The City of Longwood will host the 9th annual Christmas Parade through Longwood by way of Ronald Reagan Blvd., north of SR 434. The parade will kick off at 3:00 pm on Saturday, December 2nd, and will feature stunning cars, seasonal characters, bands, and much more. Sign up to participate in the parade! The City of Longwood will host the 9th annual Christmas Parade through Longwood by way of Ronald Reagan Blvd., north of SR 434. The parade will kick off at 3:00 pm on Saturday, December 2nd, and will feature stunning cars, seasonal characters, bands, and much more.