I always told my sons to choose a nice restaurant that they liked for a first date. That way if the date was someone not worth seeing again, at least they had a meal they enjoyed for my money.
My eldest grandson will start dating in the next couple of years and Zaidy will offer the same advice (and pay for the meals).
I think a young lady should be proud to be seen at a fine restaurant with a date, why hide the fact you are seeking a life partner?
That said, the boy should communicate in advance where the couple will be going on the date. The young lady should know how to dress. Dress shoes for a restaurant are different than walking shoes for a stroll in the park.