Hellrider ?

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Hellrider

Would the 1 damage also be activated if Hellrider was the one to attack? 
Yes, hellrider triggers when it attacks. It's a creature, and it doesn't say "other creature."
All Generalizations are Bad
I forgot to ask.. I assume that this triggers for EACH creature that attacks since it doesn't specify that it's 1 damage only that one time, or does Hellrider only do 1 damage, even if attacking with, say, 3 creatures.
If you attack with three creatures, the triggering condition for Hellrider's ability has been met three times simultaneously. It will trigger three times.

Standard Answer to all 5E rules questions: "Ask your DM."