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The most comfortable headphones: How Bose, Sennheiser, Beats, more compare
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The most comfortable headphones: How Bose, Sennheiser, Beats, more compare

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Last updated: February 22, 2026 10:48 am
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Published: February 22, 2026
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If you’re a bona fide audiophile who spends a lot of time listening to vinyl records, the open-back Sennheiser HD 599 headphones are your perfect match. They may not be easy to travel with and don’t come packed with a bunch of high-tech features, but they’re extremely comfortable and sound better than any pair of headphones we tested for this roundup, including the $449 Bose QuietComfort Ultra (Gen 2).

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The Sennheiser HD 599 headphones prioritize sound quality and comfort over everything else. While the main draw here is that amazing sound quality, comfort is by no means an afterthought. They feature a nice, wide frame that isn’t too tight on your head, as well as soft and fluffy ear pads that feel like your favorite blanket (they’re replaceable, too). The leatherette headband is smooth and plush and allows for quick adjustments that never move out of place. We used these primarily for listening to music, and we were able to get through multiple albums without any discomfort.

Now, let’s talk about the sound. It’s amazing. The HD 599s have an open-back design that allows for some ambient noise to come through while listening, giving everything a more natural sound that’s great for deep, critical listening, especially if you plug them into a vinyl record player. If you want your music presented in the best way possible, these headphones provide the soundstage to make that happen. If you were wondering, yes, these headphones are wired only, coming with a 3.5mm and a quarter-inch cable. At least you won’t have to worry about battery life or Bluetooth connectivity.

There is a trade-off, though. You can’t really travel with these headphones. Because they’re open-back, they also leak sound out. Unless you want to be that guy, leave these at home. It’s for the best, though, because they don’t feel like the most durable headphones, and traveling may open them up to damage over time. And because they aren’t made with portability in mind, we can understand why they don’t come with a carrying case. But still, at this price point, they should come with at least some form of storage. We do appreciate that the cables are removable, though, so you won’t be leaving behind a tangled mess when you aren’t using them.

The HD 599s are relatively affordable these days. So, if you’re a die-hard music lover who wants to hear their tunes at their very best, they’re worth every penny.

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