This equestrian town sparkles with a merry lineup of festivities. Visitors can watch The Nutcracker at Middleburg Community Center (November 17), dine with Santa at Middleburg Community Charter School (December 7), and listen to carolers at the Jingle Jam (December 11 and 18). Riders in red coats are accompanied by hounds for the annual “hunt review” on December 7, and canines get the spotlight at the National Sporting Library & Museum’s holiday dog parade on December 21.