The fashion calendar leads to weird shifts in the time-space continuum. That is especially true for designers. The clothes they are working on at present are where most of their creative energy is focused. But those won’t actually be available for six months or more. Meanwhile, the garments they had been working on six months earlier are just starting to drop. The Hill-Side founder Emil Corsillo faced this conundrum when we asked him to share his thoughts on what to wear right now from the brand’s collection. “You always have this thing of being excited about Spring 17 because it’s the newest stuff, but then the Autumn/Winter stuff is in the stores, and I kind of get reinvigorated by it,” he says.

When picking out the clothes for this outfit, Corsillo ultimately just looked at The Hill-Side pieces he had been wearing the most. For designers there is a certain “pick your favorite child” phenomenon that happens where they are proud of all their creations, but Corsillo, who has been spending a lot of time in both Los Angeles and New York, was able to identify the pieces he was putting in heavy rotation and share some of the stories behind their creation.

The Hill-Side produces jeans every season, but the stonewashed design of this pair was inspired by the denim that skaters like Guy Mariano wore in the mid 1990s. These are of a much higher quality, however. “Our goal was to make something archetypal, like the ideal pair of selvedge jeans,” says Corsillo. The weave was created especially for The Hill-Side and comes from a textile mill in Okayama, Japan, which is like Mecca for denim nerds.

“These are the best quality, made in the U.S, wool socks we could figure out how to do,” Corsillo says. The socks are a merino wool blend that will keep your feet plenty warm. They are also thick enough that you can pad around the house in them in place of slippers.
For these shoes, Corsillo wanted to design something that would be a hybrid between a traditional high-top sneaker and an L.L. Bean Duck Boot. “It’s a great utilitarian boot. They’re windproof, they’ll keep you warm,” he says. The upper is fashioned from the brand’s own MizuTech waterproof cotton and the midsole and outsole feature a natural rubber. The sneakers come with a pair of boot laces (shown above) and sneaker laces. Depending on which pair you put in, it can completely change up the look of the shoe.
The Hill-Side made its name with chambray scarves like this and Corsillo says it’s still the style he gravitates towards most. “Even if I don’t wear it all the time, it’s a nice tactile thing to have around.” In fact, Corsillo knows plenty of men who use the scarf, which is made indigo-dyed selvedge chambray, for tasks other than protect their necks, like wrapping up a DSLR camera.
Only five of these letterman jackets with chenille patches on the arm and chest were produced and “they are about as luxe as The Hill-Side gets,” Corsillo says. The body is a thick melton wool with a tweed lining while the sleeves are cowhide leather with a quilted lining. The diagonal pockets are borrowed from a vintage Air Force jacket and the buttons are run through a strip of fabric so they are practically impossible to remove. “It’s expensive but when you see it in person, you get that it’s really uncompromising,” says Corsillo.
A good knit beanie is essential for this time of year. Since this one is a combination of Irish wool and acrylic, it won’t get all stretched out or pill up like other caps. The cap also has some unique design details like ribbing on the cuff that is slightly narrower than it is on the top, which creates a cool visual effect.
The blanket stripe fabric on this shirt is one that The Hill-Side has used on items like ties and scarves for a minute, but the fit on this shirt is new. “We didn’t have anything a little more relaxed and with a little bit of a workwear nod to it,” says Corsillo. The shirt was inspired by the Pendleton ones that the Beach Boys wore in the 1960s and can be worn either on its own or, if you go up a size, as a shirt jacket, aka shacket.
“It felt timely and relevant to make a shirt with a peace sign on it,” says Corsillo, who went back to the original sketches of the design by Gerald Holtom. The T-shirt is indigo dyed in Japan and then the peace sign is bleached out. The technique, known as “bassen,” allows specks of indigo to still show through, giving the shirt a real handmade quality.
Last season, the Hill-Side came out with bandanas adorned with names and illustrations of the founders’ favorite ramen restaurants in Japan. To continue the theme for fall, they kept things closer to home and focused on burgers in Brooklyn, including Peter Luger and Roberta’s. “When you buy it, the hang tag lists all 10 burger joints with an insider tip so you can use it as a travel guide,” says Corsillo.

Justin Tejada is a writer and editor based in New York City. Follow him on Twitter at @just_tejada and Instagram at @justin_tejada.