It's AWESOME, though Ep.6 supposedly isn't as good as Ep. 5. Honestly, I've barely started Bright Side of the moon but I haven't been as impressed as with Reality 2.0
As for familiar locations, the only one is the office(unless you count Sam & Max going to the moon in the cartoon). I must say that Season 1 is somewhat lacking in mindless violence(whereas you could get into a LOT of brawls with Lee-Harvey in Hit the Road, as well as use Max as a shock plug, and sic him on a delinquent in Bosco's)
Season 1 is most worth playing through, and Season 2 is looking to be awesome as well. Season 1 does have a lot of humor, from the antics of the Soda Poppers to fighting Blue Slimes and Auntie Bioutic in Reality 2.0, from singing bear heads to a musical piece by the Secret Service, and of course the inaugeration of President Max.
"Hi, I'm Hugh Bliss!"