Arc'Teryx Castlegar Toque

via backcountry.com

Weekly Theme: Cold Weather Prep

While the name of this hat is a bit wild, Arc’Teryx knows how to keep the people warm. This hat is 50% wool and 50% Acrylic meaning it is warm, and super soft. Keep the heat from escaping from the top of your head, and look cool doing it. This beanie is just a tad droopy, so you can toe the line between hipster and yopro in style.

Available on Backcountry.com for $35

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receives a commission that helps keep this site running.

Adidas NMD Pink Five Panel Hat Review

via Adidas.com

They say real men wear pink, and apparently Fridays have become hat days on WIAG. This Adidas NMD pink hat will top off this "from the feet up" streetwear selection week. The 5-panel is super comfy and stays on your head better than the classic "dad" hats, and is great for those who bike and wear helmets, as the brim sits low enough to accommodate most standard noggin protectors. Outside of it's functionality, this hat is different (think about the last time you saw a guy in a pink hat). If you have the confidence to pull this off, you deserve to wear it and wear it well. This goes with everything else from this week and can be added to any light or dark ensemble as a small statement piece. 

Available on Adidas.com for $14

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman will not receive a commission but this hat is pretty dope.

Outdoor Research Seattle Sombrero Review

via Huckberry.com

While this isn't what we would suggest you wear in the city, or to your local bar (unless you've already achieved that kind of outdoorsy dad status) this hat is pretty perfect for the rainy days on the trail. No one carries an umbrella while hiking, it's simply impractical, but then how do you keep your face mildly dry during a dirt trail downpour? This Seattle Sombrero is not only awesomely named, it is one of the highest reviewed rain and sun shelter dome-pieces on the market making it our top choice for those who say "screw it" to rain delays. So if you are going camping for a few days or just trail running on a day with 55% chance of showers, this hat is definitely worth packing.

Available on Huckberry.com for $60

Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman receive a commission to help keep this site running.

United by Blue Big Wave Hat

If you have seen our Instagram in the past 5 days you have seen 2 similar hats put out by this Philly-originated eco-conscious clothing brand. This 5-panel, cyclist inspired hat is awesome, adjustable, clip-able, and durable.   Made from 100% organic cotton, sustainably sourced, you can feel good about the process used to make it, and you can also feel good because, with every item purchased, United by Blue pledges to clean up 1 pound of trash from a public park. They have cleaned up over 1 million pounds to date (that's a lot of L-Bs!). So look good with this big wave, and feel good knowing you supported a good cause doing it.

Available on UnitedbyBlue.com for $28

Full Disclosure: We do not make a commission off of the sale of this item. We just think it's great and you should know about it, just like all of the other products we feature.

Saturdays NYC Canyon Bonded Sage Hat

via saturdaysnyc.com

If you have been looking for a lightweight hat to throw on to and from the gym or in need of a casual beach cap to cover up the mess of hair you get from being in the ocean and shaking your hair dry, then this hat is for you. The Canyon hat from Saturdays NYC is different than most of the hats on your hat rack or closet shelf because it is 100% nylon, meaning it is super light and doesn't have a lot of structure to the body of the hat. There is a good chance you will be the only person on your street with one of these so if being unique is your concern then snag this guy soon because it's on sale @ 50% off. Wear it backward with a tank of your choice and some simple shorts or trunks for a relaxed look.

Available on sale at saturdaysnyc.com for $25 (on sale from $50)

Full disclosure: By making a purchase after clicking "buy" we receive a commission that helps this site grow.

Saturdays NYC Stanley Washed Hat

Everyone needs a good Sunday hat to cover up the bed head from the wild Saturday night before. So whether you're running to the bagel place for much needed sustenance and caffiene, or need a quick mop-top cover up to go hang out with some friends, this washed Stanley hat is it. It's basic, and subtlely detailed with the classic Saturdays NYC \ marker in a black-on-black design, which can play better than loud and obvious options, especially on a Sunday morning. Wear it forward to shield the hangover eyes, or backward for the Sandlot-look, either way, this hat is a go-to for the casual trek outside.

Available on SaturdaysNYC.com for $50

Full disclosure: By making a purchase after clicking "buy" we receive commission that helps this site grow.

SaturdaysNYC Stanley Stone-Washed Indigo Buckle Hat

If you're going to have to cover up your early morning hung over hat hair this warm season, don't use your tattered, crappy snapback from college, upgrade it with this baby blue buckle hat from SaturdayNYC. The six-panel all-cotton denim construction and plain design is the perfect cap to your coffee shop get up while you trek your way to get your lifeblood in the hopes of becoming a real man 2 hours later. We suggest you wear it with anything terry knit, or anything spring themed, like these shorts.

Available on SaturdayNYC.com for $50

Full disclosure: By making a purchase after clicking "buy" we receive commission that helps this site grow.

United By Blue Ragg Wool Beanie

via unitedbyblue.com

In honor of the massive snow storm hitting the east coast, we wanted to give you gents something warm. This Ragg Wool beanie from United by Blue is 100% virgin wool that is a bit rougher than its finely processed cousins. The thickness of the wool provides more warmth where other, more refined, wools like merino fall short. Since wool is naturally water resistant, it will fair well should you end up in the snow. I know what you're thinking, "thick wool sounds itchy" well it is, which is why they added an acrylic liner so your head only touches the soft stuff. 

Available on UnitedByBlue.com for $28

The North Face EQ Unstructured Hat

via UrbanOutfitters.com

The perfect hat for a trip to the dive bar on a Tuesday night with the guys, or to run a quick errand on the weekend. This 100% Nylon hat from North Face, it super light, adjusts to fit your head, and won't overheat it. The small stitch logo doesn't overpower the look of the hat but adds the little bit of design on the front that just feels right on a baseball cap.

Available on UrbanOutfitters.com for $30

NCAA '47 Franchise Cap

The regular season of NCAA football is over and the abundance of bowl games has already started. If you are traveling to support your team, make sure you do it in style. This simply designed hat looks great with a casual outfit and makes a great top to an all-out fan ensemble. The classic collegiate lettering shows your support for your college team without overly advertising your alma mater. Perfect for the weekend morning treks to the local coffee shop and to cover your locks on windy days. Shout out to Penn State for making it to the Grand Daddy of them all.

Available on Lids.com for $30

RVCA Option Trucker Hat

So trucker hats aren't really the pinnacle of style, we know. But RVCA has done a damn good job making them look less like they're from the trailer park, and more like they're from a respectable young professional's spacious apartment. These hats are great for the Sunday stroll to get coffee or breakfast, when doing your hair is too much, and its not quite beanie weather. 

Available on Tillys.com for $26

Neff Daily Heather Beanie

via Pacsun.com

Fondly referred to as the droopy hat, Neff makes some of the most iconic beanies on the market. The daily heather is 100% acrylic, making it super soft and able to be machine washed without losing its shape or elasticity. As the cold descends on the northern half of the US, one of these will be a necessity from now until April.

Available on Pacsun.com for $18