Werden Sie auch wieder regelmäßige Konzerte über Monate (z.B. jeden 3. Freitag im Monat) hinweg veranstalten, damit es auch für Leute, die weiter entfernt wohnen, einfacher ist, etwas im Voraus zu planen?

Mein non-native Vorschlag (muss durchgesehen werden):

Will there again be regular concerts, on a monthly basis, so that it would be easier for those [people] who live further away to plan something well in advance?

Will there be concerts taking place again regularly [every month] that will make it easier for people living further away to plan things in advance?

"regular concerts" empfinde ich als Gegenstück zu "extraordinary concerts", 

Nein, das würde man normalerweise nicht so verstehen. "regular concerts" als 'regelmäßig' ist eine übliche Ausdrucksweise.

und daher im Englischen eher in der Nähe von "Will there be" erwartet hätte.

Auch hier nein; das 'again' in dem Satz in #1 zum Beispiel muss weiter nach hinten.

When I wrote #2, I was very much aware of the regular also meaning normal problem and therefore chose to use the adverb instead to avoid a very real ambiguity. (Regular, at least in good old BE, used to unambiguously mean taking place regularly, but I think some time around the 80's the AE meaning of normal began to creep in to BE, unfortunately. And in any case it appears the target reader(s) might be in Las Vegas.)

If you don't like again where I put it in #2, you could also put it in just before the that.

The OP sentence is an interview question addressed to someone - "Werden Sie...?"

I'm curious as to why you would want to change that, does the interview seems to flow better that way? If the problem was the repetition of "Will you", you could switch to "Are you going to..."

Also, why leave out the first "auch"?

"Plan things in advance" sounds okay to me, but I've been wondering if "etwas im Voraus planen" might mean "plan ahead a little" and not "plan something in advance" - possible?

Are you also going to be holding concerts on a regular monthly basis again (such as on the third Friday of every month) so that it is easier for people, even especially those living further away, to plan ahead ?

(I don't object to amw's regularly, either, just thought I'd offer another version)