Although the road is a freeway, neither I-81 connection is freeway standard; the south end (exit 310) is a diamond interchange with two traffic signals, while, at the north end, drivers must use a short piece of U.S. Route 11 (US 11) to connect with I-81 at exit 317.

It immediately crosses I-81 at exit 310, a diamond interchange with two traffic signals on SR 37, and then becomes a freeway, soon junctioning US 11 (Valley Pike) with a partial cloverleaf.

A trumpet interchange completed in 2001 connects to the Winchester Medical Center, and the final diamond is with US 522 (Frederick Pike) at the northwestern corner.

[7] Route 37 was defined as the proposed Winchester By-Pass by 1963,[8] and was included in the statewide Arterial Network when it was created in 1964.

A new bridge carrying southbound SR 37 over I-81 was built, but otherwise the diamond interchange was not modified.