Which of the following carbocations is more stable?
The second one will be more stable. 
We usually first check for resonance as it is more effective.
But here it has to be explained on basis of hyper conjugation because the resonance due to the ring is same in both. But the second one will have more hyper conjugating structures as greater number of alpha hydrogens are present. 
More about hyper conjugation concept:
https://en.wikipedia.org/wiki/Hyperconjugation 

Edit :  No the double bond wont participate in resonance.