Basic questions for newbie


I mainly stream Qobuz into pi2aes/Roon to a Schitt Dac/vtl integrated amp. But I listen late at night after wife has gone to bed, keeps her awake. Vtl has a headphone out but is about 10’ from where I sit (Long cable, heavy?). 

I have no experience in headphones. What are options I should pay attention to? Do I just plug headphone in amp? Or run from my surface or iPhone ?  Or ???
Thx
chuckccs
I also use Qobuz and run the Apple Camera Adapter from my iPhone or iPad into an Audioquest Dragonfly Red portable amp/DAC into a pair of HifiMan HE400S ‘phones and works really well at home or on the go.  Just one option if you’d rather not run a long cable. 
If you like the sound out of the VTL then buying a longer cable seems like a no-brainer?  Most good cables are really lightweight.  You will never get better sound wirelessly.
Thx. Ok so if a longer cable isn’t too big a pain, then now what about headphones? I have no clue about them...