4 Spooktacular Halloween Festivals in America (and How to Dress for Them)

Given that you’ve outgrown Halloween trick-or-treat buckets and pumpkin patches, we’ve got the list of the biggest, boldest, and eeriest Halloween celebrations taking place across the U.S.

Don’t miss these sprawling celebrations of style, spectacle, and just the right amount of spook. And while costumes usually take center stage, the smartest men know how to strike a balance between festive and fashion-forward.

Here are four Halloween festivals worth booking a flight for—and what to wear when you get there.

1. Village Halloween Parade – New York City, NY

When Manhattan shuts down 6th Avenue for 50,000 people in costume, you know it’s serious. The Village Halloween Parade is a riot of artistry and chaos—puppets, performers, and the kind of creativity only New York can deliver.

How to Style It: A fitted black shirt under a velvet jacket—sharp, moody, and perfectly at home in the city that never sleeps (or stops partying).

2. West Hollywood Halloween Carnaval – Los Angeles, CA

The West Hollywood Carnaval is Halloween turned up to eleven. Half a million revelers flood Santa Monica Boulevard, and the costumes? The wilder, the better. But that doesn’t mean you have to drown in feathers and glitter to stand out.

How to Style It: A bold patterned shirt—think checks in burnt orange or deep plum—paired with slim trousers. You’ll nod to the theme without sacrificing sophistication.

3. Salem Haunted Happenings – Salem, MA

Salem is more than a town—it’s a vibe. The historic site of the 1692 witch trials transforms into a month-long Halloween pilgrimage with ghost tours, psychic fairs, and candlelit walks. It’s theatrical, atmospheric, and steeped in history.

How to Style It: A crisp, dark tailored shirt layered under a long overcoat. Think modern-day wizardry, minus the broomstick.

4. Voodoo Music + Arts Experience – New Orleans, LA

New Orleans doesn’t do subtle, and Halloween is no exception. The Voodoo Fest is where music, mysticism, and masquerade collide, set against the backdrop of one of America’s most stylish cities.

How to Style It: A lightweight shirt with a statement jacket—easy enough for festival dancing, sharp enough to keep your look elevated when the night inevitably slides into the French Quarter.

Halloween isn’t just for the costumed masses. Done right, it’s an opportunity to showcase a darker, sharper edge to your personal style. Whether you’re strolling through Greenwich Village, partying in LA, channeling mysticism in Salem, or vibing to live music in New Orleans—what you wear matters.

And when in doubt? A tailored Airthreads shirt is your best accessory. Always.