We can only use our imaginations as to what the setting looked like. I can imagine a warm, sunny day, given the time of year. Probably similar to my Northern California climate. Mediterranean. High pressures. Paradise.
He rode through the streets on a donkey - much to the amazement and bewilderment of those first century onlookers by the side of the road. Old men searching for hope; women holding children in their arms; young kids cheering with excitement - all searching for the nearest broken palm branches to wave back and forth.