Highland Park in St Paul and Chestnut Hill in Philadelphia both convey a sense of affluent suburbia within a city environment. Highland Park is an upscale residential community offering a blend of luxurious homes, well-maintained parks, and a strong educational framework, including the prestigious St. Paul Academy and Summit School. The neighborhood boasts Highland Village, with its collection of specialty shops, dining establishments, and services that cater to the discerning tastes of its residents. The area is also known for the picturesque Highland Park Conservatory, a natural space that offers recreational opportunities and hosts the annual Highland Fest, a gathering that solidifies the neighborly spirit akin to that found in Chestnut Hill.