Hidden trails and how to recognise them

I am relatively new to D&D but am attempting to DM in a couple of days’ time. I am introducing friends (also new to D&D) with the adventure Lost Mine of Phandelver.

As far as I am aware a DC 10 Wisdom (survival) check entails a character to roll a 1d20 and add their Wisdom (survival) modifier to the outcome.

So my question is: Do I ask all characters to make a Wisdom (survival) check when they are approaching the hidden trail or do I wait until a player asks to investigate further and then ask them to make the check?