Schedule of Events

Specials & Updates
Watch this page frequently for updated listings of events and activities. Don’t forget to also check the updated listings of shopping offers and discounts.

Show Your Community Spirit!
Have your friends, club, church, school, community group, sports team, ensemble, or business join our Christmas Parade lineup. Be a walking group, make a float, drive a vehicle in the parade…be part of our local color - sign up here!

December 6th through December 8th

Friday, December 6th
Join us at the foot of our town Christmas Tree in the Pink Box Garden for a heartfelt evening program that includes the Invocation, singers, caroling, hot chocolate & cider courtesy of the Home Farm Store, and of course the illumination of the tree...drum roll, please! Joyful Holidays brought to you and to us all by the Middleburg Business and Professional Association! 

  • 2:00pm - 5:00pm: Middleburg Garden Club Christmas Greens Sale and Bazaar, Emmanuel Episcopal Parish house. Sale of Christmas greens and flower show.

  • 5:00pm: O Holy Night! (note new time) The Tree Lighting Ceremony and Carols, behind the Pink Box, 12 North Madison St., 5:00pm on Friday.

Is there room at our inns? Yes, at Salamander Resort & Spa. Check out their Christmas in Middleburg package and Stay and Play activities.

Saturday, December 7th

  • 8:00- 10:30am: Breakfast With Santa and Silent Auction, Middleburg Elementary School 101 North Madison Street. Breakfast $10.00 per adult /$5 per child 12 & under. Breakfast in the Fireside Lounge $15.00 per adult / $5 per child 12 & under. Picture with Santa is $10 per print; $5 per emailed digital image. For information or Fireside Lounge reservations call Middleburg Elementary
    540-751-2490

  • 9:00am - 5:00pm: Craft Fair, Middleburg Community Center, Sheri Conrad, Manager This email address is being protected from spambots. You need JavaScript enabled to view it.

  • 10:00am - 2:00pm: Middleburg Garden Club Christmas Greens Sale and Bazaar, Emmanuel Episcopal Parish house. Sale of Christmas greens and flower show.

  • 10:00am: Middleburg Methodist Church, hot chocolate in the front yard to warm up while waiting for the hunt to ride by.

  • 11:00am: Middleburg Hunt Review, mounted riders and hounds down the main Washington Street. 

  • 11:00am - 3:00pm: Box Lunch, Middleburg Community Center on the front porch. Middleburg Montessori School is selling box lunches featuring Marshall IGA fried chicken, biscuit, locally grown apple, cookie and water all for just $6.00!!
  • 11:30am - 1:50pm: Hayrides! Beautiful draught horses teamed to take kids of all ages on hayrides around town. Departures from the Pink Box, 12 North Madison Street

  • 11:30am: Middleburg Methodist Church, annual soup and ham biscuit lunch in the church during Christmas in Middleburg on Sat, Dec 7th from 11AM-2PM. Cost is $10 for adults and $6.00 for children under 12.

  • 11:45am: Middleburg Community Center, on the front porch, Middleburg Montessori School is selling box lunches featuring Marshall IGA fried chicken, biscuit, locally grown apple, cookie and water all for just $6.00!!
  • 2:00pm: Christmas Parade, down the main Washington Street

  • 3:00pm - 6:00pm: Wine Crawl, progressive wine tastings from one end of town to the other.

  • Sit-down or grab-and-go food from all the restaurants in town.

  • Kids and family activities all day long!