The Zone System and roll film don't often get along well due to the very problem you have exemplified.
If I were you and were trying to get lots of different contrast subjects on one roll to work well, I would standardize on about N-1 development for the whole roll and then use paper grades to deal with differences in contrast. Do make sure you give adequate exposure, especially in contrasty situations, to ensure good shadow detail.
VC papers work better for expanding contrast than contracting them, that's why the N-1 (i.e., "Normal" negative tailored to print well on grade 3 paper). That should give you enough leeway for all but the most extreme situations.
Metering is important in the Zone System. If you use an average meter, I recommend giving contrasty scenes one extra stop of exposure. This seems counter-intuitive at first, but ensures you hold shadows when the meter wants to underexpose them. If you spotmeter, just place the shadows as usual.
I've expounded an entire system for the Zone System and roll film somewhere, either here or at the LF Q&A. If your interested, you can search my posts here and there and find it.
Best,
Doremus Scudder
www.DoremusScudder.com