Chester is absolutely shit for a night out
Cruise isn't bad, but wildly expensive, and not as full of overdrunken snatch like Rosies (sorry, RB's). The best club closed down many years ago, Blimpers (changed to Alchemy, then changed to massively homosexual Alchemy).
If you want granny sex, then the best place would be Stringers (above Yates', and i think it has changed name now)
if you want cheap booze to start you off, get to Bar 15 next to Revo, it does 2-4-1 on pints at around 5-7.
So, the best plan would be...
5pm - off licence for a litre bottle of Diamond White, then head down to the park to grope some slappers and throw up
6.30pm - get to Bar 15 to leather as many pints on the cheap as you can
7.30pm - cheeky chicken burger from Chicoland (vital)
8pm - tactical puke - to allow for more booze room
8.01pm - Wetherspoons/Revo/Watergates/Pitcher and Piano - final round of relatively cheap ale (compared to Cruise)
9.30pm - get into Cruise before the price jacks up another 5iver.
5am - leave Cruise and attempt to walk home after sitting in a taxi queue for ages and getting ready to lamp someone
9am - wake up next to a horrific minger/man and tell everyone that you're 'never drinking again'
10am - bacon butties
cheers
