Bro, you are lucky. Usually when someone ask these qns in the thread, there will definitely be bombardment left, right, center. I think Bro YY has already provided some infor for you. I guess, for a start, you can head for Soi Cowboy first for your initiation. Just take a cab...
In regards to your qns, just note that while you can practically bring back any girls to the hotel, you need to chk if your hotel is guest-friendly. Else, prepare to shell out another 600+bht for joiner fees each time you bring a gal back.
Ya loh.. damn addictive. The puyings should know how to melt your heart. Each time I go, sure bring back "baggage" that will last for a few weeks.
As for driving up, well, I was not the one driving

Bro ML did the driving, while I relak by the side. Not too sure about driving from Pattaya to Singapore, but frankly, why take the risk? May as well pay a bit and take the plane. If you really wanna know the answer, suggest you PM Bro ML or ask the more experience bros here. I am still very noob la.
