Men's Style Inspiration  / Fall Style  /  What to Wear in the Great Outdoors

What to Wear in the Great Outdoors

Get outside while you still can.

 What to Wear in the Great Outdoors

It’s the time of year when the leaves are turning and the air is getting noticeably crisper. And although it may be tempting to hunker down inside and hibernate for a few months, there’s still plenty to do in mid- to late autumn. We asked Trunk Club stylist, Kat, to give some insight on what to wear during those last few days of fall. Along with creating three stylish looks, she’s added weather-appropriate gear to each outfit to go along with whichever activities are most up your alley.

Fall athleisure

Easy stroll

Some days, a fall afternoon walk is just what the doctor ordered. Kat leans toward stylish takes on athleisure with lots of easy layers. Joggers have been one of our favorite pieces this fall, so keep wearing them through the season. (Think of them as sweatpants you can wear out of the house.) Paired with a fitted hoodie, military jacket, and chukka sneakers, this outfit checks all the boxes on Kat’s list: “Easy, cool, and casual.”

Up for anything

Whether you’re pumpkin picking with the fam, tailgating with your crew, or at a weekend game with the kids, Kat loves this look because it works for any guy, any age, at any time in his life. And since the last thing we want for you on any day is cold feet, the proper shoes are important. Some of your favorite boot styles (chukka, Chelsea, cap toe) come in waterproof materials, which offer great protection if you’re stomping around a field... or if one of your friends spills a beer (party foul).

Weather resistant
Fall layers

Smart layers

When Kat says an outfit is going to work, we trust her. Layering can be a challenge to pull off, but for extra chilly days and evenings, it’s key. A flannel shirt is a great place to start. Often made from brushed cotton, it keeps you warm and feels great on your skin. Add a simple crewneck sweater over top to stay warm, and then a weather-resistant jacket to keep you dry. A cashmere scarf in a simple windowpane pattern is the luxe finishing touch.