Our reunion has events taking place at two different locations - Friday night at one place and Saturday night at another. Is it possible to include two maps with appropriate labels?

Not in the current Reunion Planner setup, however you could choose to not use the map feature for the event and instead use the Reunion Information area to embed (Source) a map that you create at Google Maps and use their embed code to add the maps to the page. Using this method, you can add as many maps as you need.

I actually had 3 different locations for ours, & using Mapquest, put all three locations on the local map, including the hotels. Then added that map to site. This enabled out-of-towners to see the relationships of each location. Hope this helps.

Mapquest,
Google Maps,
Google Earth.

and of course physical addresses* for people who may be using a GPS.

* - be sure the address is recognizable by the different GPS manufacturers.
e.g. - in many cities, a venue may list a 'common name' for the roadway, when the city, state, or interstate designation may be what is in the GPS.