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December in Middleburg: A Wonderland of Holiday Cheer

You’ll have a Dickens of a Christmas in Middleburg through December 31! Charles Dickens is famously linked to Christmas, especially through his novella A Christmas Carol. This story follows Ebenezer Scrooge, a miser who undergoes a profound transformation after being visited by three ghosts on Christmas Eve. The themes of redemption, generosity, and the Christmas spirit shine through, highlighting the significance of compassion and community—values that the Middleburg community embodies throughout the year.

Our streets are lined with festive decor, and local shops and galleries are adorned in seasonal splendor, while nearby vineyards offer warm tastings of local wines. Whether enjoying a festive meal in one of Middleburg’s eateries or taking in the natural beauty of the area, we invite you to join us in experiencing the magic of the holiday season!

New events are always being added, so be sure to visit our full Events Calendar and not be left behind!

Joyful Creations at Local Museums & Galleries

Experience the unique exhibitions, atmosphere and holiday opportunities at Middleburg’s museums and galleries this season:

Unique local art
Hand crafted gifts
Gallery events and open houses
Support local artists

Whether you’re an art enthusiast or simply looking for a unique present, you’ll find culture, creativity, and holiday spirit.

Check out events at The Byrne Gallery, Artists in Middleburg, Museum of Hounds & Hunting and the NSLM!


Town of Middleburg Tree Lighting December 6

Everyone is invited to the annual Town of Middleburg Tree Lighting on Friday, December 5 at 5 pm at The Pink Box Garden.

This event is not just about the lights and decorations, but also about fostering a sense of community. People of all ages come together to celebrate the season with their neighbors and enjoy the warmth and cheer of the holiday spirit. Whether you’re a local or a visitor, it’s an event that captures the magic of the season and showcases Middleburg’s tight-knit community.


Breakfast with Santa at Middleburg Community Charter School

Join Middleburg Community Charter School for a delightful morning of festive fun at the 2024 Breakfast with Santa in Middleburg! Get ready to kick off the holiday season with THE BEST PARKING IN TOWN, a warm, scrumptious breakfast prepared by the inimitable Tutti Perricone of Back Street Catering, hot cocoa and coffee bar, incredible prizes in our pick-a-prize rooms, and a visit + photo ops with the one and only Santa Claus himself.

Click the button below for tickets!


Christmas in Middleburg December 7

Christmas in Middleburg is Saturday, December 7, 2024!

11 am Middleburg Hunt Revue
2 pm Christmas Parade

Join one of the most fun-filled family festivals of the year in Middleburg with activities, special events, great eats, the famous Middleburg Hunt Revue, a mile-long Christmas parade.

Afterwards, experience a Middleburg evening in our bistros, cafes, pubs, and restaurants joining in the Spirits of Middleburg.


Jingle Jam Open Late Shopping December 11 & 18

Stop, shop and dine during Middleburg’s Jingle Jam Open Late Shopping dates on Wednesday, December 11 and Wednesday, December 18, 2024.

Enjoy the best of small-town holiday shopping and strolling carolers until 7 pm both evenings. Brought to you by the Town of Middleburg and the Middleburg Business & Professional Association.

If you’d like to register for the Jingle Jam, please contact Katy Carter.


Middleburg Garden Club Christmas Market Place & Flower Show

The Middleburg Garden Club Christmas Marketplace and Flower Show is a highly anticipated annual event at Emmanuel Parish House.

The Christmas Marketplace features a wide range of vendors offering unique, handcrafted gifts that make perfect presents for the holiday season. The Flower Show features stunning floral arrangements and design. Local floral designers and gardeners create themed displays that highlight the beauty of seasonal flowers and plants.