Challenges to ensiling are coming from a wide spectrum. Faster harvest rates are making it more difficult to achieve target silage densities. Larger harvest equipment is increasing soil compaction and rural road issues. Older silos are too small and are overfilled, creating safety issues, or temporary piles are placed on bare ground permitting soil contamination. Mycotoxins and other pathogens in silages are still a problem. Global warming may affect the forage crops grown and crop characteristics as well as rates of silage fermentation and aerobic deterioration. Silage as an input to bio-refineries has an unclear future. Silage analysis is challenged by sampling and knowing what components truly predict nutritional value. The future holds many opportunities for both ensiling and silage research. Robotic harvesting will release more labour for silo packing, and there are opportunities to develop tools to estimate silage density during filling. Total mixed ration silages should allow more by-products in rations. The development of novel silage additives to improve silage hygiene or increase nutrient availability appears promising. Predicting the onset of aerobic deterioration with quick tests for lactate-assimilating yeasts or silage temperatures seems possible. Metabolomics and metabonomics, in addition to the microbiome tools in development, put us at the cusp of being able to see which microorganisms are active in the silo and rumen and what compounds of significance they are producing. This could lead to many advances in silage quality including reduced microbial toxins, better hygiene and improved utilization by livestock.