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Jingle in the ‘Burg

Celebrate the holidays in Middleburg

Celebrate the holidays in Middleburg, where the spirit of the season settles in like a fresh dusting of snow. With twinkling lights, crackling fires, and the gentle pace of the countryside, Middleburg is the kind of place where the holidays feel a little cozier, a little brighter, and with just the right amount of magic!

Keep an eye out here. More events are being added daily!

Bells with red ribbons and holly

Jingle in the Burg Events

Monthly Weekly Daily List
December 2025

Holiday Market in the Gallery

The Oak Spring Garden Foundation invites guests to enjoy a festive shopping experience for the holiday season. Visitors are welcome to drop in during open hours and explore a curated selection of gifts and seasonal specialties. The Gift Shop features favorites from the Biocultural Conservation Farm, including signature curry peach BBQ sauce and tomato chutney—ideal […]
Dec 09
3:00 pm - 6:00 pm
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Viva Community Dinner

Join Emmanuel Parish House for the free Viva Community Dinner, where neighbors gather to share good food, warm conversation, and the simple pleasure of being together. This welcoming evening brings people of all ages to the same table, creating a sense of comfort and connection that feels like home. Come enjoy a hearty meal, friendly […]
Dec 11
6:00 pm - 8:00 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117
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Holiday Carriage Rides

Celebrate the holiday season with festive carriage rides through Middleburg! Enjoy the sights and sounds of the holidays as you take a leisurely ride through beautifully decorated streets lined with twinkling lights and classic charm. Create unforgettable memories with family and friends in our picturesque town. Perfect for couples, families, or anyone looking to add […]
Dec 13
10:00 am - 2:00 pm
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Jingle in the Burg

Join us for Jingle in the Burg on South Madison Street with theater, dancing, demonstrations, singing, markets, food and drinks, and so much more! 10:00am – 4:00pm – Christmas Stalls Open SOUTH MADISON STREET PERFORMANCE SCHEDULE 10:00am: Beyond A Christmas Carol 11:00am: St. George and the Dragon 11:30am: Dance Like the Dickens 12:00pm: Beyond A […]
Dec 13
10:00 am - 4:00 pm
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Bring Love Home for the Holidays Adoption Party

Bring Love Home for the Holidays! Join Middleburg Humane Foundation on Saturday, December 13th for a Holiday Adoption Party. Come meet your new best friend and bring a little extra love home this season. The day features special adoption rates, holiday cheer, and plenty of furry faces ready to brighten your day. See you there! […]
Dec 13
10:00 am - 4:00 pm
Middleburg Humane Foundation
5000 Cunningham Farm Drive, Marshall, VA 20115
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Tri County Feeds Holiday Adoption Event

Tri County Feeds is spreading cheer this season with a special Holiday Adoption Event benefiting Friends of Homeless Animals (FOHA). Bring the whole family (two- and four-legged) for festive fun including a book signing by Shari Goodwin (with sales donated to FOHA), pet portraits for foster dogs, a holiday pet photo booth, and 25% off […]
Dec 13
11:00 am - 3:00 pm
TriCounty Feeds
7408 John Marshall Hwy, The Plains, VA
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Holiday Carriage Rides

Celebrate the holiday season with festive carriage rides through Middleburg! Enjoy the sights and sounds of the holidays as you take a leisurely ride through beautifully decorated streets lined with twinkling lights and classic charm. Create unforgettable memories with family and friends in our picturesque town. Perfect for couples, families, or anyone looking to add […]
Dec 14
10:00 am - 2:00 pm
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No event found!