During a circling approach, can I cross midfield to enter the pattern or do I have to literally fly around the airfield to get into the pattern? I know its an odd question, but my airfield has an RP on one runaway and it would feel safer to cross midfield and enter the pattern
During an IFR Circling approach, in IFR conditions, there is no pattern. You own the airspace and can fly anywhere you want, unless it is restricted by a published circling procedure. (example: no circling south of the airport)
In VFR conditions, there might be VFR traffic to contend with. The tower or local VFR procedures would then come into play.