#OOTD: Here’s The Best Way to Dress in Tough Winter Style

My friends, I can barely believe it … but it’s time for the first #OOTD of 2018 here on The Style Guide! That’s pretty monumental, if you ask me. And you can rest assured that we’ve got more of the same great content on the way this year as in years past — particularly if you want to dress in weather-ready style. It’s time to bundle up and fight the chill, without sacrificing any comfort or good looks. Think of it like dressing for the polar vortex … but without the doomsday aspect of extreme winter weather. Rather, the below #OOTD is designed to get you from point A to point B without any fuss, from weekend errands to a weekend dinner with friends. Start out with a tough winter jacket from Iron & Resin, keep things going with a stylish pair of brown leather boots, add your new favorite henley … and get ready to take on the winter weather. The below #OOTD has everything you need … at least, I think so.  Let me know what you think of this look on Twitter or in the comments. Stay warm, stay stylish!

From a classic winter jacket to a tremendous pair of leather boots, this is the gear to get you through winter reliably … and stylishly.

The Jacket: Iron and Resin Barracks Jacket, $342.98 — With a silhouette that echoes a classic field jacket, plus a weather-ready Melton wool exterior, the Barracks Jacket from Iron and Resin is versatile and rugged.

The Henley: Flint and Tinder Heavyweight Henley, $62 — What’s better for braving the cold than a rugged henley? Especially one from Flint and Tinder, a favorite of this blog? Feel free to add a stylish flannel shirt over this Flint and Tinder henley if you need more warmth.

The Denim: Flint and Tinder Dark Indigo Jeans, $118 — We’re going again with more Flint and Tinder gear, this time a dependable pair of classic blue denim featuring the brand’s new dark indigo wash. Durable, rugged and USA-made.

The Boots: Oak Street Bootmakers Brown Dainite Sole Trench Boots, $462 — It’s always tough to narrow down your pick of boots for the winter weather, but these fantastic Horween leather Dainite Sole Trench Boots from Oak Street Bootmakers are a pretty darn easy choice. Stomp through snow all ya want.
The Belt: Filson Leather Belt, $85 — The right belt for tackling winter weather isn’t a braided cotton belt that you’d wear during the summer … it’s a rugged, well-made Filson Leather Belt. No bones about it!

The Watch: Military Watch Co. MIL-TECH MKIV Military Pilot’s Chronograph, $330 — Just as you can’t skimp on your rugged winter boots, you can’t skimp when it comes to your watch game — although the name is a mouthful, this Pilot’s Chronograph should serve you well in the snow.

The Socks: CHUP Dia Socks, $28Stylish patterned socks should be a go-to in any season — the fact that the CHUP Dia Socks just happen to be cozy and comfortable is a big bonus.

The Beanie: Finisterre Fisherman Beanie, $40 — Again, we’re not just going with any beanie cap here … we’re going with a dependable-as-heck Finisterre Fisherman Beanie. Good enough for the water, good enough for you.
 If a winter storm catches you by surprise, or a bunch of snow gets dumped on you unexpectedly, it’s best to have the right gear in your closet to get you through. To me, that means the Barracks Jacket is one to reach for when things get dicey, yet you still want to look put together. Dependable footwear also goes a long — the Dainite Sole Trench Boots from Oak Street Bootmakers are positively stunning and well-crafted, ready for winter snow. Supporting accessories, from that tough Pilot’s Chronograph to warm CHUP Dia Socks, are equally underrated yet essential. For the rest of the winter season, I wouldn’t leave home without the  Finisterre Fisherman Beanie or a dependable mid-layer like the Flint and Tinder Heavyweight Henley. And although they’ll work reliably throughout the rest of the year, the Flint and Tinder Dark Indigo Jeans are a great go-to when it comes to stylish blue denim for winter. Are there any picks you particularly agree with? Disagree with? Chime in via the comments below — thanks for reading!


Leave a Reply

Fill in your details below or click an icon to log in:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Google photo

You are commenting using your Google account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s