Middleburg to host 15 th Annual Winter Weekend Sale

The Town of Middleburg will host its 15 th Annual Winter Weekend Sale from Friday, Feb. 13 through Monday, Feb. 16, 2026, inviting residents and visitors to enjoy seasonal shopping, dining, and the charm of the historic village.

The four-day event highlights Middleburg’s locally owned shops and restaurants, many of which will offer special promotions throughout the weekend. Visitors can browse for gifts, update their winter wardrobes, or discover unique items while supporting small businesses that are central to the town’s character.

Participating businesses will be marked by blue and white balloons displayed outside their storefronts, making it easy for shoppers to identify sale locations as they stroll through downtown. The event spans Middleburg’s primary shopping areas, including Washington Street, Pendleton Street, Madison Street, and Federal Street.

Now in its 15th year, the Winter Weekend Sale has become a well-established community tradition. The event is sponsored by the Town of Middleburg and the Middleburg Business & Professional Association and is designed to encourage residents and visitors to explore the town during the winter season while supporting local merchants.

The Winter Weekend Sale will take place during regular business hours, with shops open Friday and Saturday from 10 a.m. to 5 p.m. Sunday and Monday hours will vary by business, and visitors are encouraged to check directly with individual shops.

In addition to shopping, visitors can enjoy Middleburg’s restaurants, historic streetscapes, and walkable downtown, making the Winter Weekend Sale an ideal opportunity for a day trip or extended weekend visit.

For additional information, residents and visitors may contact the Middleburg Town Office at 540-687-5152. Updates and event details will also be available through Visit Middleburg on Facebook and Twitter.