Lake Chelan’s annual Small Town Holidays in the Lake Chelan Wine Valley November 25 – December 31, 2022. The Lake Chelan Valley will be blanketed in magical holiday lights, fireworks every weekend, as well as local boutiques, wineries and restaurants dressed up for the holidays. Whether you are visiting for the first time, consider Lake Chelan your second home or are lucky enough to live here year round – the holidays feel a little more magical in Lake Chelan.