The List: Prep for Winter with the Best Cyber Monday Buys Out There

Pick a watch strap, any watch strap … and pair it accordingly with this stylish dive watch.

Now that we’re past Black Friday and into Cyber Monday (yes, today!), it’s high time we really started gearing up for winter with the best men’s style essentials for the chilly road ahead. We’re starting things off with a classic dive watch that you can wear to the office, on a day hike, or on that eventual beach vacation. Even better? You get free shipping sitewide today via Huckberry, and that continues through Thursday. We’ve got plenty of cozy and cool gear for Cyber Monday, from rugged leather boots to men’s grooming essentials — see the full set of picks below, then let’s bundle up and get to work!

Nodas Contrail Watch — $539.10

A rugged dive watch with appeal at the office and at home.

A striking dive watch that won’t cost you an arm and a leg — likely your new favorite dive watch, ya dig? Pick it up on Cyber Monday, and it’ll be on your wrist by the weekend.

Buckler’s Daily Defense Kit — $68

A simple-yet-essential daily grooming kit.

Taking care of your skin isn’t something to take lightly as colder temperatures approach us — the Daily Defense Kit is among a host of men’s grooming essentials you need for the season.

Mark Albert Boulevard Boots — $350

A durable pair of handcrafted boots, as stylish as it gets.

Striking in their design and their durability, the Boulevard Boots are the type of boots you can kick around a bit — pair them with stonewashed denim and a classic crewneck sweater. Again, they’re a Cyber Monday steal of sorts, and you get free shipping sitewide via Huckberry.

Faherty Brand Knit Dobby Workshirt — $188

The right kind of cozy, casual workshirt for winter.

Laidback, easy to wear over a crisp white tee or a thermal henley, and perfect for a chilly winter weekend. Gotta love Faherty Brand, especially on Cyber Monday.

Proof Heatseeker Flannel — $88

A flannel shirt with the potential to be a new seasonal go-to.

Proof blends functionality and mobility with versatility — like the Heatseeker Flannel, assuredly one of the best flannel shirts to buy now. Again, if you buy it today on Cyber Monday, you’ll have it by the weekend.

Bespoke Post Legacy Box — $45 (When Signing Up for Bespoke Post)

An unexpected and pleasing addition to your home or office.

There’s something to be said for the little touches that can upgrade your home or office — the Bespoke Post Legacy Box is a great example of that approach. Talk about a nice Cyber Monday pick-up.

Grayers Grove Nylon Jacket — $170

A subtly stylish jacket ready for winter layering.

Grayers has turned their attention toward stylish fall and winter outerwear, and the Grove Nylon Jacket should pair up nicely with the brand’s classic chinos for a holiday party or an evening on the town.

Stetson Mojave Hat — $109

A super unique change of pace from your standard ballcap.

Ever considered picking up a wide brim hat like this one? Something you can wear in the field or on the mountain … or just into town when you feel like stepping up your game a bit? Stetson is the way to go. When was the last time you bought a hat on Cyber Monday, anyways?

Taylor Stitch Ojai Jacket — $148 

A durable, rugged-yet-refined take on a classic winter jacket.

Taylor Stitch is a favorite brand of the site for a reason — they take the basics, like a chore coat, and amp them up a bit. In a new color for winter, the Ojai Jacket is one of the best coats to buy now.

Levi’s Barstow Corduroy Western Shirt — $69.50

A nice way to nod to Western heritage and the winter season, all at once.

And in the way of stylish fall shirting that could work quite nicely with an accessory as bold as a classic Stetson hat, well, I nominate the above classic Levi”s shirt in a cool corduroy fabric. A right steal on Cyber Monday.

OK, that’s all we’ve got today. Which of the above picks was your favorite? I’m a really big fan of the standout Mark Albert Boulevard Boots, personally. Feel free to let me know via The Style Guide Facebook! Thanks for reading. 

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