"As long as you take Remembrance Day and keep it special, there's nothing wrong with celebrating Christmas," she said. Regardless of when you think it's appropriate to start celebrating the holiday season, festive events are about to start. Jacqueline LeClair says people can start celebrating the Christmas season immediately after Halloween, but that they should take a break on Remembrance Day. Jacqueline LeClair says people can start celebrating the Christmas season immediately after Halloween, but that they should take a break on Remembrance Day. Some Windsor residents say people should wait until after Remembrance Day to start celebrating the Christmas season.