It is better to use "used to" instead of "would" in questions about habits.
Using "used to" in interrogative form to talk about a past habit is readily understood.
Examples: Did you use to be a football player? Yes, I used to be a football player.
Did Melinda use to play the piano? Yes, she used to play the piano.
Using "would" in a declarative sentence to talk about a past habit is readily understood like in the following example:
Every evening, we would watch horror movies.
But if "would" is used in interrogative form to talk about a past habit, it could be mistaken to mean something else. An example is the following:
Would they go to the Casino every evening?
This sentence could very well refer to a habit in the future, as "would" in interrogative form is used to express future time.