Mark Levinson No. 5909: The No. 5909 are premium audio brand Mark Levinson's first headphones and, yes, they're really expensive at $999. But they're also really good. They have a sturdy design without managing to feel hefty on your head (read: they're substantial but not too heavy), and they're comfortable to wear over long periods thanks to their nicely padded (and replaceable) leather-covered earcups and headband. Read our Mark Levinson No. 5909 hands-on.
Technics EAH-A800: There's a bit of an old-school vibe to the Technics EAH-A800 -- and it's not just the Technics brand, which Panasonic resurrected in the last few years. Their design is something of a throwback but the headphones are comfortable and both fold up and fold flat. They feature a big, energetic sound with powerful bass and good detail (however, they take a day or two to break in).
Sennheiser Momentum True Wireless 3: Featuring excellent sound, improved noise canceling and voice-calling performance as well a smaller, more refined design that includes stabilizing fins (so the earbuds stay in your ears more securely), the Sennheiser Momentum True Wireless 3 are among the best true-wireless earbuds, giving the Sony WF-1000XM4 a run for the money. Read our Sennheiser Momentum True Wireless 3 review.
Sennheiser 450BT: Sennheiser updated its well-regarded 4.50BTNC noise-canceling headphones in 2020. The new headphone model is called the 450BT, and it has some notable upgrades, including better battery life (up to 30 hours with noise canceling on), USB-C charging, Bluetooth 5.0 with aptX support for devices like the Samsung Galaxy smartphones that support it and more comfortable earpads. The 450BT noise-canceling headphones list for $200, but usually cost around $150 although they have dipped to as low as $100 in flash sales (they're a good value at that price).