The Christmas in Middleburg celebration kicks off with the annual tree-lighting ceremony at the town visitor center, The Pink Box, located at 12 N. Madison St. The official tree-lighting ceremony starts at 5 p.m., complete with an invocation and caroling. The highlight of the evening, of course, is the lighting of the town’s 45-foot-tall spruce tree.
This is the main event. Start off your day with Breakfast with Santa at the Middleburg Community Charter School, where you can enjoy eggs, pancakes, sausage, fresh fruit, juice, coffee and other delicious breakfast items. If you’ve got little ones, you’ll also want to grab a picture with Santa. After breakfast, secure a good spot along Washington Street to view the Middleburg Hunt Review, with more than 100 riders on horseback and a pack of hounds coming down the main street starting at 11 a.m.
Once the pack has passed, wander through town to do some holiday shopping or grab a bite to eat.
Middleburg’s historic district is less than a mile long, but it’s filled with many unique stores, including equestrian shops, high-end clothing boutiques, fine art galleries and much, much more. Take a stroll down our streets and you’re sure to find something you just have to take home. You can find a directory of Middleburg’s stores here. Also, be sure to stop by the craft fair at the Middleburg Community Center.
When it comes to food, Middleburg offers a variety of locally owned restaurants that offer everything from farm-to-table gourmet dining to hearty tavern fare. You’ll find delicious, authentic Piedmont-inspired cuisine, inviting cafés and more. Check out Middleburg’s food options here.
Once your belly is full, it’s time to grab a parade-watching spot on Washington Street again, this time for the mile-long Christmas parade, which starts at 2 p.m. Here, you’ll see foot beagle hunt clubs, polo clubs, animals of all shapes and sizes, old fire trucks, muscle cars, high school bands, and Santa on his coach drawn by matched Ayrshires closing the parade.
This is how Christmas in Middleburg all got started, as Miss Charlotte’s Foxcroft School began presenting a traditional Christmas pageant for the local community in 1914. The tradition continues today, as first-years present a rendition of the traditional nativity story featuring live animals and music, creating a spectacle that is a treat for all generations. Following the pageant, Santa Claus will stop by to deliver special treats for all the children! This free event starts at 2 p.m.