As always in Middleburg, our hearts and stores and shops are open for you! Don’t miss any of the unique activities that await you in Town, check here all season long. Come, keep Christmas with us as a season of the heart all year round, visit us during the holidays.

Rain or Shine, Middleburg is the perfect setting for evoking the Christmas spirit — tree lighting, a Christmas parade, shopping, caroling, and so much more.

Join one of the most fun-filled family festivals of the year in Middleburg with activities, special events, great eats, the famous Middleburg Hunt Review, a mile-long Christmas parade. Afterwards, experience a Middleburg evening in our bistros, cafes, pubs, and restaurants.

Schedule of Events:

December 5, 2025

5 p.m. Tree Lighting Ceremony and Carols

O Holy Night! The Tree Lighting Ceremony and Carols, behind The Middleburg Museum 12 North Madison St., 5 p.m. on Friday.

December 6, 2025

8:00 - 11 a.m. Breakfast with Santa at Middleburg Charter School

Middleburg Charter School, 101 North Madison Street. The Middleburg Community Charter School PTO is proud to present “Breakfast with Santa”! 

11 a.m. Middleburg Hunt & Hounds Review

Mounted foxhunt riders and hounds down the main Washington Street from West to East brought to you by The Middleburg Hunt.

11:30 a.m. Kid's Zone at the Middleburg Community Center

Join Foxcroft School in this year’s NEW Kid’s Zone!  Check in at the Middleburg Community Center and join the fun.  Games, friends and family-friendly holiday cheer until 1:30 pm!

2 p.m. Christmas Parade

Community Christmas Parade – Bands, floats, community groups, local clubs and animals down Washington Street from West to East.

December 7, 2025

2:00 p.m. Christmas Pageant at Foxcroft School

‘Tis the season! Bring the entire family to this favorite holiday tradition.”

Presented annually as a gift to the community from Foxcroft’s New Girls, this rendition of the traditional nativity story features live animals and music and creates a spectacle that is a treat for all generations.

Fest Date: December 6, 2025

Location: Various Locations in Middleburg, VA

Click here for more information.