Santiago showcases the diversity of Latin America along with unique landscapes that span from beaches and jungles to snow-capped mountains ideal for skiing. The best time to visit Santiago to enjoy the most sunshine is late September to November or March to May. As May to September is winter in this Southern Hemisphere city, Santiago hotels and flights are the most reasonable during this period and it also offers a reprieve from crowded attractions and sights. If you are starting your research on the best Santiago hotels, here are some average rates.