Visit the Town of Middleburg on September 16 from 11 a.m. to 7 p.m. for the town’s Oktoberfest celebration. The festivities will take place on South Madison Street and Federal Street, which will be closed to vehicular traffic. This fun-filled event will feature two biergartens, German-inspired food, a stein holding contest, art fair, car show, live music, interactive activities for children and much more!
Oktoberfest, including the art fair and biergartens, will open at 11 a.m. The first Oktoberfest beer keg will be delivered to the festival by horse-drawn wagon. The wagon is pulled by Belgian horses from Whitestone Farm. The first Oktoberfest keg will be tapped by Middleburg Mayor Bridge Littleton and Old Ox Brewery President Chris Burns.
Local bands, including Something’s Brewing and Blaskapelle Alte Kameraden, will provide the soundtrack for the day. A variety of singers and musicians will perform on the Federal Street Stage. Feats of strength will be held throughout the day including stein raising, musical chairs, and other Oktoberfest games. The event will also feature a moon bounce and art activities for children.
Traditional Oktoberfest food from King Street Oyster Bar, Market Salamander, and Little Austria will be available for purchase. Oktoberfest beer from Old Ox Brewery and Lost Barrel Brewing, wine from Greenhill Vineyards, Cana Vineyards, 50 West Vineyards, and Boxwood Winery, and cider from Mt. Defiance Cidery and Distillery will also be available for purchase. Regional artisans will be present throughout the day with exhibits of fine art, pottery, jewelry, photography, wearable art and more.
The Art Fair will feature artwork from 25 local and regional artists on South Madison Street and Federal Street. Visitors are encouraged to connect with artists and discuss their creative process. Art-lovers will also get a rare opportunity to purchase original works of art without gallery fees.
Oktoberfest is free to attend and features a number of family-friendly activities. Traditional Bavarian attire is encouraged, but not required. Visit www.middleburgvaoktoberfest.com and www.facebook.com/MiddleburgOktoberfest for event updates. For additional information, please contact the Middleburg Town Office at 540-687-5152.
Signature Events
Annual Meeting & Community Leadership Awards
The Loudoun Chamber will celebrate its 57th Annual Meeting & Community Leadership Awards on January 24, 2025. We will honor top community leaders as well as celebrate the success of the 2024 Board of Directors Chair, Angela Mitchell, owner of ARM Consulting LLC. We will also welcome our 2025 Board and the new Chair Scott Loftis, of Atlantic Union Bank. Event Page Here
Annual DEIA Summit
The Loudoun Chamber will host its 3rd Annual DEIA Summit on October 17, 2024. Keynote speakers and workshops will focus on helping your business or nonprofit gain competitive advantages by leveraging diversity and accessibility tools. Event Page Here
Chamber Classic
In the Summer of 2025, the Annual Chamber Classic will be held at The Club at Creighton Farms. This event has been Loudoun County’s premier business golf tournament for over four decades. The Chamber Classic offers our sponsors tremendous marketing exposure and an incomparable day of golf on this Jack Nicklaus-designed course. View the Event Page
Small Business Awards
For 30 years, the Loudoun Small Business Awards have been the most prestigious honors celebrating our Loudoun community’s best small businesses, entrepreneurs, and nonprofit organizations.
Guests joined us on November 8th to congratulate finalists and winners in 10 categories, including the top prize, the 2024 Loudoun Small Business of the Year. Winners were announced in front of a live audience of Loudoun’s top business and community leaders.
Valor Awards
In the Spring of 2025, the Loudoun Chamber will celebrate 40 years of honoring our community’s real-life heroes, including several truly heroic citizens, for their courageous and often lifesaving actions. Join us at the 40th Annual Loudoun County Valor Awards. Event Page Here
State of the Loudoun Market
The Loudoun real estate market has rarely experienced the number of challenges and opportunities it does today. It is difficult to make sense of these current market conditions and their impact on economic conditions. In 2025, the Loudoun Chamber will bring together the region’s top economic and real estate experts to examine how the economic and cultural forces influencing this market will impact your business. Stay tuned for more information.