http://shop.nordstrom.com/s/michael-kors-marled-trim-wool-cardigan/3759027
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A lot of holiday get togethers call for a polished outfit but a suit or sport coat isn’t necessary. A well-tailored wool cardigan is the ideal replacement to create that finished look without the dressier feel. Michael Kors’ merino wool cardigan has a charcoal marled (a mix of grey shades) trim, which provides the right amount of interest for the solid black body. Wear it with a dark plaid shirt, charcoal wool pants or raw denim jeans. If you’d like to step it up with a tie, wear a white shirt and this soft plaid one in similar colors. This versatile look will work for you in many situations – from a social outing to a more casual day at the office.
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http://shop.nordstrom.com/s/tommy-bahama-denim-inverness-island-modern-fit-shawl-collar-cardigan/3784686
Tommy Bahama Denim - Inverness Island Modern Fit Shawl Collar Cardigan
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1. Casual Get Together: A beefy cardigan is a great winter blazer alternative that has that easy feeling, perfect for a casual get together. Tommy Bahama won us over with this classic fitting marled tweed shawl collar cardigan. It’s done in a really cozy wool/alpaca that is a mix of all those perfect grey, tan, and navy neutral colors, making it an easy layer over any shirt all winter long.
http://www.jmclaughlin.com/gramercy-soft-point-collar-in-grey-plaid.html
J. McLaughlin - Gramercy Flannel Soft Point Collar Shirt
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Of course, for a holiday outing, pop some plaid color under this sweater, from J. McLaughlin. The blue, red and grey colors in the shirt add a rugged holiday feel. This is one of our favorite flannels of the season – the fabric is wonderfully soft, with that easy broken-in hand to it. The classic fit is comfortable for all gents, and will lie smoothly under this sweater.
https://bonobos.com/products/french-corders?color=grey
Bonobos - French Corders
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Corduroy just says wintertime and the weighty texture is just the right balance to this chunky wool sweater. The French fabric is lush and comfortable, with just a hint of stretch – so go ahead and enjoy the eggnog. The neutral grey is not too blue or too brown, which isn't always easy to find. Bonobos, known for their fit, offers these cords in a classic or slim straight leg model, and both are an amazing fit.
http://www.zappos.com/frye-bennett-oxford-black
Frye - Bennett Oxford Shoe
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This classic oxford style from Frye has a casual but polished feel to complete the look. The rubber lugged sole is good for whatever weather awaits you, so you’ll get plenty of use out them throughout the winter…and then some.
http://www.saksfifthavenue.com/main/ProductDetail.jsp?PRODUCT%3C%3Eprd_id=845524446701813
Vince - Dip-Dye Crewneck Sweater
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2. Casual Get Together: Bring style AND holiday color to your outfit with the Vince wool/cashmere ombré
sweater. Not only is the color amazing, but the detail is also impeccable. The color fade is so well done and you can click through the “shop it” button to see an additional image showing off the fantastic elbow patches. The fit is modern – great for most gents – and an easy, polished look for some equally easy, holiday fun.
http://www.hugoboss.com/us/boss-ronny-slim-fit-cotton-casual-shirt/hbna50232501.html
BOSS Hugo Boss - Ronny Cotton Button Down Shirt
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This contemporary fitting denim blue cotton shirt from Hugo Boss is the perfect contrast to this burgundy sweater. The spread collar works well unbuttoned under the crewneck of the sweater. But you can even play up the contrasting blue by adding a navy knit tie, too. And of course, you can easily wear this shirt throughout the rest of the season – it looks great under a sport coat.
http://www.eastdane.com/matchbox-slim-straight-jeans-ag/vp/v=1/1545916804.htm
AG Jeans - Matchbox Slim Straight Jeans
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Since we’ve picked this sweater for a casual holiday get together look, and we’ve got a denim blue colored shirt under it, these AG black wash jeans are a spot-on finish to this outfit. This denim has a hint of comfortable stretch to them; and, the style has a contemporary fitting straight leg, yet has enough overall ease to look great on most gents – which is why it is one of AG’s most popular fits.
http://www.zappos.com/donald-j-pliner-brady-black
Donald J Pliner - Brady Boots
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These black chukka style boots from Donald J Pliner play on the sophisticated and modern style of this outfit. Made in Italy, the full-grained leather and contrast lugged sole are not only wonderfully constructed, they are seriously comfortable and durable. They’ll look great with all your jeans and cords.
http://www.brooksbrothers.com/Fitzgerald-Fit-Harris-Tweed-Houndstooth-Sport-Coat/MM00381,default,pd.html
Brooks Brothers - Fitzgerald Fit Harris Tweed Houndstooth Sport Coat
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3. “Family” Outing: A versatile pattern sport coat is a great wardrobe addition, especially for the holidays. And since it can be a bit of an investment, we recommend choosing something in a great wintery texture that can coordinate with a lot of different colors. This Brooks Brothers style does just that, as it coordinates with reds, greens, and blues, so you can pop it with holiday color for a nicer dinner out - and then opt for something subtler throughout the winter. This jacket is in Brooks Brothers’ Fitzgerald fit, which is a more modern fit for them - closer to the body with narrower lapels and a shorter length. Its up-to-date style looks great on most gents.
http://www.ledbury.com/products/matthews-check-alden
Ledbury - The Matthews Check Shirt
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The oh-so-subtle blue and red grid pattern on this shirt is a nice touch of contrasting pattern under this jacket, that looks effortlessly pulled together. Ledbury, known for their shirt fits, offers it in a classic or modern fit, so everyone can have one in a fit they love.
http://shop.nordstrom.com/s/robert-talbott-merino-wool-button-front-sweater-vest/3862358
Robert Talbott - Merino Wool Button Front Sweater Vest
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This finish of red pulls the jacket and shirt together perfectly and adds dapper punctuation to this outfit. The grey trim ties back to the jacket and the merino wool is the perfect texture with the wintery fabric of the sport coat. If the restaurant gets warm, feel free to remove your jacket - this Robert Talbott vest will stand on its own.
http://shop.nordstrom.com/s/linea-naturale-washed-corduroy-relaxed-fit-pants/3746585
Linea Naturale - Washed Corduroy Relaxed Fit Pants
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These classic fit flat front corduroy pants from Linea Naturale are our pick for this outfit. In fact, corduroy is always a great fabric match with wool jackets and the enzyme wash (so they don’t look brand spankin’ new) gives even more depth to the look. If you want to go even more casual, these dark wash jeans are a great option. Either way, don’t forget to finish it all off with a festive pair of Paul Smith socks.
http://shop.nordstrom.com/s/ted-baker-london-zigtop-slim-fit-shawl-collar-zigzag-knit-cardigan/3775896
Ted Baker London - Zigtop Slim Fit Shawl Collar Zigzag Knit Cardigan
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4. “Family” Outing: We are big fans of this Ted Baker London’s cardigan. The contemporary fit, textured zigzag pattern, and shawl collar are so smart looking – a modern alternative to a sport coat for any casually special night out. It’s so versatile though, you will get tons of use out of it all winter long. You can dress it up with wool pants or keep it more casual by wearing jeans. You can wear it open with a pattern shirt or closed with a dressier shirt and tie. See what we mean?
http://www.saksfifthavenue.com/main/ProductDetail.jsp?FOLDER%3C%3Efolder_id=2534374306607796&PRODUCT%3C%3Eprd_id=845524446704396
Vince - Plaid Cotton Sportshirt
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We’re going to make it holiday right by adding this red check button down collar shirt from Vince. The shirt has a contemporary fit to work with the slimmer silhouette of the cardigan. And the small buffalo plaid gives it a really stylish lift.
https://www.jcrew.com/mens_category/tiesandpocketsquares/ties/PRDOVR~B1842/B1842.jsp
J. Crew - English Wool Tie
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It’s the holidays, and you may not see this group of people very often – go ahead and wear a tie. The tweedy wool flecks in the English wool of this J. Crew tie add just the right amount of interest without clashing with the check pattern in the shirt. Trust us on this one – it’s really sharp looking.
http://shop.nordstrom.com/s/hudson-blake-slim-straight-leg-jeans-fracture/3861439
Hudson Jeans - Blake Slim Straight Leg Jeans
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There are so many good pant options for this sweater, it was hard to choose just one. A soft pair of khaki jeans or a modern pair of charcoal wool pants would be great, but our choice is to keep it modern and casual with this pair of dark wash jeans from Hudson in their new Blake model. The Blake is a similar fit to the AG Matchbox or the J Brand Kane, if you are fans of either of those, but with a slightly narrower leg opening. It’s a good fit for most gents looking for a modern update to their jeans, but are still quite comfortable.
http://www.neimanmarcus.com/Psycho-Bunny-Men-s-Large-Polka-Dot-Socks-Navy-Red/prod174370105_cat52390742__/p.prod
Psycho Bunny - Men's Large-Polka-Dot Socks
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These navy and red big dot socks from Psycho Bunny will add festive flare without being too literal. The Psycho Bunny logo also brings its own fun to the look.
http://shop.timberland.com/product/index.jsp?productId=4208755
Timberland Boot Company® - Wodehouse Oxfords
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These black oxfords from the Timberland Boot Company are a rugged finish to this outfit. The hand finished premium leather has a worn but stylish look that will hold up for years. They don’t just look good, though. The sole is a combination of tan leather with a rubber heal and toe, so you’ll get better traction in bad weather. You are probably familiar with Timberland, but The Timberland Boot Company is actually a separate division, created to merge contemporary design with the best materials and old world craftsmanship. They’ve certainly done that here.
http://www.brooksbrothers.com/Merino-Wool-Fair-Isle-Crewneck-Sweater/MS00568,default,pd.html
Brooks Brothers - Merino Wool Fair Isle Crewneck Sweater
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5. “Hometown” Visit: “Can you believe what cousin Charley wore?” You will not run the risk of any snide comments behind your back if you show up in this Fair Isle pattern Italian merino wool sweater from Brooks Brothers. The pattern is seasonal yet oh-so-dapper. The navy color gives multiple options for pants and shirts. And no one will be able to do anything but give you compliments.
http://www.jmclaughlin.com/gramercy-soft-point-collar.html
J. McLaughlin - Gramercy Flannel Soft Point Collar Shirt
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Instead of a plaid, J. McLaughlin’s solid flannel shirt is a great compliment to the Fair Isle pattern of the sweater. It’s as soft as it looks, and the classic fit is nothing but pure comfort. The soft, short collar and light blue shade work perfectly with the sweater. It comes in additional colors, like dark grey, that are just as great – you may want to pick up more than one.
http://shop.nordstrom.com/s/ag-the-lux-tailored-straight-leg-chinos/3642884
AG Jeans - The Lux Tailored Straight Leg Chinos
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Sure, you can wear jeans with this, but a pair of flat front dark khakis are always a good option, in case you need to look just a little more presentable during your family stay. The modern fit of these AG’s, with a narrower leg, is classic enough for most gents, yet a nice update to what you may already own. The neutral color is a going to go with many things in your wardrobe, beyond this sweater.
http://www.zappos.com/red-wing-heritage-work-chukka-oro-iginal
Red Wing Heritage - Work Chukka Boots
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Change it up by going with this pair of tan Red Wing Heritage chukka boots, instead of a basic oxford. The outdoor look of these is a little more rugged, keeping the khaki’s casual and playing into the masculine feel of the Fair Isle sweater. The tan both blends and contrasts with all the colors in the outfit. Red Wing Heritage, known for their well made outdoor work shoes, have become a fashion favorite.
http://www.saksfifthavenue.com/main/ProductDetail.jsp?FOLDER%3C%3Efolder_id=2534374306556124&PRODUCT%3C%3Eprd_id=845524446603878
Canada Goose - Lodge Vest
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A red vest is a great layering piece all winter long – and the holiday hometown stay is just the time to kick off wearing it. It looks great over this sweater and you’ll be able to wear it over a flannel or even a sweatshirt. Canada Goose is one of the best when it comes to warmth and function, so this is an investment worth making. Once you click through the “shop it” button, you’ll also see there are neutral color options, too.
https://www.jcrew.com/mens_category/accessories/scarvesandhats/PRDOVR~54175/54175.jsp?color_name=brilliant-flame-plaid
J. Crew - Cashmere Scarf
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This plaid cashmere scarf is the finishing touch. The classic Aberdeen tartan’s mix of blues and red pull together the colors of this outfit perfectly. It’s just what you’ll need to dash from the car back to the cozy warmth of the house. And, of course, don’t forget your knit hat to stay toasty.
http://www.barneys.com/on/demandware.store/Sites-BNY-Site/default/Product-Show?pid=503679268
Gant Rugger - Dot-Pattern Jacquard Pullover Sweater
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6. “Hometown” Visit: This pattern navy sweater has that “snowflake” look without actually being snowflakes (they're uneven dots)– so much more sophisticated, and a lot easier to wear all winter long. Gant Rugger’s fit is contemporary, another perk to keeping this sweater modern and appropriate for more than just the holidays. But of course, it is the holidays. And for that, this cozy and soft alpaca blend looks great with some holiday color.
https://www.jcrew.com/mens_category/shirts/oxford/PRDOVR~27156/27156.jsp
J. Crew - Vintage Oxford Shirt
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Let’s start with a simple, and perfectly broken in oxford shirt from J. Crew. The white washed cotton is soft and comfortable – perfect for easy days relaxing with the family. It works under this sweater as easily as it works on its own, or under a casual jacket.
http://shop.nordstrom.com/s/7-for-all-mankind-slimmy-luxe-performance-slim-fit-jeans-crimson/3841817
7 For All Mankind - Slimmy Luxe Performance Slim Fit Jeans
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Let’s pop in some holiday cheer with these dark crimson red jeans from 7 For All Mankind. The twill is so, so soft (with some stretch for good measure) and the red is definitely deep enough that you will feel appropriate wearing these throughout winter – not just for the holidays. The fit is contemporary but still very comfortable in the waist and thigh. You can do a pair of dark grey jeans, too, that will look just as good with this sweater. But come on, don’t be shy.
Oh, and we always advise wearing a belt with your jeans - this saddle brown color one is a great staple for your wardrobe.
http://www.ralphlauren.com/product/index.jsp?productId=46743486
Polo Ralph Lauren - Rag Wool Cuffed Hat
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We’re assuming you don’t live somewhere warm - it’s the Chicago in us - so you’re simply going to need a hat. The shaker knit and dark blue color of this rag wool cuffed Polo Ralph Lauren one is so cool, you’ll want to wear it all day. (We’ll leave that up to you, your mother, and your spouse to fight about.) If you’re like some of us, you may not be a fan of brand labels – you can absolutely snip this one off. Don’t let it deter you.
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