Headphones for outside to$250?

Do not fear that gets hit by a car? :)
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View in the direction of the DJ options. Personally, I'm going to buy the HD25-1 II. Now I have Technics RP-DJ1210

Sennheizer ie4 — fifth year of hard use — yet only a lunging Jack. Positioned as personal stage monitors.
About isolation — not once I heard them in concert in the capital.
About "machine churns" — if you look around and do not walk on the center streets where you can drive a car isn't gonna stop. Well, you should always assume that "here can drive a car" — better look.
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but unfortunately — this is "gags"...

And you're so vain sound in-ear headphones drop.
Good reinforcement can give a handicap to a monitor at a comparable price

I think in your case ear headphones will not give the optimum balance quality/price.
First, they are not portable, and second, for the price from them is difficult to expect reasonable quality in the third, headphones are not designed to listen to during active movement.
I suggest you look to good headphones with the armature izluchatelei (not dynamic) with the active noise reduction system, the sound will be more balanced and the noise will defend better.
I use Ultimate Ears 700, are from 7000 to 9000 rubles, its price work

Sennheiser PX 200
\rwww.amazon.co.uk/Sennheiser-PX-200-II-Foldable-Headphone/dp/B002VPDOHS
I have at the moment the px-100 I have them in the Board is satisfied that the houses and on the street. but better soundproofing from px-200, I think we need to listen first.

Why no one wrote about the Bose QuietComfort® 15 Acoustic Noise Cancelling® headphones, perhaps? Yes, a bit more expensive than $250 (they are $300), but excellent sound quality and sound level.