All year round, Middleburg’s beautiful 18th century village is unique - a hunt country capital, anchor of Virginia’s premier wine region, retail haven for antiques, fashion, center of fine dining, and lodging – all of which make it a memorable travel destination.

On the first Saturday in December the community becomes a Christmas experience like no other - Christmas in Middleburg.

Friday night, before the parade, the wonder begins with the annual Tree Lighting Ceremony. Join us for this quiet, moving ceremony of lights and song to get your spirit in the mood for Christmas.

Saturday is a full day of family festival activities, where the community comes together, celebrates a spiritually moving holy season, and individuates itself eccentrically and endearingly in doing so. The day begins with Breakfast with Santa and is followed by an iconic Middleburg Hunt review with riders on horseback and a pack of hounds coming down the main street.

After lunch, the Christmas Parade begins, featuring foot beagle hunt clubs, polo clubs, animal affinity groups (corgi owners, Great Pyrenees owners, llama and alpaca owners, etc.), community groups (VFDs, schools, scouts, churches, clubs), enthusiasts groups (MG cars, old fire trucks, Mini Coopers, muscle cars), business floats, reenactment bands (Civil War, Revolutionary War, Scots highlands), high school bands, and Santa on his coach drawn by matched Ayrshires closing the parade.

All day long there are special events including:

  • Breakfast with Santa and a silent auction at Middleburg Community Charter School
  • A craft fair at the Community Center
  • Children's activities at the Pink Box and Jackie Kennedy Onassis Pavilion 
  • 11:00 am Middleburg Hunt Review, horses and hounds down main street
  • 2:00 pm Christmas Parade
  • Food and drink indoors and out
  • A progressive wine crawl
  • and more!


In the past, thousands of visitors from across the greater Washington DC area attended the many activities and events, lining our closed streets for “Holiday Seasoning” in the countryside.

Middleburg is only 45 minutes from Washington D.C. and close to the Dulles International Airport. Take I-66 West to Route 50 West (toward Winchester) via Exit 57B. From there, Middleburg is just a 25-minute drive.

Middleburg, VA