With the spring weather turning warmer, many Philadelphians are again focused on the city's outdoor dining options. Outdoor dining areas located on Philadelphia's streets, termed "streeteries," have become a known and beloved aspect of the city since their inception during the COVID-19 pandemic. At their pinnacle, more than 800 Philadelphia restaurants operated streeteries. However, in the post-pandemic era, as Philadelphia regulations surrounding the operation of streeteries have increased, the presence of streeteries has significantly decreased. In an attempt to revitalize streeteries, the city has recently undertaken various efforts to expand Philadelphia's streetery operations. This article provides an overview of the streetery legal landscape, explore recent developments in the city's regulations surrounding streeteries, and discuss what may be on the horizon for outdoor dining in Philadelphia.