Woodside Park abuts downtown Silver Spring and presents a fascinating juxtaposition as its park-like feel — a specific choice made by the developers of the neighborhood nearly one hundred years ago — meanders like its anti-grid streets right into the vibrant city center of downtown’s modern buildings and amenities. What this means to its residents is a best-of-both-worlds scenario in which one can walk to mom-and-pop local shops, participate in the neighborhood’s autumnal Oktoberfest and Halloween pumpkin carving celebrations, or skip over to the bustling city streets.
The neighborhood itself is one of the earliest District automobile-based suburbs. What was once farm land as well as a Civil War battleground became what was meant to be the ideal suburb of the ’20s and ‘30s. Its streets were purposefully hewn to the contours of the land, the lots were and are generous (between a quarter acre to a full acre) and its homes were not the typical pre-built designs by particular developers but were, rather, developed and built according to each landowner in the neighborhood. It has resulted in a unique array of 20th century architecture in a neighborhood where wildlife still roams and community spirit is strong.