At the April 8 regular session, Council Member Bundles Murdock called for the installation of a new pedestrian crossing in front of Middleburg's Post Office. According to Murdock, a vehicle stopping to avoid a jaywalking pedestrian there had been rear-ended recently, and in her view the problem, and danger, was increasing. She suggested the Town actively pursue some sort of program to address the danger, which she believes will only grow as the economy revives and more and more people are in motion, both on foot and on Route 50

Council member Mark Snyder worried that an anti jaywalking PR campaign, no matter how well intentioned, would be "spitting in a fire".

Noting that an active campaign to ticket jaywalkers might well hurt tourism, Vice Mayor Darlene Kirk suggested that the town's police department focus instead on inattentive and dangerous drivers.

Mayor Davis agreed to ask the Virginia Department of Transportation about a new crossing at the Post Office, but noted that, if it were installed, it would cost the town two downtown parking spaces.

Council member Lisa Patterson pointed out that there were no crosswalks on Federal Street, and thus, arguably, no way for a pedestrian to cross the street legally. When Council member Kathy Jo Shea suggested that pedestrians were required by state law to cross at an intersection and that state law required vehicles to yield to them, Police Chief Webber replied that, to his knowledge, this was not the case, but that he would look into it and report his findings to Council.