Winter is almost here, which means even if you are in warmer parts of the country, it is time to shift your wardrobe for the season packing. With the current pandemic, many holiday parties and events are still on hold, but that doesn't mean that you can't look you best for smaller gatherings, socially distant holiday shopping, or even those mandatory Zoom calls for work.
While most guides want to share the season's latest trendy looks, my focus is more on timeless pieces that can be in your winter wardrobe for years to come. You can never go wrong with a classic Cable Knit Sweater, a vintage sweatshirt, or a nice pair of corduroys, they have been staples in menswear for decades and show no sign of going out of style any time soon.
Button Up Shirts
Some of my favorite shirts are by Banana Republic, they are one of the better values with pricing ranging from $45-$90 and they have several fits you can choose from depending on your body type. I tend to choose color patterns that can be worn year-round. With or without a tie a nice patterned button-up looks great under a v-neck sweater or vest.$45-$90 bananarepublic.gap.com
$199 ralphlauren.com
Sweaters
This classic Cable Knit Sweater by L.L. Bean has been a staple since the 1800s, the classic style, high-quality construction, and slim fit make it perfect for layering. Robert Redford, Steve McQueen, and Paul Newman were all fans of the classic Cable Knit, so you will be in good company.Shawl Neck Cardigan's are a great way to give a more formal shirt and tie a causal look. Swapping your suit jacket out for a nice shawl neck cardigan gives you a professional look without the structure of a suite. This classic sweater by Charles Tyrwhitt is one of my favorites and come in wine or navy.
$189 ctshirts.com
Winter Jackets
A quilted jacket like this Barbour Heritage Liddesdale is the perfect outwear for days when you need both weather protection and a sophisticated fitted look. I have a similar jacket from Charles Tyrwhitt's 2019 collection that looks great dressed up or down and is one of my favorite jackets for when the weather gets cool enough here in Texas or if I am traveling north.RRL is the standard in classic American style and this classic fitted peacoat is an excellent winter coat, with a detachable down liner and unparalleled attention to detail. Anything with the RRL label is expensive, but it is such high quality you will keep it for a lifetime and pass it on to the next generation.
A grey tweed patch pocket sport coat is one of my staples once the weather cools down. I have owned a jacket similar to this one by Studio Suits for years. Pair it with denim jeans, slacks, or chinos, elevate the look with a dress shirt and nice tie, or go more casual by pairing it with a denim shirt.
$145 studiosuits.com
Pants
Colorful Chinos are a great way to break up the grey/blue/beige tones that tend to take over most men's winter wardrobes. My favorites are by Charles Tyrwhitt, they are truly no iron and come in a great selection of colors like berry, teal, and stone. You can also get them in traditional tan, mocha, and dark blue.A classic Khaki is something every man needs in his wardrobe and Haggar offers one of the best iron-free Khaki when you want a more casual look. Another added bonus for the holidays these traditional looking pants feature a flexible waistband to make sure you get through those holiday meals in comfort.
$70.00 haggar.com
Corduroy pants are a great way to add some style and texture to your winter wardrobe, sometimes you can't wear denim and you just don't feel like wearing a pair of traditional slacks, this is where cords come in. These super soft 12-wale cords from J. Crew are perfect for work or weekend. For a more formal look check out their collection of single pleat 10-whale corduroys.Shoes
The Chukka Boot had been around many years when soldiers during World War II discovered them, called Veldskoen, Dutch settlers had been wearing them since the 17th century to deal with the harsh climate of Africa. After the war, Clarks brought them to the masses and they have been a style icon ever since. While I have several pairs my favorite by far is made by a company that uses the original name, Veldskoen, and still makes the classic Chukka in South Africa.New Balance has been my favorite sneaker brand for years, I wear my made in the USA 1540v3 when I workout and I am wearing my Pro Court 213 high tops as I write this. The All Coasts 574 is my by far one of the best looking casual low-tops on the market. In Cranberry suede they add a nice pop of color and you don't look like a Corvette Dad rocking the white sneakers.
Accessories
There is something to be said about buying nice accessories once and keeping them forever, this RRL Indigo-Dyed Cotton Watch Cap is the only "beanie" I own. I picked it up at an RRL store on a trip to New York in 2014 and the classic cap has done so well it has remained in collection for years and should be on your list too.$85 ralphlauren.com
$140-$240 cafeleather.com