale Styles Today!
Westport Black Ribbed Military Half Zip Pullover, Men's Big & Tall

Westport Black Ribbed Military Half Zip Pullover

$354.28

$263.57 Buy More, Save More on Sale Styles Today!
Westport Black Ridgeview Wool Blend Plaid Shirt Jacket, Men's Big & Tall
Westport Black Ridgeview Wool Blend Plaid Shirt Jacket, Vicuna

Westport Black Ridgeview Wool Blend Plaid Shirt Jacket

$280.59

$209.72 Buy More, Save More on Sale Styles Today!
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With summer outfits long packed away and falling snow replacing fall leaves on the ground, the stylish big & tall man shops the wide inventory of designer winter clothing options that Westport Big & Tall offers. Whether it’s layering with the latest hoodie options for running errands, loungewear for cozy nights in, or stylish outerwear to guard against the elements, there are plenty of cold-weather options for big & tall men seeking both insulation from the falling mercury and inspired style from fashion merchants as he battles the elements.

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