Hotels in Winnetka! For your holiday trip and travel needs we have great deals, budget, cheap, and luxury holiday hotels in the Winnetka tourism region and many short-term vacation and holiday venues in the area. You can browse our listings of holiday lodgings and hotels in and near Winnetka by clicking on the links below to get a personalized offer from a hotels property owner that may be able to cater for your specific travel arrangements surrounding Winnetka. They may have pictures of Winnetka and their respective venues and you will also be able to contact the establishment directly to make online bookings and enquiries for a place to stay.